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UNITED STATES SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

FORM 10-K

ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the fiscal year ended December 31, 2024

Commission File Number 001-33289

ENSTAR GROUP LIMITED

(Exact name of Registrant as specified in its charter)

BERMUDA			N/A
(State or other jurisdiction of incorporation or organization)			(I.R.S. Employer Identification No.)

A.S. Cooper Building, 4th Floor, 26 Reid Street, Hamilton HM 11, Bermuda

(Address of principal executive offices, including zip code)

Registrant’s telephone number, including area code: (441) 292-3645

Securities registered pursuant to Section 12(b) of the Act:

Title of Each Class			Trading Symbol(s)			Name of Each Exchange on Which Registered
Ordinary shares, par value $1.00 per share			ESGR			The NASDAQ Stock Market			LLC
Depositary Shares, Each Representing a 1/1,000th Interest in a 7.00%			ESGRP			The NASDAQ Stock Market			LLC
Fixed-to-Floating Rate Perpetual Non-Cumulative Preferred Share, Series D, Par Value $1.00 Per Share
Depositary Shares, Each Representing a 1/1,000th Interest in a 7.00%			ESGRO			The NASDAQ Stock Market			LLC
Perpetual Non-Cumulative Preferred Share, Series E, Par Value $1.00 Per Share

Securities registered pursuant to Section 12(g) of the Act: None

Indicate by check mark if the registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities Act.    Yes  ☒    No  ☐

Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or Section 15(d) of the Act.    Yes  ☐    No  ☒

Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days.    Yes  ☒    No  ☐

Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S-T during the preceding 12 months (or for such shorter period that the registrant was required to submit such files).    Yes  ☒    No  ☐

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a smaller reporting company, or emerging growth company. See the definitions of “large accelerated filer,” “accelerated filer,” “smaller reporting company,” and "emerging growth company" in Rule 12b-2 of the Exchange Act.

Large accelerated filer

☒

Accelerated filer

☐

Non-accelerated filer

☐

Smaller reporting company

☐

Emerging growth company

☐

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. ☐

Indicate by check mark whether the registrant has filed a report on and attestation to its management’s assessment of the effectiveness of its internal control over financial reporting under Section 404(b) of the Sarbanes-Oxley Act (15 U.S.C. 7262(b)) by the registered public accounting firm that prepared or issued its audit report. ☒

If securities are registered pursuant to Section 12(b) of the Act, indicate by check mark whether the financial statements of the registrant included in the filing reflect the correction of an error to previously issued financial statements. ☐

Indicate by check mark whether any of those error corrections are restatements that required a recovery analysis of incentive-based compensation received by any of the registrant’s executive officers during the relevant recovery periods pursuant to §240.10D-1(b). ☐

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Act).    Yes  ☐    No  ☒

The aggregate market value of the registrant's voting and non-voting common equity held by non-affiliates as of June 28, 2024 was $3.4 billion based on the closing price of $305.70 per ordinary share on the NASDAQ Stock Market on that date. Shares held by officers and directors of the registrant and their affiliated entities have been excluded from this computation. Such exclusion is not intended, nor shall it be deemed, to be an admission that such persons are affiliates of the registrant.

As of February 26, 2025, the registrant had outstanding 14,885,357 voting ordinary shares, par value $1.00 per share.

DOCUMENTS INCORPORATED BY REFERENCE

Portions of the registrant’s definitive proxy statement to be filed with the Securities and Exchange Commission pursuant to Regulation 14A relating to its 2025 annual general meeting of shareholders are incorporated by reference in Part III of this Form 10-K

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Enstar Group Limited

Annual Report on Form 10-K

For the Year Ended December 31, 2024

Table of Contents

						Page
			Glossary of Key Terms			3
PART I
Item 1.			Business			10
			•Our Business And Strategy			10
			•Competition			16
			•Our Organization			19
			•Human Capital Resources			18
			•Enterprise Risk Management			20
			•Regulation			20
			•Available Information About Enstar			26
Item 1A.			Risk Factors			27
Item 1B.			Unresolved Staff Comments			47
Item 1C.			Cybersecurity Risk Disclosures			47
Item 2.			Properties			48
Item 3.			Legal Proceedings			48
Item 4.			Mine Safety Disclosures			49
PART II
Item 5.			Market for the Registrant’s Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities			50
Item 6.			Reserved			51
Item 7.			Management’s Discussion and Analysis of Financial Condition and Results of Operations			52
			•Operational Highlights			53
			•Consolidated Results of Operations - for the Years Ended December 31, 2024, 2023 and 2022			54
			•Overall Measures of Performance			59
			•Non-GAAP Financial Measures			62
			•Results of Operations by Segment - for the Years Ended December 31, 2024, 2023 and 2022			71
			•Current Outlook			86
			•Liquidity and Capital Resources			89
			•Critical Accounting Estimates			96
Item 7A.			Quantitative and Qualitative Disclosures About Market Risk			104
Item 8.			Financial Statements and Supplementary Data			109
Item 9.			Changes in and Disagreements with Accountants on Accounting and Financial Disclosure			246
Item 9A.			Controls and Procedures			246
Item 9B.			Other Information			247
Item 9C.			Disclosure Regarding Foreign Jurisdictions that Prevent Inspections			247
PART III
Item 10.			Directors, Executive Officers and Corporate Governance			247
Item 11.			Executive Compensation			247
Item 12.			Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters			247
Item 13.			Certain Relationships and Related Transactions, and Director Independence			247
Item 14.			Principal Accounting Fees and Services			247
PART IV
Item 15.			Exhibits, Financial Statement Schedules			247
Item 16.			Form 10-K Summary			247

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GLOSSARY OF DEFINED TERMS

GLOSSARY OF KEY TERMS

A&E						Asbestos and environmental
Accident year						The annual calendar accounting period in which loss events occurred, regardless of when the losses are actually reported, recorded or paid.
Acquisition costs						Costs that are directly related to the successful efforts of acquiring new insurance contracts or renewing existing insurance contracts, and which principally consist of incremental costs such as: commissions, brokerage expenses, premium taxes and other fees incurred at the time that a contract or policy is issued.
ALAE						Allocated loss adjustment expense
ADC						Adverse development cover – A retrospective reinsurance arrangement that will insure losses in excess of an established reserve and provide protection up to a contractually agreed amount.
Adjusted RLE						Adjusted run-off liability earnings - Non-GAAP financial measure calculated by dividing adjusted prior period development by average adjusted net loss reserves. See “Non-GAAP Financial Measures” in Item 7 for reconciliation.
Adjusted ROE						Adjusted return on equity - Non-GAAP financial measure calculated by dividing adjusted operating income (loss) attributable to Enstar ordinary shareholders by adjusted opening Enstar ordinary shareholders’ equity. See “Non-GAAP Financial Measures” in Item 7 for reconciliation.
Adjusted TIR						Adjusted total investment return - Non-GAAP financial measure calculated by dividing adjusted total investment return by average adjusted total investable assets. See “Non-GAAP Financial Measures” in Item 7 for reconciliation.
AFS						Available-for-sale
AI						Artificial Intelligence
Allianz						Allianz SE
AmTrust						AmTrust Financial Services, Inc.
Annualized						Calculation of the quarterly result or year-to-date result multiplied by four and then divided by the number of quarters elapsed within the applicable year-to-date period.
AOCI (L)						Accumulated other comprehensive income (loss)
APRA						Australian Prudential Regulation Authority
Arden						Arden Reinsurance Company Ltd.
ASC						Accounting Standards Codification
ASU						Accounting Standards Update
Atrium						Atrium Underwriting Group Limited
AUD						Australian Dollar
BMA						Bermuda Monetary Authority
BSCR						Bermuda Solvency Capital Requirement
BVPS						Book value per ordinary share - GAAP financial measure calculated by dividing Enstar ordinary shareholders’ equity by the number of ordinary shares outstanding.
Cavello						Cavello Bay Reinsurance Limited
CISSA						Commercial Insurer's Solvency Self-Assessment
CIT						Corporate Income Tax
Citco						Citco III Limited
CLO						Collateralized loan obligation
Commutation						An agreement that provides for the complete discharge of all obligations between the parties under a particular reinsurance contract for an agreed upon up-front fee.
Core Specialty						Core Specialty Insurance Holdings, Inc.
DAC						Deferred acquisition costs
DCo						DCo, LLC

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GLOSSARY OF DEFINED TERMS

Defendant A&E liabilities						Defendant asbestos and environmental liabilities - Non-insurance liabilities relating to amounts for indemnity and defense costs for pending and future claims, as well as amounts for environmental liabilities associated with our properties.
DCA						Deferred charge asset - The amount by which estimated ultimate losses payable exceed the consideration received at the inception of a retroactive reinsurance agreement.
DGL						Deferred gain liability - The amount by which consideration received exceeds estimated ultimate losses payable at the inception of a retroactive reinsurance agreement and that are subsequently amortized over the estimated loss settlement period.
Dowling Funds						Dowling Capital Partners I, L.P. and Capital City Partners LLC
EB Trust						The Enstar Group Limited Employee Benefit Trust
ECR						Enhanced capital requirement
EEA						European Economic Area
EGL						Enstar Group Limited
EMAL						Enstar Managing Agency Limited
Enhanzed Re						Enhanzed Reinsurance Ltd.
Enstar						Enstar Group Limited and its consolidated subsidiaries
Enstar Finance						Enstar Finance LLC
ERM						Enterprise Risk Management
ETA						Economic Transition Adjustment
Exchange Transaction						The exchange of a portion of our indirect interest in Northshore for all of the Trident V Funds’ indirect interest in StarStone U.S.
FAL						Funds at Lloyd's - A deposit in the form of cash, securities, letters of credit or other approved capital instrument that satisfies the capital requirement to support the Lloyd's syndicate underwriting capacity.
FASB						Financial Accounting Standards Board
FCA						U.K. Financial Conduct Authority
FDBVPS						Fully diluted book value per ordinary share - Non-GAAP financial measure calculated by dividing Enstar ordinary shareholders’ equity by the number of ordinary shares outstanding, adjusted for equity awards granted and not yet vested (similar to the calculation of diluted earnings per share). See “Non-GAAP Financial Measures” in Item 7 for reconciliation.
FEO						Forward Exit Option
FVA						Fair value adjustment
Fixed income assets						Short-term investments and fixed maturities classified as trading and AFS, funds held, and cash and cash equivalents, including restricted cash and cash equivalents.
Funds held						The account created with premium due to Enstar pursuant to the reinsurance agreement, the balance of which is credited with investment income and losses paid are deducted. The balance is comprised of funds held - directly managed and funds held by reinsured companies.
Funds held by reinsured companies						Funds held, as described above, where we receive a fixed crediting rate of return or other contractually agreed return on the assets held.
Funds held - directly managed						Funds held, as described above, where we receive the actual underlying investment portfolio return.
Future policyholder benefits						The liability relating to life reinsurance contracts, which are based on the present value of anticipated future cash flows and mortality rates.
Gate or side-pocket						A gate is the ability to deny or delay a redemption request, whereas a side-pocket is a designated account for which the investor loses its redemption rights.
GBP						Great British Pound
GDPR						General Data Protection Regulation
Group						Companies of Enstar Group Limited
GSSA						Group Solvency Self-Assessment
Hillhouse Group						Hillhouse Capital Management, Ltd. and Hillhouse Capital Advisors, Ltd.
IAG						Insurance Australia Group

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GLOSSARY OF DEFINED TERMS

IBNR						Incurred but not reported - The estimated liability for unreported claims that have been incurred, as well as estimates for the possibility that reported claims may settle for amounts that differ from the established case reserves as well as the potential for closed claims to re-open.
IIR						Income Inclusion Rule
ILS						Insurance Linked Securities
Inigo						Inigo Limited
InRe Fund						InRe Fund, L.P.
Investable assets						The sum of total investments, cash and cash equivalents, restricted cash and cash equivalents and funds held.
JSOP						Joint Share Ownership Program
LAE						Loss adjustment expenses
Lloyd's						This term may refer to either the society of individual and corporate underwriting members that pool and spread risks as members of one or more syndicates, or the Corporation of Lloyd’s, which regulates and provides support services to the Lloyd’s market.
LOC						Letter of credit
LPT						Loss Portfolio Transfer - Retroactive reinsurance transaction in which loss obligations that are already incurred are ceded to a reinsurer, subject to any stipulated limits.
M&A						Merger and acquisition
Merger						The series of mergers contemplated by the Merger Agreement, resulting in Enstar Group Limited surviving the Merger as a wholly-owned subsidiary of the Parent.
Merger Agreement						The Agreement and Plan of Merger that Enstar Group Limited entered into with Parent on July 29, 2024.
MNE						Multinational Enterprise
Monument Re						Monument Re Limited
Morse TEC						Morse TEC LLC
NAIC						National Association of Insurance Commissioners
NAV						Net asset value
NCI						Noncontrolling interests
New business						Material transactions, which generally take the form of reinsurance or direct business transfers, or business acquisitions.
Northshore						Northshore Holdings Limited
Novation						The substitution of a new contract in place of an old one.
OCI						Other comprehensive income
OECD						Organization for Economic Co-operation and Development
OLR						Outstanding loss reserves - Provisions for claims that have been reported and accrued but are unpaid at the balance sheet date.
Other investments						Equities, other investments and equity method investments
Parent						Elk Bidco Limited, an exempted company limited by shares existing under the laws of Bermuda and backed by equity commitments from investment vehicles managed or advised by Sixth Street.
Parent Company						Enstar Group Limited and not any of its consolidated subsidiaries
Policy buy-back						Similar to a commutation, for direct insurance contracts
pp						Percentage point(s)
PPD						Prior period development - Changes to loss estimates recognized in the current calendar year that relate to loss reserves established in previous calendar years.
PRA						U.K. Prudential Regulation Authority
Private equity funds						Investments in limited partnerships and limited liability companies
PSU						Performance share units
QDMTT						Qualified Domestic Minimum Top Tax
Range of outcomes						The range of gross loss and LAE reserves implied by the various methodologies used by each of our (re)insurance subsidiaries.

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GLOSSARY OF DEFINED TERMS

RBC						Risk-based capital
Reinsurance to close (RITC)						A business transaction to transfer estimated future liabilities attached to a given year of account of a Lloyd's syndicate into a later year of account of either the same or different Lloyd's syndicate in return for a premium.
Reserves for losses and LAE						Management's best estimate of the ultimate cost of settling losses as of the balance sheet date. This includes OLR and IBNR.
Retroactive reinsurance						Contracts that provide indemnification for losses and LAE with respect to past loss events.
RLE						Run-off liability earnings – GAAP-based financial measure calculated by dividing prior period development by average net loss reserves.
RNCI						Redeemable noncontrolling interests
ROE						Return on equity - GAAP-based financial measure calculated by dividing net income (loss) attributable to Enstar ordinary shareholders by opening Enstar ordinary shareholders’ equity.
RPII						Related Person Insurance Income
Run-off						A line of business that has been classified as discontinued by the insurer that initially underwrote the given risk.
Run-off portfolio						A group of insurance policies classified as run-off.
SCR						Solvency Capital Requirement
SEC						U.S. Securities and Exchange Commission
SGL No. 1						SGL No. 1 Limited
SiriusPoint						SiriusPoint Ltd
SISE						StarStone Insurance SE
Sixth Street						Sixth Street Partners, LLC
SSHL						StarStone Specialty Holdings Limited
StarStone International						StarStone's non-U.S. operations
StarStone U.S.						StarStone U.S. Holdings, Inc. and its subsidiaries
Step Acquisition						The purchase of the entire equity interest of an affiliate of Hillhouse Capital Management Ltd and Hillhouse Capital Advisors, Ltd. in Enhanzed Re
Stone Point						Stone Point Capital LLC
TIR						Total investment return - GAAP financial measure calculated by dividing total investment return, including OCI, for the applicable period by average total investable assets.
Trident V Funds						Trident V, L.P., Trident V Parallel Fund, L.P. and Trident V Professionals Fund, L.P.
TSA						Transition services agreement
U.K. Regulator						The FCA together with the PRA
U.S. GAAP						Accounting principles generally accepted in the United States of America
ULAE						Unallocated loss adjustment expenses - Loss adjustment expenses relating to run-off costs for the estimated payout of the run-off, such as internal claim management or associated operational support costs.
Unearned premium						The unexpired portion of policy premiums that will be earned over the remaining term of the insurance contract.
UTPR						Under-Taxed Profit Rule
VIE						Variable interest entities
2021 Repurchase Program						An ordinary share repurchase program adopted by our Board of Directors in November 2021, for the purpose of repurchasing a limited number of our ordinary shares, not to exceed $100 million in aggregate. This plan was fully utilized as of April 2022.
2022 Repurchase Program						An ordinary share repurchase program adopted by our Board of Directors in May 2022, which was originally effective through May 5, 2023, for the purpose of repurchasing a limited number of our ordinary shares, not to exceed $200 million in aggregate. On February 23, 2023, our Board of Directors authorized the repurchase of an additional $105 million of our ordinary shares, and extended the effective date through February 23, 2024. This program was terminated on March 23, 2023.

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CAUTIONARY STATEMENT REGARDING FORWARD-LOOKING STATEMENTS

This annual report and the documents incorporated by reference herein contain statements that constitute "forward-looking statements" within the meaning of Section 21E of the Securities Exchange Act of 1934, as amended, or the Exchange Act, with respect to our pending Merger, financial condition, results of operations, business strategies, operating efficiencies, competitive positions, growth opportunities, plans and objectives of our management, as well as the markets for our securities and the reinsurance sectors in general.

Statements that include words such as "estimate," "project," "plan," "intend," "expect," "anticipate," "believe," "would," "should," "could," "seek," "may" and similar statements of a future or forward-looking nature identify forward-looking statements for purposes of the federal securities laws or otherwise.

All forward-looking statements are necessarily estimates or expectations, and not statements of historical fact, reflecting the best judgment of our management and involve a number of risks and uncertainties that could cause actual results to differ materially from those suggested by the forward-looking statements.

These forward looking statements should, therefore, be considered in light of various important risk factors, including those set forth in this annual report and the documents incorporated by reference herein, which could cause actual results to differ materially from those suggested by the forward-looking statements. These risk factors include:

•the completion of the Merger on the anticipated terms and timing;

•the satisfaction of conditions to the completion of the Merger, including obtaining required regulatory approvals;

•the risk that our stock price may fluctuate during the pendency of the Merger and may decline if the Merger is not completed;

•potential litigation relating to the Merger that has and could be instituted against us or our directors, managers or officers, including the effects of any outcomes related thereto;

•the risk that disruptions from the Merger (including the ability of certain business partners to terminate or amend contracts upon a change of control) will harm our business, including our current plans and operations;

•our ability to retain and hire key personnel during the pendency of the Merger or following its completion;

•the diversion of management’s time and attention from ordinary course business operations to completion of the Merger and integration matters;

•potential adverse reactions or changes to business relationships resulting from the pendency or completion of the Merger;

•our reduced liquidity due to the significant distributions that we will make to our ordinary shareholders in connection with the Merger and the additional distributions that we expect to make to Parent to fund its obligations under the debt and preferred equity financing incurred by Parent in connection with the completion of the Merger;

•potential business uncertainty, including changes to existing business relationships, during the pendency of the Merger that could affect our financial performance;

•certain restrictions during the pendency of the Merger that may impact our ability to pursue certain business opportunities or strategic transactions;

•the possibility that the Merger may be more expensive to complete than anticipated, including as a result of unexpected factors or events;

•unexpected costs, liabilities or delays associated with the Merger;

•the response of competitors to the Merger;

•the occurrence of any event, change or other circumstance that could give rise to the termination of the Merger;

•the risk that an active trading market for the newly issued preferred shares that our holders of the depositary shares representing our preferred shares will receive in the Merger does not exist and may not develop;

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•unpredictability and severity of catastrophic events, including but not limited to acts of terrorism, outbreaks of war or hostilities or global pandemics, as well as management’s response to any of the aforementioned factors;

•the adequacy of our loss reserves and the need to adjust such reserves as claims develop over time, including due to the impact of emerging claim and coverage issues and disputes that could impact reserve adequacy;

•risks relating to our acquisitions, including our ability to evaluate opportunities, successfully price acquisitions, address operational challenges, support our planned growth and assimilate acquired portfolios and companies into our internal control system in order to maintain effective internal controls, provide reliable financial reports and prevent fraud;

•risks relating to our ability to obtain regulatory approvals, including the timing, terms and conditions of any such approvals, and to satisfy other closing conditions in connection with our acquisition agreements, which could affect our ability to complete acquisitions;

•risks relating to climate change and its potential impact on the returns from our run-off business and our investments;

•changes in tax laws or regulations applicable to us or our subsidiaries, including the Bermuda Corporate Income Tax and the Organisation for Economic Cooperation and Development Pillar Two, or the risk that we or one of our non-U.S. subsidiaries become subject to significant, or significantly increased, income taxes in the U.S. or elsewhere;

•the risk that U.S. persons who own our ordinary shares might become subject to adverse U.S. tax consequences as a result of related person insurance income;

•risks relating to the variability of statutory capital requirements and the risk that we may require additional capital in the future, which may not be available or may be available only on unfavorable terms;

•the risk that our reinsurance subsidiaries may not be able to provide the required collateral to ceding companies pursuant to their reinsurance contracts, including through the use of letters of credit;

•risks relating to the availability and collectability of our ceded reinsurance;

•the ability of our subsidiaries to distribute funds to us and the resulting impact on our liquidity;

•losses due to foreign currency exchange rate fluctuations;

•the risk that the value of our investment portfolios and the investment income that we receive from these portfolios may decline materially as a result of market fluctuations and economic conditions, including those related to interest rates, credit spreads and equity prices (including the risk that we may realize losses related to declines in the value of our investment portfolios if we elect to, or are required to, sell investments with unrealized losses);

•risks relating to our ability to structure our investments in a manner that recognizes our liquidity needs;

•risks relating to our strategic investments in alternative asset classes and joint ventures, which are illiquid and may be volatile;

•risks relating to our ability to accurately value our investments, which require methodologies, estimates and assumptions that can be highly subjective, and the inaccuracy of which could adversely affect our financial condition;

•risks relating to our liquidity demands and the structure of our investment portfolios, which may adversely affect the performance of our investment portfolio and financial results;

•risks relating to the complex regulatory environment in which we operate, including that ongoing or future industry regulatory developments will disrupt our business, affect the ability of our subsidiaries to operate in the ordinary course or to make distributions to us, or mandate changes in industry practices in ways that increase our costs, decrease our revenues or require us to alter aspects of the way we do business;

•risks relating to laws and regulations regarding sanctions and foreign corrupt practices, the violation of which could adversely affect our financial condition and results of operations;

•loss of key personnel;

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•the risk that some of our directors, large shareholders and their affiliates have interests that can create conflicts of interest through related party transactions;

•the risk that outsourced providers could breach their obligations to us, which could adversely affect our business and results of operations;

•operational risks, including cybersecurity events, external hazards, human failures or other difficulties with our information technology systems that could disrupt our business or result in the loss of critical and confidential information, increased costs; and

•risks relating to the ownership of our shares resulting from certain provisions of our bye-laws and our status as a Bermuda company.

The risk factors listed above should not be construed as exhaustive and should be read in conjunction with the Risk Factors that are included in Item 1A below. We undertake no obligation to publicly update or review any forward-looking statement, whether to reflect any change in our expectations with regard thereto, or as a result of new information, future developments or otherwise, except as required by law.

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PART I

ITEM 1. BUSINESS

Our Business and Strategy

Enstar is a leading global (re)insurance group that offers innovative capital release solutions through our network of group companies. We seek to create value by managing (re)insurance companies and portfolios of (re)insurance and other liability business in run-off and striving to generate an attractive risk-adjusted return from our investment portfolio. In this report, the terms "Enstar," the “Company," "us," and "we" are used interchangeably to describe Enstar and our subsidiary companies.

On July 29, 2024, Enstar Group Limited ("Enstar") entered into an Agreement and Plan of Merger (the “Merger Agreement”) with Elk Bidco Limited (the “Parent”), an exempted company limited by shares existing under the laws of Bermuda. The Parent is backed by equity commitments from investment vehicles managed or advised by affiliates of Sixth Street Partners, LLC (“Sixth Street”). Pursuant to the Merger Agreement, there will be a series of mergers (collectively, the "Merger") resulting in the Company surviving the Merger as a wholly-owned subsidiary of the Parent. The Merger is expected to close in mid-2025.

As part of our ongoing restructuring efforts to reduce legal entity complexity, improve operational efficiencies, and simplify our governance structure, we have restructured operations and subsidiary companies in several jurisdictions, resulting in a more concentrated global footprint, such that as of December 31, 2024, we had a legal entity and operating presence within six countries.

We acquire run-off and other (re)insurance reserves using retroactive reinsurance and other bespoke contracts where we are paid consideration to reinsure, up to a specified limit, underlying policies issued by other insurers who have written these risks in prior accident years. We strive to set an appropriate price and manage the liabilities professionally and efficiently to achieve the best outcomes for our policyholders and shareholders.

On closing a retroactive reinsurance transaction, the consideration we receive is not recognized as income, nor are the liabilities we acquire recognized as net incurred losses. These items are recorded to the balance sheet with any subsequent changes to the value of ultimate losses and liabilities recorded in the consolidated statements of operations.

In addition, any difference between consideration received and loss reserves recorded to the balance sheet upon initial recognition of a transaction, is recorded as a deferred charge asset (“DCA”) or deferred gain liability (“DGL”) which is subsequently amortized.1

A run-off portfolio is a group of insurance policies grouped by accident year, line of business and jurisdiction that an insurer that initially underwrote the risks seeks to exit or put into run-off. The facts and circumstances underlying an insurer’s or company's (seller's) decision to exit or put a portfolio into run-off or seek ADC contracts varies. Usually, the portfolios of risks have become inconsistent with the seller’s core competencies, provide unwanted exposure to a particular risk or segment of the market and/or absorb capital that the seller may wish to deploy elsewhere. These portfolios of risks are often associated with potentially large exposures and lengthy time periods before resolution of the last remaining insured claims, resulting in uncertainty to the (re)insurer covering those risks. In other circumstances, a cedant may be pursuing a solution in advance of a merger and acquisition (“M&A”) transaction or an initial public offering, or may be seeking to exit less mature business, sometimes including the current accident year. We have also acquired legacy manufacturing companies with direct exposure to asbestos and environmental liabilities (“defendant A&E liabilities”).

We establish our best estimate of the liabilities we assume based upon actuarial analyses of the claims data provided to us by the counterparties, our review of claims files and reinsurance assets, our analysis of claim trends and other data supplied as part of our due diligence. Accordingly, at the time we enter the arrangements, we do not reflect the potential impact of our claims management strategies as we have no assurance that our efforts will be successful nor how any development may emerge. Similarly, we do not recognize reductions for any potential settlements or commutations that we have not executed as we do not solely control any such outcome. The

1 This is further described in Note 10 to our consolidated financial statements.

Enstar Group Limited | 2024 Form 10-K                  10

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ITEM 1 | Business | Our Business

settlement of the liabilities may take many years to complete depending on the underlying risk profile of the business.

By investing the consideration received from our (re)insurance solutions, we generate investment returns that we use to settle the liabilities acquired, fund future transactions, meet our financing and operating obligations and return value to shareholders.

As a result, the traditional (re)insurance underwriting ratios (loss ratios and combined ratios) are not relevant to us. Net earned premiums are not a significant source of revenue and current period net incurred losses and LAE from those premiums are not significant. We use Run-off liability earnings (“RLE”) to measure our success at managing our retroactive reinsurance liabilities and total investment return (“TIR”) to measure our investment returns. Our ability to generate favorable RLE or avoid unfavorable RLE from our management of acquired portfolios can vary. RLE may be recognized within a year of acquiring the new portfolio, or may not appear for many years, if at all. Similarly, our ability to generate positive TIR can be impacted by market risks, including interest rate, credit spread, credit and foreign exchange risks, in addition to the regulatory constraints associated with being a regulated global (re)insurance group.

Enstar Group Limited | 2024 Form 10-K                  11

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ITEM 1 | Business | Our Business

1						Acquire New Business

Sourcing

We leverage our industry relationships and our position as an experienced run-off specialist, together with our footprint in the major (re)insurance hubs, to source new business opportunities. We engage directly with companies and/or their representative brokers to bid for and negotiate new transactions.

Solutions

We develop innovative solutions and products based on the needs of our partners. In addition to providing finality to discontinued lines and earnings volatility protection or acquiring troubled businesses, we help our partners achieve their risk management, capital and strategic objectives. Our Run-off business offers a variety of capital release solutions, including but not limited to:

LPTs: We offer LPTs in situations where our clients wish to divest themselves of a portfolio of insurance business. In such instances, we are able to retroactively reinsure against deterioration of the portfolio of loss reserves, subject to any stipulated limits. In the Lloyd's market, we provide similar solutions through reinsurance to close (“RITC”) transactions. ADCs: In situations where our clients are concerned about loss deterioration on selected books of business, we offer ADCs whereby we reinsure certain losses in excess of our clients’ established reserves, up to a pre-determined limit. FEOs: In situations where our clients are third-party capital providers and desire finality on a collateralized reinsurance contract written via a sidecar or other fully collateralized vehicle, we offer a Forward Exit Option (“FEO”) solution whereby investors in such vehicles will have the option to transfer the reserve risk associated with their investment to us. The solution provides finality and liquidity to these investors at a date in the future, thus allowing them to better manage their investment horizons. We wrote our first Forward Exit Option contract in 2024. This is a new venture and not expected to be a material component of new business for some time. Acquisitions: Where our clients or potential clients want to dispose of a company in run-off, we may purchase the company. Such a transaction is beneficial to the seller because it enables them to monetize their investment in that company.

Pricing

We evaluate each opportunity presented by carefully reviewing and analyzing the portfolio’s or company’s risk exposures, claim practices, capital and reserve requirements and outstanding claims. This initial analysis allows us to determine whether the opportunity aligns with our strategy and targeted return thresholds.

If we decide to pursue an opportunity, we price it based on certain assumptions, including: our ability to apply our core competencies to negotiate with (re)insureds, resolve valid claims, manage the investments associated with the portfolio and otherwise manage the nature of the risks posed by the business or portfolio.

LPTs and ADCs: Using actuarial analysis and our view of the exposure assumed, we determine the premium consideration that we charge the ceding companies under retroactive reinsurance contracts.

Enstar Group Limited | 2024 Form 10-K                  12

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ITEM 1 | Business | Our Business

This premium is generally lower than the undiscounted estimated ultimate losses payable at inception due to the time value of money, in recognition that we will earn an investment return on the assets which support the future payment of insurance claims.

Acquisitions: In order to price the acquisition of a company in run-off, we estimate the fair value of assets and liabilities acquired based on actuarial analyses and our views of the exposures assumed.

The fair value of the company may be lower than its book value based upon the risks assumed, the time value of money as applied to its liabilities and the value to the seller of no longer having to manage the company.

2						Manage Liabilities

Non-Life Run-off

There is a period over which the reserve liabilities associated with LPTs, ADCs, acquisitions and other similar transactions are extinguished, as described below:

•At take-on: upon integrating the LPT, ADC or company we record our best estimate of the value of loss reserves. We then implement our plan to manage the book and its exposures that we gathered during the course of the acquisition process.

•Subsequent to take-on: in the proceeding years, we develop a deeper understanding of the claims portfolio from a reserving perspective and, where we have been granted claims control, employ our claims management strategies in order to generate RLE.

After applying our claims management strategies for a period of time, there are generally reduced opportunities remaining to achieve RLE. At that point, our goal is to continue to manage costs and generate investment returns as we run off the remaining reserves in an orderly manner.

Both the A&E losses and LAE and defendant A&E liabilities have much longer expected claims settlement periods than our general casualty books of business, and therefore the period over which their reserve liabilities are extinguished tends to be significantly longer than other lines of business.

The strategies we employ to manage our acquired companies and portfolios of business in run-off include:

Claims Management on Portfolios with Claims Control: Integral to our success is our ability to analyze, administer, and settle claims while managing related expenses. We work with seasoned and well-trained claims professionals, along with claims reporting and control procedures, in all of our claims units. Our claims management processes on portfolios where we have claims control also include leveraging our extensive relationships and developed protocols to manage outside counsel and other third parties more efficiently to reduce expenses.

For certain lines of business, we have entered into agreements with third-party administrators to manage and pay claims on our subsidiaries’ behalf and advise with respect to case reserves. These agreements generally set forth the duties of the third-party administrators, limits of authority, indemnification language designed for our protection and various procedures relating to compliance with laws and regulations. The agreements clearly define our claims handling guidelines, and we provide extensive and active oversight by in-house subject matter claims experts in order to ensure the third-party administrators are operating in accordance with our expectations.

Claims Oversight on Portfolios without Claims Control: On some of the more structured reinsurance transactions where claims control has been retained by the original cedants, we have developed bespoke oversight, reporting and monitoring programs. These programs are specific to the individual transactions and involve utilizing our in-house subject matter claims experts to work with the original cedants who can leverage our expertise and experience. As we have seen a shift towards more reinsurance transactions without claims control, our oversight programs have given us greater insights into the development of the risks that we have assumed and have also added benefits to our cedants in giving them more access to our expertise in claims management.

Commutations and Policy Buybacks: Where possible, we negotiate with third-party (re)insureds to commute their (re)insurance agreements (sometimes called policy buybacks for direct insurance) for an agreed upon up-front payment by us.

Commutations and policy buybacks provide us with an opportunity to exit exposures to certain policies and (re)insureds generally at a discount to the ultimate liability. Commutations can reduce the duration, administrative

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burden and ultimately the future cost we face as we manage the run-off of the claims and the amount of regulatory capital we are required to maintain.

In certain lines of business and jurisdictions, such as direct workers’ compensation insurance, commutations and policy buyback opportunities are not typically available, and our strategy with respect to these businesses is to derive value through efficient and effective claims management.

Reinsurance Recoverables: We manage reinsurance recoverables by working with reinsurers, brokers and professional advisors to achieve fair and prompt payment of reinsured claims, and we take appropriate legal action to secure recoverables when necessary. Where appropriate we negotiate commutations with our reinsurers by securing a lump sum settlement in complete satisfaction of the reinsurer’s past, present and future liability in respect of such claims.

Generating RLE: When we have contractual claims management rights, our strategy is to obtain claims resolutions and settlements on the actual and potentially valid claims within each portfolio quickly, where feasible, to avoid lengthy and continuing defense costs. When claims control has been retained by the cedant, we develop oversight programs to monitor the business and provide our partners with the opportunity to leverage our expertise and experience. If we are successful in settling claims or otherwise manage the expected value of the losses for less than our carried reserves, we recognize favorable prior period development within our net incurred loss and loss adjustment expenses. Similarly, we may experience adverse development on the carried reserves if the projected costs of claims exceeds our estimates. We include the net development as a component of our performance, which we refer to as RLE.

We aim to generate positive RLE by drawing on in-house expertise and trusted third-party relationships to close claims efficiently, paying valid claims on a timely basis, and relying on policy terms and exclusions where applicable, and litigation when necessary, to defend against paying invalid claims.

Using detailed claims analysis and actuarial projections, we seek to negotiate with policyholders and reinsurers with a goal of settling existing (re)insurance liabilities and monetizing (re)insurance assets in a cost efficient manner.

Seasonality

We complete most of our loss reserve studies in the fourth quarter of each year and, as a result, we tend to record the largest movements, both favorable or adverse, to net incurred losses and LAE in these periods. However, we also monitor the progression of claims and claims settlements in the earlier interim periods and may adjust our reserves if, and when, we deem it appropriate.

3						Manage Investments

We manage our investments to obtain attractive risk-adjusted returns while maintaining prudent diversification of assets and operating within the constraints of a regulated global (re)insurance group. We also consider the liquidity requirements and duration of our claims and contract liabilities.

We have a group-wide investment policy and group mandate, which applies to our consolidated investment portfolio and all subsidiary cash and investment portfolios.

Our investment policy:

•Outlines our investment objectives and constraints;

•Prescribes permitted asset class limits and strategies;

•Establishes risk tolerance limits; and

•Establishes appropriate governance.

Our investment policy also includes constraints that impact our asset allocation and external asset manager selection.

In pursuing our investment objectives, we typically allocate to asset classes with varying risk-return profiles that fall into two classifications: core assets and non-core assets.

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Our core assets, or fixed income assets, include short-term and fixed maturities classified as trading and available-for-sale (“AFS”), funds held and cash and cash equivalents. Under funds held arrangements, the reinsured company has retained consideration that would otherwise have been remitted to us. The funds held balance is credited with investment income and is used to offset settlement of paid losses. Funds held arrangements where we receive the underlying portfolio economics and the contractual right to direct the asset allocation strategies are referred by us as "Funds held - directly managed". Funds held arrangements where we receive a fixed crediting rate or other contractually agreed return are referred by us as "Funds held by reinsured companies".

Our non-core assets, or other investments, include equities, equity method investments, hedge funds, fixed income funds, private equity funds, private credit funds, equity funds, collateralized loan obligation (“CLO”) equity funds, CLO equities, and real estate funds.

Core Asset Strategy: Our core assets investment portfolio is predominantly invested in investment grade fixed income securities that are duration and currency optimized and matched against the expected payment of loss reserves in accordance with our contractual obligations with our counterparty insurers and as prescribed in statutory liquidity and solvency regulations. Our goal with these securities is to meet the expected maturity to support prompt payment of the claims, whilst maximizing investment income. Our fixed income assets include U.S. government and agency investments, highly rated sovereign and supranational investments, high-grade corporate investments as well as mortgage-backed and asset-backed investments. Non-Core Asset Strategy: Our goal with our non-core assets investment portfolio is to provide diversification and increased return. Our non-core assets typically include below-investment grade fixed income securities and bank loans, public equity securities, hedge funds, private equity funds, fixed income funds, CLO equities, real estate funds, private credit funds and equity method investments.

The allocation and composition of our non-core assets may vary, depending on risk appetite, current market conditions and the assessment of relative value between asset classes.

We believe our non-core investments provide diversification in our overall investment portfolio, because generally they have low correlation with our fixed income assets, thereby providing an opportunity for improved risk-adjusted rates of return while minimizing downside risk over the long-term. The returns of our non-core investments may be volatile, and we may experience significant fair value changes in a particular quarter or year. Regulatory, rating agency, our internal risk appetite and other factors may limit our capacity to hold non-core assets.

Portfolio Allocation: Our portfolio is diversified across several core and non-core asset classes and targets attractive risk-adjusted returns, while taking into account regulatory, capital, risk, and other relevant considerations. We periodically review the performance of the portfolio and reallocate assets to take advantage of opportunities in the market. This asset rebalancing is periodically reviewed by our Board Investment Committee.

Asset Manager Selection: Our investment portfolio is managed by external managers through the execution of investment management agreements and investment guidelines. We hold regular discussions with our managers to monitor investment performance.

Performance and Compliance Monitoring: Our investment management agreements and guidelines with external asset managers include performance benchmarks. The benchmarks take various factors into consideration, including duration, currency, asset class, geography, sector, credit quality and other relevant metrics that impact performance.

An investment compliance report for the aggregate investment policy is prepared for our Board Investment Committee on a quarterly basis in arrears. The Board Investment Committee and our subsidiary boards are responsible for ensuring that investment compliance guidelines proposed are aligned to our stated risk appetite.

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4						Redeploy Capital and Return Value to Shareholders

Our regulated subsidiaries and group are subject to capital requirements, which require us to hold additional assets to mitigate the risk of insufficient funds to fulfill our insurance obligations in adverse economic or operational circumstances. Amounts beyond our internal capital levels are available for us to redeploy.

As we settle our liabilities, we reduce our required capital and any excess capital may be redeployed into the business for further acquisitions. We believe that the best investment is in our business, by funding future transactions and meeting our financing obligations. We have also utilized share repurchases in situations where we have excess capital in order to return value to our shareholders. To date, we have not declared any dividends on our ordinary shares.

Competition

Our Run-off segment competes in the global insurance market with domestic and international reinsurance companies to acquire and manage (re)insurance companies and portfolios of (re)insurance business in run-off. We compete with different companies depending upon the size of the loss portfolios being contemplated and the location of the insurer or insurance risks.

The legacy market has seen several new entrants in the last decade, largely driven by the investment of significant alternative capital. This has led to increased competition in the overall market and increased pressure on deal pricing which has manifested recently as certain of our competitors have signaled a full exit from the overall legacy market. According to global run-off deal data published by PwC, 13 different acquirers completed run-off transactions in 2024 versus 12 in 2023.

Despite the exit of companies from the legacy market, the acquisition and management of companies and portfolios in run-off continues to be competitive and is driven by several factors, including proposed acquisition prices, operational reputation and financial resources including new capital and alternative forms of capital entering the markets.

We have a positive outlook on the future as we continue to see high levels of legacy market activity, with opportunities being brought to us either directly by counterparties or brokers. We have established long-term and continuing business relationships throughout the (re)insurance industry, which can be a significant competitive advantage for us. Additionally, we believe that we are price competitive and have a well-established reputation with respect to our distinctive ability to complete and manage transactions.

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Our Organization

Segments2

Effective January 1, 2024, our business is organized into two reportable segments: (i) Run-off and (ii) Investments. Our previous Assumed Life and Legacy Underwriting reportable segments were determined to no longer meet the definition of reportable segments as they no longer engage in any active business activities following the series of commutation and novation transactions in Enhanzed Reinsurance, Ltd. (“Enhanzed Re”) and the settlement of the arrangements between SGL No 1. and Arden and Atrium.

The Run-off segment consists of our acquired property and casualty and other (re)insurance business, while the Investments segment consists of our investment activities and the performance of our investment portfolio.

The former Assumed Life segment consisted of life and catastrophe business that we assumed via the 2022 acquisition of the controlling interest in Enhanzed Re, while the former Legacy Underwriting segment consisted of businesses that we exited via the sale of the majority of our interest. We present the results of these former segments in the periods that they were relevant in our financial statements.

In addition, our Corporate and Other activities, which do not qualify as an operating segment, include income and expense items that are not directly attributable to our reportable segments.

Major Operating Subsidiaries

Our (re)insurance business is regulated and requires licenses to operate in each relevant jurisdiction. Our major operating insurance subsidiaries and their regulatory domiciles are listed below:

Regulated Company

Jurisdiction

% of Net Liability for Losses and LAE as of December 31, 2024

Clarendon National Insurance Company

United States

8%

Fletcher Reinsurance Company

Yosemite Insurance Company

Cavello Bay Reinsurance Limited

Bermuda

84%

Fitzwilliam Insurance Limited

SGL No.1 Limited

United Kingdom

8%

Mercantile Indemnity Company Limited

River Thames Insurance Company Limited

Gordian Runoff Limited

Other

—%

StarStone Insurance SE

100%

2 For further information on our reportable segments, refer to “Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations – Results of Operations by Segment” and Note 5 to our consolidated financial statements.

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Human Capital Resources

As of December 31, 2024, we had 790 employees, as compared to 805 employees as of December 31, 2023.

We seek to attract, retain and develop a diverse and specialized workforce that supports our culture, target operating model and business performance. We do this by applying the following strategies:

•Making use of a range of hiring channels and approaches and incorporating a total reward offering that includes market competitive salaries, an annual bonus plan as well as comprehensive benefits to protect employee health, wellness and financial security.

•Promoting alignment of interests with investors through the use of an employee share purchase plan and long-term equity-based incentives.

•Encouraging our employees to periodically review development areas with their managers to identify appropriate learning opportunities to better equip our work force with the skills necessary for near- and long-term success. We offer an array of professional development programs and initiatives to support our employees' career aspirations and enhance our leadership and management capabilities—creating a pipeline of talent able to deliver on our long-term strategic objectives and developing a skilled workforce with succession capabilities. For example, we provide all of our employees access to a digital platform containing learning resources designed to support their role and career.

In addition, strengthening our succession planning is a key priority for us across all levels. We have made a significant investment in establishing and developing programs for managers, functional heads and group executives designed to enhance leadership and management capabilities across our senior management team. For example, in 2024 we supported a cohort of new managers through a program designed to help participants become skilled performance coaches, driving greater accountability for delivering enhanced individual goals and team outcomes. The program has been highly successful and a new cohort is planned for 2025. We also offer programs to group and regional executives and other potential successors throughout the organization.

Diversity, Equity and Inclusion

We understand the importance of diversity in our work force and our diversity, equity and inclusion (“DE&I”) vision is to create a diverse and inclusive workplace, where everyone feels that they belong and where diversity is celebrated. Over the past year we continued to increase our focus on DE&I, which included:

•Continuing to progress our DE&I strategic framework, which covers the following five pillars: People Practices; Inclusive Procurement and Supplier Diversity; Access and Accessibility; Communication Events and Community Engagement; and Data and Insights. This strategic framework guides our objectives and informs the initiatives we have undertaken.

•Establishing two more Employee Resource Groups (“ERGs”) for our staff which brings our total ERGs to five, focusing on themes that link to the demographic of our workforce: Parents and Carers, Mental Health, Women in the Finance Industry and, new this year, Ethnicity and Cultural Heritage and Inclusivity. The ERGs bring together employees from across the business and create a space where individuals feel comfortable to share their ideas and experiences. We also solicit feedback from these groups when developing future DE&I initiatives.

•Launching our Talent Acquisition Gender Diversity Framework to provide hiring managers with guidance and recommendations on best practice to ensure their recruitment processes and practices are gender inclusive. The guidance focuses on practical advice throughout the recruitment process and as an outcome, the hiring of women has significantly improved, whereby half of all our hires in 2024 were women.

•Hosting our 2024 summer global internship program for the third consecutive year following the success of the inaugural program in 2022, by welcoming a talented and diverse group of individuals across three of our offices in Bermuda, the U.S. and the U.K. to undertake a mix of industry training, departmental expertise and personal development activities.

To measure our progress, we use a variety of human capital measures in managing our business, including workforce demographics and diversity metrics. We continue to build and expand on the range of metrics we produce as we continue to work towards the achievement of our DE&I vision.

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As of December 31, 2024, our global gender metrics were as follows:

We are committed to fostering a culture that treats all employees fairly and with respect, promotes inclusivity and diversity, and provides equal opportunities for professional development and merit-based advancement. We adhere to these values by following a Board Diversity Policy and Group Diversity, Equity and Inclusion Policy. We intend to continue conducting human capital management activities, including recruitment, career development and advancement, role design and compensation in a manner reflective of our commitment to diversity and inclusion.

Employee Wellbeing

We recognize the importance of our employees as individuals and the role we can play in promoting their wellbeing. Our wellbeing strategy is now well defined across three pillars of core focus:

•Emotional and social: we offer an Employee Assistance Program, which provides a professional and confidential service that covers a broad range of topics, both personal and work-related. We also held a series of employee webinars during the year, covering a wide range of topics related to health and wellbeing such as burnout, menopause and children’s mental health.

•Physical: our benefits coverage includes a range of centrally provided and individually tailored health-related insurance packages, alongside a number of additional benefits and initiatives. For example, we provide access to a wellbeing platform that offers a range of benefits and tools and hosts Enstar’s health initiatives and challenges, such as our Global Step Challenge, which was held for the third consecutive year. We also offer an Enstar Wellness allowance, enabling an annual reimbursement of expenses that support mental or physical wellness, and various other provisions including annual health assessments.

•Financial: during 2024 we delivered a range of initiatives to address the challenging economic marketplace, including an Employee Financial Assistance Program, which provided interest-free employee loans, and the provision of a supplemental Economic Hardship Payment to those employees most vulnerable to the impact of inflationary pressures.

Our employee engagement, diversity and inclusion results are a clear indication of our efforts and successes in managing and supporting our employees. For the past four years our rating index has been in the upper quartile of the financial services benchmark, resulting in Enstar being awarded the People Insight ‘Outstanding Place to Work 2024’ award for the third consecutive year.

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ITEM 1 | Business | Enterprise Risk Management

Enterprise Risk Management

Effective Enterprise Risk Management (“ERM”) and oversight is a priority for our management and Boards of Directors (both at the parent company and subsidiary levels). We aim to ensure that we have a comprehensive ERM Framework to identify, assess, treat, monitor and report on risks that affect the achievement of our strategic, operational and financial objectives.

We believe that an effective ERM Framework is crucial to maintaining the strength of Enstar and our (re)insurance companies (our "Group") and enhancing our operations. These include our business strategy and objectives, capital management decision making, operations and processes, financial performance and financial reporting, regulatory compliance, reputation with key stakeholders and business continuity planning. Through our ERM Framework, we aim to embed considerations of risk through all aspects of our business.

Risk Management Strategy

The Group’s Risk Management Strategy has been designed to help meet our core objectives, which is to:

•engage in highly disciplined and risk-based, acquisition, management and (re)insurance practices across a diverse portfolio of loss reserves;

•seek investment risk where it is adequately rewarded;

•maintain loss reserving risk in line with risk appetite;

•minimize capital, liquidity, credit, operational and regulatory risks; and

•promote the consideration of Environmental (specifically, climate change effects), Social and Governance (“ESG”) risks in strategies, business planning and other operational processes.

These strategies are pursued through the use of appropriate controls, governance structures and highly skilled teams effectively working together.

Our risk management strategy is embedded across the organization by promoting a strong culture of risk awareness. This is evidenced through our day-to-day approach to managing our business. In particular, risk matters are regularly discussed at management and Board meetings, providing challenge and considering opportunities against risks being assessed and managed.

The goal of our risk management strategy is to enable the proactive, pragmatic management of risks arising in day-to-day operations, primarily through the implementation and maintenance of an effective ERM Framework to ensure a robust control environment.

Risk Appetite

The Risk Appetite Framework in place at both the Group and its regulated subsidiaries monitors risk taking throughout the business by linking business strategy and planning with available capital and risk. It is designed to protect the Group and its subsidiaries from unacceptable levels of loss, compliance failures and/or adverse reputational impacts and support the wider strategic decision-making process.

A qualitative risk appetite statement is set for each material risk to represent the amount of risk the Board is willing to accept, which is supported by quantitative tolerances (such as minimum capital required). The qualitative risk appetite statements and supporting quantitative tolerances are reviewed and approved by the Board annually. Subsidiary companies’ risk appetite and tolerances are reviewed against their specific risk profiles and strategy and approved by the local Board(s), and are reviewed annually to ensure that subsidiary risk appetite does not in the aggregate exceed the aggregate Group Risk Appetite Framework.

Accountability for the implementation, monitoring and oversight of our risk appetite is aligned with individual corporate executives and monitored and maintained by the Risk Management Function. Risk tolerance levels are monitored and deviations from pre-established levels are reported in order to facilitate responsive action. On a quarterly basis, risk tolerances are reported by the assigned first line business owner to Risk Management who collate, review and provide challenge and aggregate tolerances. Individual tolerances are rated ‘Red’, ‘Amber’ or ‘Green’ relative to pre-defined thresholds. Where deviation from ‘Green’ is identified, remediation plans are required

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to reduce risk exposure within approved thresholds. As determined by the Board or Risk Committee, the Risk Appetite Framework and tolerance(s) may be reviewed/updated outside of the annual review cycle in the event of a material change in risk profile, system of governance, regulatory or operating environment, market or macroeconomic conditions, and/or any other material change.

Risk Governance and Culture

The Board of Directors actively oversees the management of risks to which the Group is exposed in a variety of ways. To ensure comprehensive oversight, the Company has an EGL Risk Committee, as well as Group and jurisdictional Management Risk Committees comprised of executive and/or senior management responsible for the management of key risks. These committees are supported by representatives from our Risk & Compliance and Internal Audit functions as appropriate.

The Group, supported by the wider ERM Framework, promotes a strong risk culture through a rigorous hiring process for employees, performing an annual Compensation Risk Assessment, ensuring employee understanding and compliance with the Employee Code of Conduct, and by promoting employee risk awareness of compliance and IT security matters through training.

Risk Ownership, Accountability and Assurance

We maintain the Three Lines Model (Management, Risk & Compliance and Internal Audit) to delineate accountabilities and establish a ‘check and balance’ management of risks across the Group. This allows for clear ownership and accountability of risks, and independent assurance that these have been considered appropriately via our Internal Audit Function. This also allows for a clear assignment of risk management responsibilities across all Group activities and helps communicate the approach to risk management throughout the organization.

The Risk Management Function, headed by the Group Chief Risk Officer (“CRO”), is responsible for both designing and operationalizing the various components of the ERM Framework throughout the Group. To ensure independence, the CRO reports to our CEO and has direct access to the Chairperson of the EGL Risk Committee. Our CRO obtains expertise from other functions / subject matter experts, as appropriate, to provide coverage over key risk areas.

The Group and its subsidiaries have internal controls in place, designed to manage risks to acceptable levels and the effectiveness of controls is regularly considered in managing and balancing risk and appetite. These are implemented within each line of defense.

Entity Level Management

At the operating subsidiary level, risks relating to our individual (re)insurance subsidiaries are also overseen by the subsidiary boards of directors, risk committees and other committees, and Regional Executive and management teams, consistent with applicable regulatory requirements and our overall ERM Framework that is embedded at local levels and throughout the business.

Emerging Risks

As part of our ERM Framework, we maintain an Emerging Risk Framework, which sets out the minimum standards by which emerging risks are identified, analyzed, evaluated, treated and reported on. Pursuant to this framework, the Management Risk Committees and our Group Risk Committee continually monitor emerging risks and oversee changes to our ERM Framework to react to these risks, where appropriate. Emerging risks are defined as "risks which may develop or which already exist but are difficult to quantify" and are marked by a high degree of uncertainty. While emerging risks are not fully understood or explicitly considered within the day-to-day operation of our business due to the lack of quantifiable data, we expect that the potential impacts of these risks may crystallize over time and therefore merit additional analysis, monitoring, evaluation and, when appropriate, management. See "Item 1A. Risk Factors" for further detail on these risks.

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ITEM 1 | Business | Regulation

Regulation

Overview

The business of (re)insurance is regulated in most countries, although the degree and type of regulation varies from one jurisdiction to another. Our operations are located in Bermuda, the United Kingdom, the United States, Australia, Liechtenstein and Belgium. We are subject to extensive regulation under the applicable statutes in these countries. In addition, the Bermuda Monetary Authority (“BMA”) acts as group supervisor of our Group.

We may become subject in the future to regulation in new jurisdictions or additional regulations in existing jurisdictions depending on the location and nature of any companies acquired and the volume and location of business being transacted by our existing companies.

Group Supervision

The BMA’s group supervision objective is to provide a coordinated approach to the regulation of an insurance group and its supervisory and capital requirements. Bermuda has been recognized by the U.S. National Association of Insurance Commissioners (“NAIC”) as a qualified jurisdiction, and the E.U. recognizes Bermuda's full equivalence under Solvency II.

As our Group supervisor, the BMA performs a number of functions including: (i) coordinating the gathering and dissemination of information for other regulatory authorities; (ii) carrying out a supervisory review and assessment of our Group; (iii) carrying out an assessment of our Group's compliance with the rules on solvency, risk concentration, intra-group transactions and appropriate governance procedures; (iv) planning and coordinating, through regular meetings with other authorities, supervisory activities in respect of our Group; (v) coordinating any enforcement action that may need to be taken against our Group or any Group members; and (vi) coordinating meetings of colleges of supervisors in order to facilitate the carrying out of these functions. Cavello Bay Reinsurance Limited (“Cavello”) serves as our Group’s Designated Insurer. As Designated Insurer, Cavello is required to facilitate compliance by our Group with the insurance solvency and supervision rules.

On an annual basis, the Group is required to file Group statutory financial statements, a Group statutory financial return, a Group capital and solvency return, audited Group financial statements, a Group Solvency Self-Assessment (“GSSA”), and a financial condition report with the BMA. The GSSA is designed to document our perspective on the capital resources necessary to achieve our business strategies and remain solvent, and to provide the BMA with insights on our risk management, governance procedures and documentation. In addition, the Group is required to file a quarterly financial return with the BMA.

We are required to maintain available Group statutory capital and surplus in an amount that is at least equal to the group enhanced capital requirement (“ECR”). The BMA has also established a group target capital level equal to 120% of the Group ECR, which is a standardized requirement based on our insurance class.

The BMA also maintains supervision over the controllers of all Bermuda registered insurers, and accordingly, any person who, directly or indirectly, becomes a holder of at least 10% of our ordinary shares must notify the BMA in writing within 45 days of becoming such a holder (or ceasing to be such a holder). The BMA may object to such a person and require the holder to reduce its holding of ordinary shares and direct, among other things, that voting rights attaching to the ordinary shares shall not be exercisable.

Bermuda Operations

BMA Insurance Regulation

The Insurance Act 1978 of Bermuda and related regulations, as amended (together, the "Insurance Act"), regulate the (re)insurance business of our operating subsidiaries in Bermuda. The Insurance Act imposes certain solvency and liquidity standards, and auditing and reporting requirements. The Insurance Act also grants the BMA powers to supervise, investigate, require information and the production of documents and intervene in the affairs of (re)insurance companies.

Significant requirements pertaining to our regulated Bermuda subsidiaries vary depending on the class in which our company is registered, but generally include the appointment of a principal representative in Bermuda, the

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appointment of an independent auditor, the appointment of an approved loss reserve specialist to opine on the statutory technical provisions of our insurance reserves, the filing of annual statutory and either U.S. GAAP based consolidated or condensed financial statements, the filing of annual statutory financial returns, the filing of quarterly financial returns, compliance with group solvency and supervision rules, and compliance with the Insurance Code of Conduct (relating to corporate governance, risk management and internal controls).

Our regulated Bermuda subsidiaries must also comply with a minimum liquidity ratio and minimum solvency margin. The minimum liquidity ratio requires that the value of relevant assets must not be less than 75% of the amount of relevant liabilities. The minimum solvency margin, which varies depending on the class of the insurer, is determined as a percentage of either net reserves for losses and LAE or premiums. Each of our regulated Bermuda-domiciled insurers is also subject to an ECR determined pursuant to a risk-based capital measure and is required to file a Commercial Insurer’s Solvency Self-Assessment (“CISSA”), and a financial condition report with the BMA. As of December 31, 2024, each of our Bermuda-based (re)insurance subsidiaries exceeded its respective minimum solvency and liquidity requirements.

Each of our regulated Bermuda subsidiaries would be prohibited from declaring or paying any dividends if it were in breach of its minimum solvency margin or liquidity ratio or if the declaration or payment of such dividends would cause it to fail to meet such margin or ratio. In addition, each of our regulated Bermuda subsidiaries is prohibited, without the prior approval of the BMA, from reducing its total statutory capital by 15% or more or from reducing its total statutory capital and surplus by 25% or more as set out in its previous year’s statutory financial statements. Our Bermuda (re)insurance companies that are in run-off are required to seek BMA approval for any dividends or distributions.

Economic Substance Act

Under the provisions of the Economic Substance Act 2018 (the "ESA"), any Bermuda-registered entity engaged in a “relevant activity” (which includes insurance business and holding entity activities) must maintain a substantial economic presence in Bermuda. To the extent that the ESA applies to our entities registered in Bermuda, we are required to demonstrate compliance with economic substance requirements by filing an annual economic substance declaration with the Registrar of Companies in Bermuda.

U.K. Operations

PRA and FCA Regulation

Our U.K.-based insurance subsidiaries consist of wholly-owned run-off companies. These subsidiaries are authorized and regulated by the U.K. Prudential Regulation Authority (the "PRA"), and are also regulated by the Financial Conduct Authority (the "FCA", together with the PRA, the "U.K. Regulator"). Our U.K. run-off subsidiaries may not underwrite new business without the approval of the U.K. Regulator.

Our U.K.-based insurance subsidiaries are required to maintain adequate financial resources in accordance with the requirements of the U.K. Regulator. The calculation of the minimum capital resources requirements in any particular case depends on, among other things, the type and amount of insurance business written and claims paid by the insurance company. As of December 31, 2024, each of our U.K.-based insurance subsidiaries maintained capital in excess of the minimum capital resources requirements.

The Solvency II framework sets out requirements on capital adequacy and risk management for insurers. To the extent that Solvency II was already adopted by U.K. legislation, it remains in force post-Brexit. Insurers must comply with a Solvency Capital Requirement ("SCR"), which is calculated using either the Solvency II standard formula or a bespoke internal model. Our non-Lloyd's U.K. companies use the standard formula. Having consulted on changes to the application of the Solvency II framework in the U.K., the U.K. Regulator’s proposed changes have been implemented in line with expectations. In particular: (i) the proposed amendments to the Solvency II risk margin took effect on December 1, 2023; (ii) the amendments to the Solvency II matching adjustment took effect on June 30, 2024; and (iii) the remainder of the U.K. Regulator’s proposals took effect on December 31, 2024.

The U.K. Regulator’s rules require our U.K. insurance subsidiaries to obtain regulatory approval for any proposed or actual payment of a dividend. The U.K. Regulator uses the SCR, among other tests, when assessing requests to make distributions.

Under the Financial Services and Markets Act of 2000 ("FSMA"), any company or individual (together with its concert parties) proposing to directly or indirectly acquire "control" over a U.K. authorized insurance company

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(which is generally defined as acquiring 10% or more of the shares or voting power in a U.K. authorized insurance company or its parent company) must seek prior approval of the U.K. Regulator of its intention to do so. A person who is already deemed to have "control" will require prior regulatory approval if the person increases the level of "control" beyond 20%, 30% and 50%.

Lloyd’s Regulation

We participate in the Lloyd’s market through our interests in Syndicate 2008, which is managed by Enstar Managing Agency Limited, a syndicate that has permission to underwrite RITC business and other run-off or discontinued business type transactions with other Lloyd's Syndicates.

Our Lloyd’s operations are subject to authorization and regulation by the U.K. Regulator and compliance with the Lloyd’s Act(s) and Byelaws and regulations, as well as the applicable provisions of the FSMA. The Council of Lloyd’s has wide discretionary powers to regulate its members, and its exercise of these powers might affect the return on an investment of the corporate member in a given underwriting year. This discretion includes the ability to assess up to 3% of a member’s underwriting capacity in any one year as a Central Fund contribution.

The underwriting capacity of a corporate member of Lloyd’s must be supported by providing a deposit (referred to as "Funds at Lloyd’s" or “FAL”) in the form of cash, securities, letters of credit or other approved capital instrument in satisfaction of its capital requirement. The amount of the FAL is assessed quarterly and is determined by Lloyd’s in accordance with applicable capital adequacy rules. To release their capital, Lloyd’s members are usually required to have transferred their liabilities through an approved RITC, such as those offered by Syndicate 2008.

Business plans, including maximum underwriting capacity, for Lloyd’s syndicates require annual approval by the Lloyd’s Franchise Board, which may require changes to any business plan or additional capital to support underwriting plans.

The Lloyd’s market has applied the Solvency II internal model under Lloyd’s supervision, and our Lloyd’s operations are required to meet Solvency II standards. The Society of Lloyd's has received approval from the PRA to use its bespoke internal model under the Solvency II regime.

Lloyd’s approval is required before any person can acquire control of a Lloyd’s managing agent or Lloyd’s corporate member.

U.S.

Our U.S. (re)insurance subsidiaries are subject to extensive governmental regulation and supervision by the states in which they are domiciled, licensed and/or eligible to conduct business. We currently have wholly-owned subsidiary U.S. insurers and reinsurers domiciled in Texas, Missouri and Oklahoma and minority owned affiliates in Pennsylvania, Delaware, New Jersey, Illinois, Indiana, and Texas.

Our U.S. insurers are generally required to maintain minimum levels of solvency and liquidity as determined by law, and to comply with risk-based capital requirements and licensing rules. Insurers having less statutory surplus than required by the risk-based capital calculation will be subject to varying degrees of regulatory action. If any of our U.S. insurers were to have risk-based capital levels that are below required levels, they would be subject to increased regulatory scrutiny and control by their domestic and possibly other insurance regulators. As of December 31, 2024, all of our U.S. insurers exceeded their required levels of risk-based capital.

Applicable insurance laws also limit the amount of dividends or other distributions our U.S. insurers can pay to us. The insurance regulatory limitations on dividends are generally based on statutory net income and/or certain levels of statutory surplus as determined by the insurer’s state or states of domicile and approval must be obtained before an insurer may pay a dividend or make a distribution above these thresholds.

All states have enacted legislation regulating insurance holding company systems that requires each insurance company in the system to register with the insurance department of its state of domicile and furnish information concerning the operations of companies within the holding company system that may materially affect the operations, management or financial condition of the insurers within the system. The NAIC’s Insurance Holding Company System Regulatory Act and associated regulations provide regulators with tools to evaluate risks to an insurance company within the insurance holding company system. They impose extensive informational requirements on parents and other affiliates of licensed insurers with the purpose of protecting them from enterprise risk, including requiring an annual enterprise risk report by the ultimate controlling person of the insurers identifying

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the material risks within the insurance holding company system that could pose enterprise risk to the insurers and requiring a person divesting its controlling interest to make a confidential advance notice filing.

The NAIC’s Risk Management and Own Risk and Solvency Assessment Model Act requires insurers to maintain a risk management framework and establishes a legal requirement for insurers or their insurance group to conduct an Own Risk and Solvency Assessment ("ORSA") in accordance with the NAIC’s ORSA Guidance Manual. The ORSA Model Act subjects our insurance subsidiaries to ORSA requirements if certain premium thresholds are exceeded. Where applicable, we must regularly conduct an ORSA consistent with the ORSA Model Act, including undertaking an internal risk management review no less often than annually and preparing a summary report assessing the adequacy of risk management and capital in light of our insurers’ current and future business plans.

The NAIC’s Corporate Governance Annual Disclosure (“CGAD”) Model Act and Regulation requires the annual filing of a disclosure describing the insurance group’s corporate governance structure, policies, and practices. The Model Act and Regulation have been adopted in most of the states in which we have insurers domiciled. There are no premium thresholds for CGAD.

Before a person can acquire control of a domestic insurer or any person controlling such insurer, prior written approval must be obtained from the insurance commissioner of the state in which the domestic insurer is domiciled and, under certain circumstances, from insurance commissioners in other jurisdictions. Generally, state statutes and regulations provide that "control" over a domestic insurer or person controlling a domestic insurer is presumed to exist if any person, directly or indirectly, owns, controls, holds with the power to vote, or holds proxies representing, 10% or more of the voting securities or securities convertible into voting securities of the domestic insurer or of a person who controls the domestic insurer.

Australia

Our Australian regulated insurance entity is subject to prudential supervision by the Australian Prudential Regulation Authority ("APRA"). APRA is the primary regulatory body responsible for regulating compliance with the Insurance Act 1973. APRA has issued prudential standards that apply to general insurers in relation to capital adequacy (under a wide range of scenarios), the holding of assets in Australia, risk management, business continuity management, reinsurance management, outsourcing, audit and actuarial reporting and valuation, the transfer and amalgamation of insurance businesses, governance, and the fit and proper assessment of the insurer’s responsible persons.

APRA also prescribes prudential standards on remuneration, governance and recovery and exit planning. Our Australian regulated insurance entity is compliant with these requirements. Additional requirements in 2025 include a new prudential standard effective July 1, 2025 regarding operational risk, aimed at strengthening resilience to operational risks and disruptions. Additionally, the Financial Accountability Regime will come into effect on March 15, 2025. This significant piece of legislation will be jointly administered by APRA and the Australian Securities and Investment Commission. The legislation imposes a strengthened responsibility and accountability framework for entities in the financial services industries and their directors and senior executives. It has been designed to improve the risk and governance cultures of Australia’s financial institutions.

An insurer must obtain APRA’s written consent prior to making any capital releases, including any payment of dividends in excess of current year earnings. Our insurance subsidiary must provide APRA with a valuation prepared by an appointed actuary that demonstrates that the tangible assets of the insurer, after the proposed capital release, are sufficient to cover its insurance liabilities to a 99.5% level of sufficiency of capital before APRA will consent to a capital release or dividend above the prescribed limit.

Under the Financial Sector (Shareholdings) Act 1998, the interest of an individual shareholder or a group of associated shareholders in an insurer is generally limited to a 15% "stake" of the insurer. A person’s stake is the aggregate of the person’s voting power and the voting power of the person’s associates. A higher percentage limit may be approved by the Treasurer of the Commonwealth of Australia on national interest grounds. Any shareholder of Enstar with a "stake" greater than 15% has received approval to hold that stake from the Treasurer of the Commonwealth of Australia.

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Europe

We have subsidiaries in Belgium, as well as StarStone Insurance SE ("SISE"), a Liechtenstein-based company that is regulated by the Financial Markets Authority. Our insurance subsidiaries and branches in European jurisdictions are regulated in their respective home countries. As of January 1, 2023, the U.K. branch of SISE is also regulated by the U.K. Regulator following the expiration of the applicable Brexit transitional provisions. The application of the Solvency II framework across such European jurisdictions generally results in a uniform approach to regulation. Typically, such regulation is for the protection of policyholders and ceding insurance companies rather than shareholders. Regulatory authorities generally have broad supervisory and administrative powers over such matters as licenses, standards of solvency including minimum capital and surplus requirements, investments, reporting requirements relating to capital structure, ownership, financial condition and general business operations, special reporting and prior approval requirements with respect to certain transactions among affiliates, reserves for unpaid losses and LAE, reinsurance, dividends and other distributions to shareholders, periodic examinations and annual and other report filings.

Available Information About Enstar

Our website is https://www.enstargroup.com. We make available free of charge, through our Investor Relations section of our website, our annual reports on Form 10-K, quarterly reports on Form 10-Q, current reports on Form 8-K, and all amendments to these reports, as soon as reasonably practicable after the material is electronically filed with or otherwise furnished to the U.S. Securities and Exchange Commission (the "SEC").

Our annual reports on Form 10-K, quarterly reports on Form 10-Q, current reports on Form 8-K, and amendments to those reports are also available on the SEC’s website at https://www.sec.gov.

In addition, various policies and guidelines, including our Code of Conduct and the governing charters for the Audit, Compensation, Executive, Investment, Nominating and Governance and Risk Committees of our Board of Directors are available free of charge through our Corporate Governance section of our website.

The information contained on our website is not included as a part of, or incorporated by reference into, this filing.

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ITEM 1A. | Risk Factors

ITEM 1A. RISK FACTORS

Risks Factors Summary

Any of the following risk factors could cause our actual results to differ materially from historical or anticipated results. These risks and uncertainties are not the only ones we face. There may be additional risks that we currently consider not to be material or of which we are not currently aware, and any of these risks could cause our actual results to differ materially from historical or anticipated results.

You should carefully consider these risks along with the other information included in this document, including the matters addressed above under "Cautionary Note Regarding Forward-Looking Statements" before investing in any of our securities. We may amend, supplement or add to the risk factors described below from time to time in future reports filed with the SEC.

Risks Relating to the Proposed Merger

•While the Merger is pending, we are subject to business uncertainties and contractual restrictions that could harm our business relationships, financial condition, results of operations and business.

•The Merger may not be completed within the intended timeframe, or at all, and the failure to complete the Merger could adversely affect our business, results of operations, financial condition, and the market price of our ordinary shares, depositary shares representing our preferred shares, Senior Notes and Junior Subordinated Notes.

•Our executive officers and directors may have interests in the proposed Merger that are different from, or in addition to, those of our shareholders generally.

•Shareholder litigation could prevent or delay the closing of the Merger or otherwise negatively impact our business, operating results and financial condition.

•The Merger will involve substantial costs and require substantial management resources, which could adversely affect our operating results and financial condition.

•Holders of the depositary shares representing our preferred shares who receive newly issued preferred shares of the surviving company cannot be sure of the value of the new preferred shares that they will receive as a result of the Merger, and an active trading market for the newly issued preferred shares does not exist and may not develop.

•We expect to make significant cash distributions in connection with the closing of the Merger and following the Merger to fund certain obligations of Parent.

•Following the Merger, the interests of our controlling shareholders may conflict with your interests.

Risks Relating to our Run-off Business

•Inadequate loss reserves could reduce our net income and capital surplus, which could have a materially adverse impact on our results of operations and financial condition.

•We may not be able to sustain our growth through acquisitions.

•We may not be able to realize the anticipated benefits of acquisition of new business, which may result in underperformance relative to our expectations and have a material adverse effect on our business, financial condition or results of operations.

•Climate change may have an adverse impact on the returns from our run-off business as well as our investments, which could have an adverse effect on our results of operations or financial condition.

Risks Relating to Taxation

•U.S. tax reform legislation, various international tax transparency and economic substance initiatives, and possible future tax reform legislation and regulations could materially affect us and our shareholders.

•Bermuda Corporate Income Tax and future guidance could materially impact us.

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ITEM 1A. | Risk Factors

•We might incur unexpected U.S., U.K., Australia, or other tax liabilities if companies in our group that are incorporated outside those jurisdictions are determined to be carrying on a trade or business in such jurisdictions.

•U.S. persons who own our ordinary shares might become subject to adverse U.S. tax consequences as a result of "related person insurance income," if any, of our non-U.S. insurance company subsidiaries.

Risks Relating to Liquidity and Capital Resources

•The amount of statutory capital that we must hold to meet regulatory requirements and maintain our credit ratings can vary significantly and is sensitive to several factors.

•We may require additional capital liquidity in the future that may not be available or may only be available on unfavorable terms.

•Our reinsurance subsidiaries are often required to provide collateral to ceding companies pursuant to their reinsurance contracts. Their ability to conduct business could be significantly and negatively affected if they are unable to do so or if any letters of credit posted as collateral cannot be renewed or are drawn upon by a ceding company.

•Reinsurers may not satisfy their obligations to our reinsurance subsidiaries, which could result in significant losses or liquidity issues for us.

•We are dependent on the ability of our subsidiaries to distribute funds to us.

•Fluctuations in currency exchange rates may cause us to experience losses.

Risks Relating to our Investments

•The value of our investment portfolios and the investment income that we receive from these portfolios may decline materially as a result of market fluctuations and economic conditions.

•Our investments in alternative investments, strategic investments in joint ventures and/or entities accounted for using the equity method may be illiquid and volatile in terms of value and returns.

•The valuation of our investments may include methodologies, estimations and assumptions that are subject to differing interpretations and could result in changes to investment valuations that may materially adversely affect our financial condition or results of operations.

•The nature of our liquidity demands and the structure of our investment portfolios may adversely affect the performance of our investment portfolio and financial results, as well as our investing flexibility.

Risks Relating to Laws and Regulation

•Insurance laws and regulations can restrict our ability to operate, and any failure to comply with these laws and regulations, or any investigations, inquiries or demands by government authorities, may have a material adverse effect on our business.

•Our business is subject to laws and regulations relating to sanctions and foreign corrupt practices, the violation of which could adversely affect our financial condition and results of operations.

Risks Relating to our Operations

•We are dependent on our executive officers, directors and other key personnel and the loss of any of these individuals could adversely affect our business.

•Some of our directors, large shareholders and their affiliates have interests and/or other involvement with entities that can create conflicts of interest through related party transactions.

•Cybersecurity events or other difficulties with our information technology systems could disrupt our business, result in the loss of critical and confidential information, increased costs, and adversely impact our reputation and results of operations.

•If outsourced providers such as third-party administrators, investment managers or other service providers were to breach their obligations to us, our business and results of operations could be adversely affected.

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Risks Relating to Ownership of our Shares

•The market price for our securities may experience volatility, which could cause a potential loss of value to our investors, and our ordinary shares are thinly traded, so the market value of our ordinary shares may decline if large numbers of shares are sold.

•A few significant shareholders may influence or control the direction of our business. If the ownership of our ordinary shares continues to be highly concentrated, it may limit the ability of other shareholders to influence significant corporate decisions.

•Some aspects of our corporate structure and certain regulatory limitations may discourage third-party takeovers and other transactions or prevent the removal of our Board and management.

•Bermuda Law differs from the laws in effect in the United States. Shareholders who own our shares may have more difficulty protecting their interests than shareholders of a U.S. corporation.

•Certain regulatory and other constraints may limit our ability to pay dividends on our securities, and dividends on our preferred shares are non-cumulative.

•Our ordinary and preferred shares are subordinate to our existing and future indebtedness and our ordinary shares rank junior to our outstanding preferred shares.

•There is no limitation on our issuance of securities that rank equally with or senior to the preferred shares.

•The voting rights of holders of our preferred shares and, in turn, the depositary shares representing our preferred shares are limited.

•We have no obligation to maintain any listing of the depositary shares representing our outstanding preferred shares.

•We have no obligation to maintain any listing of the depositary shares representing our outstanding preferred shares.

•Our preferred shares are subject to our rights of redemption.

Risks Relating to the Proposed Merger

On July 29, 2024, the Company entered into the Merger Agreement with Elk Bidco Limited (the “Parent”), an exempted company limited by shares existing under the laws of Bermuda. The Parent is backed by equity commitments from investment vehicles managed or advised by affiliates of Sixth Street. Pursuant to the Merger Agreement, there will be a series of mergers resulting in the Company surviving the Merger as a wholly-owned subsidiary of the Parent.

The Merger Agreement was unanimously approved by the Company’s Board of Directors and has also been approved by our shareholders.

While the Merger is pending, we are subject to business uncertainties and contractual restrictions that could harm our business relationships, financial condition, results of operations and business.

During the period prior to the closing of the Merger and pursuant to the terms of the Merger Agreement, our business is exposed to certain incremental risks and contractual restrictions that could harm our business relationships, financial condition, results of operations, and business, including:

•the proposed Merger and its announcement could have an adverse effect on our ability to retain clients and retain and hire key personnel and maintain relationships with our clients and business partners;

•the diversion of management time and attention, as well as distraction of our key personnel, from the Company’s ordinary course of business operations;

•delays or deferments of certain business decisions by our clients and business partners, who may defer decisions about working with us, move to our competitors, or seek to delay or change existing business relationships with us;

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•our inability to, among other things, solicit other acquisition proposals, pursue alternative business opportunities, freely issue securities, incur or refinance certain indebtedness, or take certain actions without Parent’s prior approval;

•the inability to make strategic changes to our business because the Merger Agreement requires us to use commercially reasonable efforts to conduct our business in the ordinary course of business consistent with past practice in all material respects and not engage in certain kinds of transactions prior to the completion of the proposed Merger without Parent’s approval;

•negative publicity as a result of significant delays in completing the Merger or the failure to complete the Merger, which, in turn, could negatively affect our relationships with business partners and could impact investor and consumer confidence in our business;

•any litigation relating to the Merger and the costs related thereto; and

•the incurrence of significant costs, expenses, and fees for professional services and other transaction costs in connection with the Merger.

Even if successfully completed, there are certain risks to our shareholders from the Merger, including:

•we may experience a departure of employees prior to, or shortly after, the closing of the Merger;

•the amount of cash to be paid under the Merger Agreement is fixed and will not be adjusted for any positive changes in our business, assets, liabilities, prospects, outlook, financial condition or operations;

•receipt of the all-cash per share merger consideration under the Merger Agreement is taxable to shareholders that are treated as U.S. holders for U.S. federal income tax purposes; and

•if the Merger is completed, holders of our ordinary shares will forgo the opportunity to realize the potential long-term value of the successful execution of our current strategy as an independent company.

The Merger may not be completed within the intended timeframe, or at all, and the failure to complete the Merger could adversely affect our business, results of operations, financial condition, and the market price of our ordinary shares, depositary shares representing our preferred shares, Senior Notes and Junior Subordinated Notes.

The Merger Agreement contains a number of conditions that still must be satisfied or waived prior to the completion of the Merger, including (a) the approval of the Bermuda Monetary Authority pursuant to the Bermuda Exchange Control Act 1972 and the Insurance Act 1978, other additional approvals of certain other insurance regulatory bodies, without the imposition of a Burdensome Condition (as defined in the Merger Agreement), (b) the absence of any order restraining, enjoining or otherwise preventing the Merger or any law that prohibits or makes illegal the consummation of the Merger that remains in effect, (c) the absence of any Specified Debt Event of Default (as defined in the Merger Agreement) and (d) the absence of any Company Material Adverse Effect.

Any such remaining required consents and approvals may not be received at all, may not be received in a timely fashion, or may impose conditions on the completion of the Merger. We cannot assure that all of the conditions in the Merger Agreement will be satisfied or waived on a timely basis or at all. If the conditions in the Merger Agreement are not satisfied or waived on a timely basis or at all, or if Parent failed to obtain financing necessary to complete the proposed transaction, we may be unable to complete the Merger in the timeframe or manner currently anticipated or at all.

If the Merger is delayed or not completed without realizing any of the benefits, for any of the reasons articulated above or because Sixth Street is unable to meet their equity or debt commitments required to fund the Merger, we may be subject to a number of risks, including the following:

•the market price of our securities, including our ordinary shares, could decline to the extent that the current market price reflects a market assumption that the Merger will be completed;

•we may experience negative reactions from the financial markets or from our clients, business partners or employees;

•commitments of management’s time and resources to the Merger that could otherwise have been devoted to pursuing other beneficial opportunities for the Company;

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•any disruptions to our business resulting from the announcement and pendency of the Merger, including adverse changes in our relationships with clients, suppliers, partners and employees, may continue or intensify in the event the Merger is not consummated or is significantly delayed;

•the inability to attract and retain key personnel and recruit prospective employees, and the possibility that our current employees could be distracted, and their productivity decline as a result, due to uncertainty regarding the Merger;

•the inability to pursue alternative business opportunities or make changes to our business pending the completion of the Merger, and other restrictions on our ability to conduct our business; and

•we have incurred, and expect to continue incurring, significant costs, expenses, and fees for professional services and other Merger-related costs, for which we may receive little or no benefit if the Merger is not completed, and many of these fees and costs will be payable by us even if the Merger is not completed.

If any of these or other risks materialize, they could adversely impact our ongoing business, financial condition, financial results and the price of our ordinary shares, depositary shares representing our preferred shares, Senior Notes and Junior Subordinated Notes. Similarly, delays in the completion of the Merger could, among other things, result in additional transaction costs, loss of revenue or other negative effects associated with uncertainty about completion of the Merger.

Our executive officers and directors may have interests in the proposed Merger that are different from, or in addition to, those of our shareholders generally.

Our executive officers and directors may have interests in the proposed Merger that are different from the interests of our shareholders generally, including, among others, the acceleration of the vesting of equity awards and receipt of change in control or other severance payments in connection with the proposed Merger, continued indemnification and insurance, potentially continued service to the combined company and potentially the reinvestment of certain individuals in the private company (including our Chief Executive Officer). These interests, among others, may influence, or appear to influence, our executive officers and directors and cause them to view the Merger differently from how our shareholders generally may view it.

Additional information regarding our executive officers and directors and their interests in the proposed Merger is included in the definitive proxy statement on Schedule 14A relating to the proposed Merger filed with the Securities and Exchange Commission on October 11, 2024.

Shareholder litigation could prevent or delay the closing of the Merger or otherwise negatively impact our business, operating results and financial condition.

Litigation relating to the Merger has been and may be filed against the Company and its Board of Directors. Among other remedies, these claimants could seek damages and/or to enjoin the Merger and the other transactions contemplated by the Merger Agreement. The outcome of any litigation is uncertain and any such lawsuits could prevent or delay the completion of the Merger and result in significant costs. The litigation costs, including costs associated with the indemnification of obligations to our directors, and diversion of management’s attention and resources to address the claims in any litigation related to the Merger may adversely affect our business, results of operations, prospects, and financial condition. Any litigation related to the Merger may result in negative publicity or an unfavorable impression of us, which could adversely affect the price of our securities, including our ordinary shares, impair our ability to recruit or retain employees, damage our relationships with our clients and business partners, or otherwise harm our operations and financial performance.

The Merger will involve substantial costs and require substantial management resources, which could adversely affect our operating results and financial condition.

Management and financial resources have been diverted and will continue to be diverted towards the completion of the Merger. We have incurred, and expect to continue to incur substantial costs and expenses relating to, as well as the direction of management resources towards, the Merger. Such costs, fees and expenses include fees and expenses payable to financial advisors, other professional fees and expenses, fees and costs relating to regulatory filings and filings with the SEC and notices and other transaction-related costs, fees and expenses. We expect these costs could have an adverse effect on our operating results. If the Merger is not completed, we will have incurred substantial expenses and expended substantial management resources for which we will have received little or no benefit if the closing of the Merger does not occur.

In connection with the Merger, our current and prospective employees could experience uncertainty about their future with us or decide that they do not want to continue their employment. As a result, key employees may depart

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because of issues relating to such uncertainty or a desire not to remain with the Company following the completion of the Merger. Loss of employees could adversely affect our business, results of operations, and financial condition. Such adverse effects could also be exacerbated by a delay in the completion of the Merger for any reason, including delays associated with obtaining requisite regulatory approvals.

Holders of the depositary shares representing our preferred shares who receive newly issued preferred shares of the surviving company cannot be sure of the value of the new preferred shares that they will receive as a result of the Merger, and an active trading market for the newly issued preferred shares does not exist and may not develop.

Upon consummation of the Merger, holders of depositary shares representing our preferred shares will receive newly issued preferred shares of the surviving company. The value of the newly issued preferred shares is unknown, and may vary as a result of a variety of factors, including the number of holders of the newly issued preferred shares, prevailing interest rates, the issuer’s operating performance and financial condition, the market for similar securities and other risk factors appearing in this quarterly report. The Company cannot provide any assurances regarding the value of the newly issued preferred shares.

After the consummation of the Merger, the newly issued preferred shares will not be listed on any securities exchange. As a result, holders of the newly issued preferred shares may have difficulty selling such shares. If an active, liquid market for the newly issued preferred shares does not develop, the value and liquidity of the newly issued preferred shares may be adversely effected. As a result, the holders of the newly issued preferred shares may not be able to sell their preferred shares at a particular time or at a favorable price. Since the signing of the Merger Agreement Sixth Street has informed the Company that, after the consummation of the Merger, the information made available to the holders of the Senior Notes and Junior Subordinated Notes is also expected to be provided to the holders of the newly issued preferred shares.

We expect to make significant cash distributions in connection with the closing of the Merger and following the Merger to fund certain obligations of Parent.

We expect to make significant cash distributions in connection with the Merger. At the closing of the Merger, we expect to return capital of approximately $500 million in cash to our shareholders as part of the Merger consideration. Also, in connection with the Merger, Parent will enter into a $950 million term loan facility. Although we will not be a guarantor or otherwise obligated for any amounts due under such term loan facility, we expect that Parent will seek to repay a significant portion of the facility at or following the closing of the Merger (and in any event prior to its maturity) with distributions from us.

Following the Merger, the interests of our controlling shareholders may conflict with your interests.

Following the completion of the Merger, Parent will own all of our ordinary shares. The interests of Parent as an equity holder may conflict with the interests of holders of our depositary shares representing our preferred shares and holders of our Senior Notes and Junior Subordinated Notes. Parent may have an incentive to increase the value of its investment or cause us to distribute funds at the expense of our financial condition and liquidity position, subject to regulatory restrictions and the restrictions in our debt agreements. In addition, Parent will have the power to elect a majority of our board of directors and appoint new officers and management and, therefore, effectively could control many other major decisions regarding our operations, including incurring additional debt and increasing our leverage. Furthermore, Parent and its affiliates are in the business of making investments in companies and may, from time to time, acquire and hold interests in businesses that compete directly or indirectly with us. Parent may also pursue acquisition opportunities that may be complementary to our business and, as a result, those acquisition opportunities may not be available to us.

Risks Relating to our Run-off Business

Inadequate loss reserves could reduce our net income and capital surplus, which could have a materially adverse impact on our results of operations and financial condition.

We are required to maintain a best estimate of reserves to cover the estimated ultimate liability for losses and LAE for both reported and unreported incurred claims. As of December 31, 2024, gross reserves for losses and LAE reported on our balance sheet were $11.4 billion. The process of establishing these reserves includes a significant level of judgment. As a result, these reserves are only estimates of what we expect the settlement and administration of claims will be based on facts and circumstances known to us, as well as actuarial methodologies, historical industry loss ratio experience, loss development patterns, estimates of future trends and developments

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and other variable factors such as inflation. For example, while we monitor and adjust our reserves for the expected impact of inflation, the inherent uncertainties and inherent judgments that surround the estimation process make it so that we cannot be certain that our ultimate losses will not exceed our recorded estimates of losses and LAE.

We cannot be certain that ultimate losses will not exceed our recorded estimates of losses and LAE because of the uncertainties and inherent judgements that surround the estimation process (which are discussed in "Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations - Critical Accounting Estimates - Losses and Loss Adjustment Expenses"). As a result, actual losses and LAE paid will deviate, perhaps substantially, from the reserve estimates reflected in our financial statements due to legal, judicial, social or other factors. If we determine that our reserves are insufficient to cover our estimate of actual losses and LAE, we would have to increase our reserves and incur a charge to our earnings in the period of such determination. Such a charge could be material and would reduce our net income and capital and surplus. Further, our success is dependent upon our ability to accurately assess the reserves associated with our existing businesses and the business that we will acquire in the future.

In our Run-off business, loss reserves include A&E liabilities of $1.8 billion as of December 31, 2024. We also hold defendant liabilities associated with personal injury A&E claims from acquired companies with legacy manufacturing businesses. As of December 31, 2024, defendant A&E liabilities reported on our balance sheet were $545 million. Ultimate values for A&E claims cannot be estimated using traditional reserving techniques, and there are significant uncertainties in estimating losses for these claims. Factors contributing to the uncertainty include long waiting periods, reporting delays and difficulties identifying contamination sources and allocating damage liability. Developed case law and adequate claim history do not always exist for A&E claims, and changes in the legal and tort environment affect the development of such claims.

In addition, evolving industry practices and legal, judicial, social, and environmental conditions may result in unexpected claims and coverage issues that could adversely affect the adequacy of our loss reserves by extending coverage beyond the envisioned scope of insurance policies and reinsurance contracts, or by increasing the number or size of claims. Our exposure to these uncertainties could be exacerbated by an increase in insurance and reinsurance contract disputes, arbitration and litigation, as well as social and economic inflation trends, including expanded theories of liability and higher jury awards. For example, in areas such as mass tort litigation, we continue to see damages awarded that far exceed the economic damages of the claimant. Increasingly, the handling of insurance claims can also lead to bad faith or other forms of extra-contractual damages. These trends may not become apparent until long after we have acquired or assumed the affected insurance policies.

We may not be able to sustain our growth through acquisitions.

We pursue growth through financially beneficial acquisitions of companies and portfolios of (re)insurance business (which are discussed in more detail in "Item 1. Business - Acquire New Business"). Because the execution of our claims management strategies and associated payments are intended to result in the reduction of our loss reserves and LAE over time, we must continually acquire an adequate amount of run-off business that aligns with our strategic objectives to grow liabilities and assets under management. However, the acquisition of suitable run-off business is highly competitive and driven by many factors, including but not limited to, proposed acquisition price, reputation, collateral arrangements, financial and operational resources to support the integration and remaining in good standing with relevant regulatory bodies. Despite the recent exit of certain of our competitors from the legacy market, the market remains competitive, and as a result there can be no guarantee we will be able to consummate acquisition transactions at acceptable prices and on acceptable terms, or at all, which could hinder our future growth.

The evaluation and negotiation of potential acquisitions of new business can be complex and costly and requires substantial management resources. Once we have signed a definitive agreement to acquire a portfolio or company, conditions to closing, such as obtaining regulatory or shareholder approvals, must be met prior to completing the acquisition. These and other closing conditions may not be satisfied, or may cause a material delay in the anticipated timing of closing. Such a failure or delay could result in significant expense, diversion of time and resources, reputational damage, litigation and a failure to realize the anticipated benefits of an acquisition, all of which could materially adversely impact our business, financial condition and results of operations.

Our acquisitions could involve additional risks that we may not be able to identify during the due diligence process, such as losses from unanticipated litigation, levels of covered claims or other liabilities and exposures, an inability to generate sufficient investment income and other revenue to offset acquisition costs and other financial exposures. Further, our counterparties may breach their representations and warranties and/or be unable or unwilling to meet their contractual obligations to us.

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We may not be able to realize the anticipated benefits of acquisition of new business, which may result in underperformance relative to our expectations and have a material adverse effect on our business, financial condition or results of operations.

To achieve positive operating results from an acquisition, we must first price the new business on favorable terms relative to the risks posed, and then we must successfully onboard and manage the acquired reserves and investments. Unlike traditional insurers and reinsurers, our companies and loss portfolios no longer underwrite new policies or collect underwriting premiums, and their stated provisions for losses and LAE may not be sufficient to cover future losses and the cost of run-off. Failure to successfully manage such reserves, including by effectively managing claims, collecting from insurers or reinsurers, controlling expenses and generating positive investment returns in line with our pricing assumptions, could result in us having to cover losses sustained with capital, which could materially and adversely impact our ability to grow our business and may result in material losses.

Further, the acquisitions we have made and expect to make in the future may pose operational challenges that expose us to risks relating to:

•the value of liabilities assumed being greater than expected;

•the value of assets or our anticipated return on assets being lower than expected or diminishing for reasons including credit defaults, changes in interest rates, declines in market value, inflation or delays in implementation of our intended investment strategies;

•funding cash flow shortages that may occur if anticipated revenues are not realized or are delayed, if expenses are greater than anticipated, or if assets are not liquid;

•integrating financial and operational reporting systems and internal controls of acquired businesses, including compliance with Section 404 of the Sarbanes-Oxley Act of 2002 and our reporting requirements under the Exchange Act;

•leveraging our existing capabilities and expertise into the business acquired and establishing synergies within our organization;

•funding increased capital needs and overhead expenses;

•pre-existing third-party relationships that cannot be changed without incurring significant costs;

•integrating technology platforms and managing any increased cybersecurity risk;

•the timely transfer and integrity of data needed to manage acquired business;

•obtaining and retaining management personnel required for expanded operations;

•fluctuating foreign currency exchange rates relating to the assets and liabilities we may acquire;

•goodwill and intangible asset impairment charges; and

•complying with applicable laws and regulations.

If we are unable to address some or all of these challenges, our acquisitions may underperform relative to our expectations and our business may be materially and adversely affected.

Climate change may have an adverse impact on the returns from our run-off business as well as our investments, which could have an adverse effect on our results of operations or financial condition.

Our core focus is on acquiring and managing reinsurance companies and portfolios of reinsurance business in run-off, and as such climate change presents unique risks to our business stemming from insurance liabilities we acquire and the assets that back those liabilities. As we acquire liabilities, there is a risk that our current practices and processes do not successfully identify and/or price the current and future risks arising from climate change, which could result in actual returns deviating adversely from those assumed when the transaction was priced. In addition, the disruption caused by changes in technology, governments and regulation as part of a societal transition to a lower carbon emitting economy could expose our investment portfolio to a loss of value in the near term and long term. For example, a swift, adverse repricing of carbon-intensive financial assets could expose our investments to losses in the near term and in the long term if the transition to a lower carbon-emitting economy is associated with increased production costs.

From an operational perspective, our offices, key supporting infrastructure and outsourced providers may be impacted by physical risks related to climate change globally, such as the increased frequency and severity of

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extreme weather events. Additionally, achieving any sustainability goals and commitments that we may set for ourselves, or be required to meet, such as net zero greenhouse gas emissions, will require efforts that could significantly increase our costs of operations.

Risks Relating to Taxation

U.S. tax reform legislation, various international tax transparency and economic substance initiatives, and possible future tax reform legislation and regulations could materially affect us and our shareholders.

The Organization for Economic Co-operation and Development ("OECD") Pillar II initiative proposes a global minimum tax rate of 15% amongst its 142 member nations and other adopting countries. In December 2021, the OECD released the final model rules on Pillar II (the “Model Rules”), which nations can adopt into local legislation to implement Pillar II on a global basis.

Three components of the Model Rules, the Income Inclusion Rule (“IIR”), the Under-Taxed Profit Rule (“UTPR”), and the Qualified Domestic Minimum Top up Tax (“QDMTT”) could potentially be applicable to our operations:

•The IIR establishes a global minimum tax in the jurisdiction of the parent company of a multinational enterprise (“MNE”).

•The UTPR, allows a portion of an MNE’s global profits with an effective tax rate below the 15% minimum rate to be taxed by other jurisdictions through an allocation model based on headcount and fixed tangible assets. The Model Rules give flexibility to allow jurisdictions several mechanisms to collect global profits. This includes directly taxing allocated income, reduction in any allowance for equity or by imputing deemed income.

•The Model Rules also propose that jurisdictions consider implementing a 15% QDMTT, which could qualify in substitution to the IIR, and could preclude other jurisdictions from utilizing the UTPR for taxing local profits.

The U.K. government has released draft legislation to implement the UTPR in 2025 and has implemented an IIR and a QDMTT that was effective for 2024. Additionally, we have subsidiaries in Australia and Belgium, which are both jurisdictions that have enacted Pillar II legislation.

How Pillar II impacts our operations will depend on how these rules are ultimately transposed into the local legislation of countries we operate in. An exception to the UTPR rules provides that a group is exempt from the UTPR for a period of five years where a group operates in six or fewer jurisdictions in addition to having tangible assets below a certain threshold. Due to ongoing legal entity and governance rationalization projects that have been underway over several years, we operate in six jurisdictions as of December 31, 2024.

We qualify for the UTPR exceptions enacted or to be enacted in the relevant jurisdictions based on the rules available as of January 1, 2025. This exception is tested on an annual basis, and we are monitoring our activities around the globe to ensure we are not operating in more than six jurisdictions; however, there remains a risk that a tax authority may challenge this position or that legislation is amended or enacted in a manner that alters our qualification for this exception. If this position were successfully challenged then we would no longer qualify for the Bermuda CIT or UTPR exemptions and therefore be subject to income tax at a higher rate.

Bermuda Corporate Income Tax and future guidance could materially impact us.

We are currently not subject to tax in Bermuda under the Exempted Undertakings Tax Protection Act of 1996. However, in December 2023, the Bermuda government enacted the Corporate Income Tax Act of 2023 (“Bermuda CIT”). The Bermuda Corporate Income Tax (“CIT”) imposes a 15% corporate income tax on certain multinational companies earning income in Bermuda, which started on January 1, 2025.

As the result of legal entity and governance rationalization projects, we expect to qualify for the five-year exemption of the Bermuda CIT. Therefore, we do not anticipate a tax liability under the Bermuda CIT until at least 2030. The application of this exception to the Bermuda CIT is tested on an annual basis, and failure to comply in any given year until 2030 will result in the loss of this exemption. The application on this exception requires, amongst other items, that we operate in six or fewer jurisdictions (in corporate or branch form). As of December 31, 2024, we operate in six jurisdictions, and are monitoring our activities around the globe to ensure we are not operating in more than six jurisdictions.

In parallel to our exemption of the Bermuda CIT, we established a deferred tax asset calculated pursuant to an Economic Transition Adjustment (“ETA”) as defined under the CIT, which provides a benefit by allowing Bermuda-

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based entities to measure the difference of their tax basis to the fair value basis around the time of enactment. Enstar expects the value of the DTA to be impacted by the five-year exemption of the Bermuda CIT.

Additionally, the OECD has recently issued guidance to exclude the impact of the Bermuda ETA in the global tax calculation that determines the application of other Pillar II rules. Accordingly, it is expected that after 2030 we could be subject to the UTPR in other jurisdictions to the extent of the reduction in Bermuda taxes from continued ETA deductions in Bermuda and if countries for which we operate have enacted UTPR provisions.

We might incur unexpected U.S., U.K., Australia, or other tax liabilities if companies in our group that are incorporated outside those jurisdictions are determined to be carrying on a trade or business in such jurisdictions.

A number of our subsidiaries are companies formed under the laws of Bermuda or other jurisdictions that either do not impose income taxes or impose an income tax at a rate meaningfully lower than other jurisdictions that we operate in. We expect that these companies will only be subject to corporate income tax liabilities arising from their operations within the jurisdictions where they are organized, but this expectation could prove incorrect. Because the operations of these companies generally involve, or relate to, the insurance or reinsurance of risks that arise in higher tax jurisdictions, such as the United States, the United Kingdom and Australia, it is possible that the taxing authorities in those jurisdictions may assert that the activities of one or more of these companies creates a sufficient nexus in that jurisdiction to subject the company to income tax in such jurisdiction. There are uncertainties in how the relevant rules apply to insurance businesses, and in our eligibility for favorable treatment under applicable tax treaties. As Enstar is relying on presence-based rules to defer its tax liability in Bermuda and under the UPTR until 2030, there is a heightened risk of challenge from foreign tax authorities to Enstar’s jurisdictional footprint. Accordingly, it is possible that we could incur additional income tax expense, which could adversely impact our net income.

U.S. persons who own our ordinary shares might become subject to adverse U.S. tax consequences as a result of "related person insurance income," if any, of our non-U.S. insurance company subsidiaries.

For any of our wholly-owned non-U.S. insurance company subsidiaries, if (1) U.S. persons are treated as owning 25% or more of our shares, (2) the related person insurance income ("RPII") of that subsidiary were to equal or exceed 20% of its gross insurance income in any taxable year, and (3) direct or indirect insureds of that subsidiary (and persons related to such insureds) own (or are treated as owning) 20% or more of the voting power or value of our shares, then a U.S. person who owns our shares directly, or indirectly through non-U.S. entities, on the last day of the taxable year would be required to include in income for U.S. federal income tax purposes that person's pro rata share of the RPII of such a non-U.S. insurance company for the entire taxable year, whether or not any such amounts are actually distributed. Proposed regulations put forth by the United States Department of Treasury and Internal Revenue Service in January 2022 may change some of the ownership thresholds needed to qualify into RPII. Accordingly, it is possible that a direct or indirect United States shareholder could be required to include amounts in its income in respect to RPII in any taxable year if the proposed regulations are finalized in their current form. We believe that these proposed changes would not affect the gross income threshold described above. Comments submitted to these proposed regulations requested changes to the proposed regulations to ask that structures such as Enstar's not be subject to these rules. These regulations generally are proposed to apply for tax years beginning after the date the regulations are finalized. As of December 31, 2024 the proposed regulations had not been finalized, and whether they will be finalized as proposed remains unclear.

Risks Relating to Liquidity and Capital Resources

The amount of statutory capital that we must hold to meet regulatory requirements and maintain our credit ratings can vary significantly and is sensitive to several factors.

Statutory capital requirements for our insurance subsidiaries are prescribed by the applicable insurance regulators in the jurisdictions in which we operate. Insurance regulators have established risk-based capital adequacy measures, such as the Bermuda Solvency Capital Requirement ("BSCR") in Bermuda and the Solvency II regime in the European Union and United Kingdom, which provide minimum solvency and liquidity requirements for insurance companies. The amount of capital that we and/or our insurance subsidiaries are required to hold may increase or decrease depending on a variety of factors including the amount of statutory income or losses generated by our insurance subsidiaries (which is sensitive to equity market and credit market conditions), the amount of statutory capital needed to support future growth through acquisitions, changes in the market value of investments, the

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deterioration of market conditions due to global events, changes in interest rates and foreign currency exchange rates, as well as changes to the relevant regulatory capital adequacy measures and frameworks.

Our overall liquidity and credit ratings are significantly influenced by the level of statutory capital and surplus in our insurance subsidiaries. If statutory capital requirements increase or if our insurance subsidiaries’ solvency decreases, our subsidiaries would be required to hold more capital and our ability to obtain distributions from these subsidiaries could be limited. If we fail to maintain adequate statutory capital, regulators may restrict our activities and prohibit us and our subsidiaries from completing acquisitions without raising additional capital. Additionally, if our BSCR falls below certain levels, it could trigger counterparty recapture rights and/or additional collateral requirements in certain of our reinsurance agreements.

We may require additional capital liquidity in the future that may not be available or may only be available on unfavorable terms.

Our future capital requirements depend on many factors, including acquisition and investment activity, our ability to manage the run-off of our assumed liabilities, our ability to establish reserves at levels sufficient to cover losses, and our obligations to satisfy applicable statutory capital requirements. We may need to raise additional capital and liquidity through equity or debt financings. Our ability to secure this financing may be affected by a number of factors, including volatility in the global financial markets, new or incremental tightening in the credit markets, low liquidity and the strength of our capital position and operating results. In addition, an unfavorable change or downgrade of our issuer credit ratings will increase the interest rate or other fees charged under our debt facilities and will make it more expensive for us to access capital markets. Any equity or debt financing, if available at all, may be on terms that are not favorable to us, and could limit our strategic, financial and operational flexibility, including as a result of the need to dedicate a greater portion of our cash flows from operations to preferred share dividends and interest and principal payments on our debt financing and to comply with more burdensome covenant restrictions from our various debt and letter of credit facilities.

In addition, we may not achieve the desired regulatory capital treatment for any potential issuance of debt or equity securities due to solvency capital eligibility requirements under the Bermuda Insurance (Group Supervision) Rules 2011 (the "Group Supervision Rules") to which we are subject. For example, our outstanding preferred shares and junior subordinated notes qualify as Tier 2 capital and our outstanding senior notes qualify as Tier 3 capital, in accordance with the Group Supervision Rules. For these instruments to continue to receive the intended regulatory capital treatment, their terms must reflect the criteria contained in the Group Supervision Rules and any amendments thereto. If the BMA applies any changes to the Group Supervision Rules governing eligible capital such that our outstanding preferred shares and notes no longer receive their intended capital treatment under the Group Supervision Rules, we may be unable to maintain adequate regulatory capital. If we cannot obtain adequate capital or regulatory credit, our business, results of operations and financial condition could be adversely affected by, among other things, our inability to finance future acquisitions.

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Our reinsurance subsidiaries are often required to provide collateral to ceding companies pursuant to their reinsurance contracts. Their ability to conduct business could be significantly and negatively affected if they are unable to do so or if any letters of credit posted as collateral cannot be renewed or are drawn upon by a ceding company.

Our reinsurance subsidiaries are often required to post collateral in the form of letters of credit, trust funds or other assets to provide security for their reinsurance obligations and to provide ceding companies with statutory credit for such reinsurance. Additionally, if the market value of assets collateralizing the obligations of our reinsurance subsidiaries are below certain levels specified in the applicable reinsurance contracts (either due to a decline in the market value of the investments and/or a strengthening of the liabilities carried), we may have to "top-up" the trusts accounts with additional assets to maintain the required collateral, which could adversely impact our liquidity and capital. If our reinsurance subsidiaries are unable to post the required collateral or the cost of providing such collateral materially increases, their operations could be significantly and negatively affected, which in turn could limit our ability to complete new reinsurance transactions on favorable terms or at all, which could negatively impact our business, financial condition and results of operations. Depending on multiple factors, our reinsurance subsidiaries may not be able to secure letters of credit to satisfy requirements to post collateral in support of their reinsurance obligations. If our reinsurance subsidiaries cannot post collateral in the form of letters of credit, then our reinsurance subsidiaries will have to post substitute collateral in the form of trust funds or other assets, limiting our ability to invest (and consequently reducing investment income from) such assets and constraining our liquidity, which could negatively impact our business, financial condition and results of operations. In addition, if the beneficiary of any letter of credit draws funds against the letter of credit, we would be obligated to immediately reimburse the bank that issued the letter of credit the amount of such drawn funds, which could increase our indebtedness and negatively affect our liquidity and financial condition.

Reinsurers may not satisfy their obligations to our reinsurance subsidiaries, which could result in significant losses or liquidity issues for us.

Our reinsurance subsidiaries are subject to credit risk with respect to their reinsurers because the transfer of risk to a reinsurer does not relieve our subsidiaries of their liability to the underlying insured. Reinsurance companies may be negatively impacted or downgraded during difficult financial and economic conditions. In addition, reinsurers may be unwilling to pay our subsidiaries even though they are able to do so, or disputes may arise regarding payment obligations. The failure of one or more of our subsidiaries’ reinsurers to honor their obligations in a timely fashion may affect our cash flows and liquidity, reduce our net income or cause us to incur a significant loss. Disputes with our reinsurers may also result in unforeseen expenses relating to litigation or arbitration proceedings including awards of bad faith. A reinsurer’s inability or unwillingness to honor its obligations may negate the intended risk-reducing impact of our reinsurance.

Exposure to reinsurers who represent meaningful percentages of our total reinsurance balances recoverable on paid and unpaid losses may increase the risks described above. For information on reinsurance balances recoverable on paid and unpaid losses, see "Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations - Liquidity and Capital Resources - Reinsurance Balances Recoverable on Paid and Unpaid Losses."

We are dependent on the ability of our subsidiaries to distribute funds to us.

We are a holding company and therefore we are dependent on distributions of funds from our operating subsidiaries to fund acquisitions, fulfill normal course financial obligations, including payments on our outstanding notes, and pay dividends to our shareholders, including holders of our preferred shares and, in turn, the related depositary shares. The ability of our reinsurance subsidiaries to make distributions to us may be limited by various business considerations and applicable insurance laws and regulations in jurisdictions in which we operate (which are described in "Item 1. Business - Regulation"). The ability of our subsidiaries to make distributions to us may also be restricted by, among other things, other applicable laws and regulations and the terms of our debt obligations and our subsidiaries’ debt obligations. If our subsidiaries are restricted from making distributions to us, we may be unable to maintain adequate liquidity to fund acquisitions or fulfill our financial obligations.

Fluctuations in currency exchange rates may cause us to experience losses.

We maintain a portion of our investments, insurance liabilities and insurance assets denominated in currencies other than U.S. dollars. Consequently, we and our subsidiaries may experience foreign exchange losses in the event of failures in our underlying hedging program, which could adversely affect our results of operations. Our reporting currency in our consolidated financial statements is U.S. dollars, therefore, fluctuations in exchange rates

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used to convert other currencies used by our subsidiaries, particularly Australian dollars, Canadian dollars, British pounds and Euros, into U.S. dollars will impact our reported financial condition, results of operations and cash flows from year to year.

Risks Relating to our Investments

The value of our investment portfolios and the investment income that we receive from these portfolios may decline materially as a result of market fluctuations and economic conditions.

We derive a significant portion of our income from our invested assets, which consist primarily of investments in fixed income securities. The value of our investments in fixed income securities will generally increase or decrease with changes in interest rates and credit spreads. Interest rates are highly sensitive to many factors, including governmental monetary policies, domestic and international economic and political conditions and other factors beyond our control. A rise in interest rates would, all else being equal (i.e., no movement in credit spreads), result in net unrealized losses on fixed income securities, which would decline over time as each security approaches maturity, provided we do not sell such securities. Conversely, a decline in interest rates, all else being equal (i.e., assuming no default or impairment), would result in net unrealized gains on fixed income securities, which would decline over time as each security approaches maturity, provided we do not sell such securities. Additionally, new investments of cash or the reinvestment of proceeds from sales of securities would be invested at the prevailing interest rates for each security, thereby increasing or decreasing net investment income on those proceeds. The fair market value of fixed income securities can also decrease as a result of a deterioration of the credit quality of those securities.

Any perceived decrease in credit quality may cause credit spreads to widen, all else being equal, and this would result in an increase in net unrealized losses, which would decline over time as each security approaches maturity, assuming it does not default. If we liquidate these securities during a period of deteriorating credit conditions, we may realize a significant loss. Additionally, declining market conditions or specific issuer risks may cause issuers of the fixed income securities in which we invest to default on their obligations. We may also incur losses resulting from revaluations of fixed income securities and other investments. As a result, net investment income and net realized and unrealized gains or losses and fair value changes from our fixed income securities and other investments could vary materially from expectations depending on general market conditions.

Some of our fixed income securities, such as mortgage-based and other asset-backed securities, carry prepayment risk, or the risk that principal will be returned more rapidly or slowly than expected, as a result of interest rate fluctuations. When interest rates decline, consumers tend to make prepayments on their mortgages (often through refinancing), causing us to be repaid more quickly than we might have originally anticipated, meaning that our opportunities to reinvest these proceeds back into the investment markets may be at reduced interest rates (with the converse being true in a rising interest rate environment). Mortgage-backed and other asset-backed securities are also subject to default risk on the underlying securitized mortgages, which would decrease the value of our investments.

The changes in the market value of our securities that are classified as trading or AFS are reflected in our financial statements. Credit losses on our fixed income securities, AFS are recognized through an allowance account, which is also reflected in our financial statements. As a result, a decline in the value of the securities in our investment portfolios may materially reduce our net income and shareholders’ equity, and may cause us to incur a significant loss.

Additionally, increased volatility in the financial markets and overall economic uncertainty would increase the risk that the actual amounts realized in the future on our fixed income securities and equity securities could differ significantly from their current fair value.

For more information on our investment portfolios, see "Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations - Investable Assets."

Our investments in alternative investments, strategic investments in joint ventures and/or entities accounted for using the equity method may be illiquid and volatile in terms of value and returns.

In addition to fixed income securities, we have invested, and may continue to invest, in alternative investments such as hedge funds, fixed income funds, public equity funds, private equity funds and co-investments, CLO equities, CLO equity funds, real estate funds, infrastructure funds, private credit funds and other alternative investments. In

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addition, we have invested, and we may continue to make significant investments, in joint ventures and/or entities accounted for using the equity method that we do not control, which may limit our ability to take actions that could protect or increase the value of our investment. These and other similar investments may be illiquid due to restrictions on sales, transfers and redemption terms, may have different, more significant risk characteristics than our investments in fixed income securities and may also have significantly more volatile values and returns, all of which could negatively affect the market value of our investments, our investment income, and our overall portfolio liquidity. Alternative or "other" investments may not meet regulatory admissibility requirements or may result in increased regulatory capital charges to our insurance subsidiaries that hold these investments, which could limit those subsidiaries’ ability to pay dividends and make capital distributions to us and, consequently, negatively impact our liquidity and our ability to fund future transactions. For more information on our alternative investments, see "Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations - Investable Assets."

The valuation of our investments may include methodologies, estimations and assumptions that are subject to differing interpretations and could result in changes to investment valuations that may materially adversely affect our financial condition or results of operations.

Fixed maturity and alternative investments, such as hedge funds, fixed income funds, public equity funds, private equity funds and co-investments, CLO equities, CLO equity funds, real estate funds, infrastructure funds, private credit funds, and other alternative investments represent the majority of our total cash and invested assets. These investments are reported at fair value on our consolidated balance sheet. Fair value prices for all trading and AFS securities in the fixed maturities portfolio are independently provided by our investment accounting service providers, investment managers, fund administrators, and investment custodians, each of which utilize internationally recognized independent pricing services. We record the unadjusted price provided by our investment accounting service providers, managers or custodians. Fair value for our alternative investments is estimated based primarily on the most recently reported net asset values reported by the fund manager. Additionally, for some strategic investments for which we have elected the fair value option, our valuations of these investments are based on internal valuation models and methodologies that are subject to estimates and judgements that can vary from quarter to quarter.

These valuation procedures involve estimates and judgments, and during periods of market disruptions (such as periods of significantly volatile interest rate changes, rapidly widening credit spreads or illiquidity), it may be difficult to value certain of our securities if trading becomes less frequent or market data becomes less observable. In addition, there may be certain asset classes that are now in active markets with significant observable data that become illiquid due to changes in the financial environment. In these cases, the valuation of a greater number of securities in our investment portfolio may require more subjectivity and management judgment. As a result, valuations may include inputs and assumptions that are less observable or require greater estimation as well as valuation methods that are more sophisticated or require greater estimation, which may result in valuations greater than the value at which the investments could ultimately be sold. Further, rapidly changing and unpredictable credit and equity market conditions could materially affect the valuation of securities carried at fair value as reported within our consolidated financial statements and the period-to-period changes in value could vary significantly. Decreases in value could have a material adverse effect on our financial condition and results of operations.

The nature of our liquidity demands and the structure of our investment portfolios may adversely affect the performance of our investment portfolio and financial results, as well as our investing flexibility.

We strive to structure the duration of our investments in a manner that recognizes our liquidity needs to satisfy future liabilities. Because of the unpredictable nature of losses and associated collateral provisions that may arise under the reinsurance policies issued by certain of our subsidiaries and as a result of our opportunistic commutation strategy, our liquidity needs can be substantial and may arise at any time. In that regard, we attempt to correlate the maturity and duration of our investment portfolio to our general liability profile. If we are unsuccessful in managing our investment portfolio within the context of this strategy, we may be forced to liquidate our investments at times and at prices that are not optimal, and we may have difficulty liquidating some of our alternative investments due to restrictions on sales, transfers and redemption terms. This could have a material adverse effect on the performance of our investment portfolio. Alternatively, if the asset duration is shorter than our liability duration profile, we may experience a lower investment income yield, which could negatively impact our results of operations.

We have many individual portfolios of cash and investments from our acquired companies and portfolios. The nature of our run-off business requires us to position investment portfolios to support liquidity needs of ongoing claim settlements and capital distributions, reducing investment flexibility in our collateral trust accounts.

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Risks Relating to Laws and Regulations

Insurance laws and regulations can restrict our ability to operate, and any failure to comply with these laws and regulations, or any investigations, inquiries or demands by government authorities, may have a material adverse effect on our business.

We are subject to the insurance laws and regulations in a number of jurisdictions worldwide. Existing laws and regulations, among other things, limit the amount of dividends and capital that can be paid to us by our reinsurance subsidiaries, prescribe solvency and capital adequacy standards, impose restrictions on the amount and type of investments that can be held to meet solvency and capital adequacy requirements, require the maintenance of reserve liabilities, and require pre-approval of acquisitions, reinsurance transactions, certain affiliate transactions and increasingly outsourcing arrangements. Failure to comply with these laws and regulations or to maintain appropriate authorizations, licenses, and/or exemptions under applicable laws and regulations may cause governmental authorities to preclude or suspend our insurance or reinsurance subsidiaries from carrying on some or all of their activities, place one or more of them into rehabilitation or liquidation proceedings, impose monetary penalties or other sanctions on them or our affiliates, or commence insurance company delinquency proceedings against our insurance or reinsurance subsidiaries. The application of these laws and regulations by various governmental authorities may affect our liquidity and restrict our ability to expand our business operations through acquisitions or to pay dividends on our ordinary or preferred shares. Furthermore, compliance with legal and regulatory requirements is likely to result in significant expenses and investment of management time, which could have a negative impact on our profitability. To further understand these regulatory requirements, see "Item 1. Business - Regulation."

We believe it is likely there will continue to be regulatory intervention in our industry in the future, and these initiatives could adversely affect our business. Additional laws and regulations have been and may continue to be enacted that may have adverse effects on our operations, financial condition, statutory capital adequacy, and liquidity. For example, in the jurisdictions in which we operate, including Bermuda, there are increased regulations relating to group supervision though cooperation and coordination among insurance regulators regardless of an individual company’s domiciliary jurisdiction. The BMA acts as our Group supervisor, as described in "Item 1. Business – Regulation." We cannot predict the exact nature, timing or scope of these initiatives; however, we believe it is likely there will continue to be increased regulatory intervention in our industry in the future, and these initiatives could adversely affect our business.

Solvency II, the E.U. directive covering the capital adequacy, risk management and regulatory reporting for insurers, requires significant resources to ensure compliance by our European Economic Area (“EEA”) companies. Additionally, if our non-EEA subsidiaries engage in insurance or reinsurance business in the EEA, additional capital requirements may be imposed for such companies to continue to insure or reinsure EEA-domiciled risk or cedants if their regulatory regime is not deemed to have Solvency II equivalence. Bermuda has gained Solvency II equivalence, and our Bermuda reinsurers are subject to requirements in line with a Solvency II framework. Continued compliance with Solvency II and similar laws and regulations as we seek acquisitions of companies and portfolios of (re)insurance business will result in additional costs for us.

Our U.K. U.S. and Bermuda-based insurance and reinsurance subsidiaries consist of wholly-owned run-off companies that are authorized and regulated by the U.K. Regulator, relevant State Insurance Regulators and the BMA, respectively, and may not underwrite new business without their approval. In addition, our Lloyd’s operations are subject to authorization and regulation by the U.K. Regulator and compliance with the Lloyd’s Act(s) and Bylaws and regulations, as well as the applicable provisions of the FSMA. The Council of Lloyd’s has wide discretionary powers to regulate its members, and its exercise of these powers might affect the return on an investment of the corporate member in a given underwriting year. Business plans, including maximum underwriting capacity, for Lloyd’s syndicates require annual approval by the Lloyd’s Franchise Board. Continued compliance with the rules of the PRA, Lloyd’s and similar regulators will result in additional costs for us.

Our business is subject to laws and regulations relating to sanctions and foreign corrupt practices, the violation of which could adversely affect our financial condition and results of operations.

We are legally required to comply with all applicable economic sanctions, anti-bribery, anti-corruption and anti-money laundering laws and regulations of the jurisdictions in which we operate. U.S. laws and regulations applicable to our U.S. subsidiaries include the economic trade sanctions laws and regulations administered by the

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Treasury’s Office of Foreign Assets Control, as well as certain laws administered by the U.S. Department of State. New sanction regimes may be initiated, or existing sanctions expanded, at any time, which can impact our business activities. In addition, our companies are subject to the U.S. Foreign Corrupt Practices Act and other anti-bribery laws such as the Bermuda Bribery Act and the U.K. Bribery Act that generally bar corrupt payments or unreasonable gifts to foreign governments or officials. Although we have policies and controls in place that are designed to ensure compliance with these laws and regulations, it is possible that an employee or intermediary could fail to comply with applicable laws and regulations. In such event, we could be exposed to civil penalties, criminal penalties and other sanctions, including fines or other punitive actions. Such civil or criminal penalties, sanctions, fines or other punitive actions, and the possibility of resulting damage to our business and/or reputation, could have a material adverse effect on our financial condition and results of operations.

Risks Relating to our Operations

We are dependent on our executive officers, directors and other key personnel and the loss of any of these individuals could adversely affect our business.

Our success depends on the ability of our senior management and other key employees to implement our strategy and operate our business. For example, our ability to source run-off acquisitions is critical to our business, and is in part dependent on the relationships of our senior management and other key personnel. The loss of their services or the services of other key personnel, or the loss of the services of or our relationships with any of our directors, could have a material adverse effect on our business.

Some of our directors, large shareholders and their affiliates have interests and/or other involvement with entities that can create conflicts of interest through related party transactions.

We have participated in transactions, investments and investment management arrangements in which one or more of our directors, large shareholders or their affiliates has an interest, and we may continue to do so in the future. Refer to Note 24 to our consolidated financial statements for further disclosure on these arrangements. In addition, some of our directors, large shareholders or their affiliates from time to time have ownership interests or other involvement with entities that compete against us or otherwise have interests that could, at times, be considered potentially adverse to us, either in the pursuit of acquisition targets, investments or in our business operations. The interests of our directors, large shareholders or their affiliates in related party transactions or competitive businesses may create the potential for, or result in, conflicts of interests.

Cybersecurity events or other difficulties with our information technology systems could disrupt our business, result in the loss of critical and confidential information, increased costs, and adversely impact our reputation and results of operations.

We rely heavily on the successful, uninterrupted functioning of our information technology systems, as well as those of any outsourced service providers, including third-party administrators and investment managers. We rely on these systems to securely and accurately process, store, and transmit confidential and other data in connection with our critical operational functions such as paying claims, performing actuarial and other modeling, pricing, quoting and processing policies, cash and investment management, acquisition analysis, financial reporting and other necessary support functions. Our information may also be exposed to the risk of a data breach or cyber-security incident through a breach or failure of our systems or a breach or failure of the systems of third parties where we rely on such parties for outsourced functions or services. A failure of our information technology systems or those of our third-party service providers could materially impact our ability to perform the critical functions described above, affect the confidentiality, availability or integrity of our proprietary information and expose us to litigation and increase our administrative expenses.

Computer viruses, cyber-attacks, phishing scams and other external hazards, as well as any internal process or employee failures, could expose our information technology systems to security breaches that may cause critical data to be corrupted or confidential or proprietary information to be exposed, cause system disruptions or shut-downs, or expose us to financial fraud. As we introduce Artificial Intelligence (“AI”) into certain business processes, new risks emerge, including vulnerabilities in AI driven models, the potential for biased or inaccurate outputs, and susceptibility to adversarial manipulation. Inadequate governance or security controls over AI implementation could lead to regulatory challenges, operational disruption or reputational damage.

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ITEM 1A. | Risk Factors

In addition to our own information, we receive and may be responsible for protecting confidential or personal information of ceding companies, policyholders, employees, and other third parties, which could also be compromised in the event of a security breach. For example, in May 2023, we discovered that we were among the companies impacted by the CL0P (a third party criminal group) cyber-attack on Progress Software’s MOVEit Transfer product, a file-transfer application we have used to manage data transfers. This incident was successfully managed; however, in January 2024, a purported class action arising out of this incident was filed against one of our wholly-owned subsidiaries. While we do not believe the MOVEit incident, the related class action, or any additional resultant actions will have a material adverse effect on our business, this or similar incidents, or any other such breach of our or our third parties’ data security infrastructure, could have a material adverse effect on our business, results of operations and financial condition.

In addition, many of our employees work remotely, and we are therefore more dependent on our information technology systems and the continued access by our employees and service providers to reliable and secure internet and telecommunications systems. If these systems do not function effectively or are disrupted due to heightened demand, cybersecurity attacks and data security incidents, or for any other related reason, it would negatively impact our ability to settle claims efficiently, complete acquisitions, integrate our acquired businesses, manage our investments, or otherwise conduct our business.

Although we utilize numerous controls, protections and risk management strategies to attempt to mitigate these risks, the sophistication and volume of these security threats continues to increase. In addition, the escalation of geopolitical tensions, such as those caused by various regional conflicts and crises across the globe or continued developments in AI, could result in heightened cybersecurity threats. We may not have the technical expertise or resources to successfully prevent every data breach or cyber-security incident. The potential consequences of a data breach or cyber-security incident could include claims against us, significant reputational damage to our company, damage to our business as a result of disclosure of proprietary information, and regulatory action against us, which may include fines and penalties. Such an incident could cause us to lose business and commit resources, management time and money to remediate these breaches and notify aggrieved parties, any of which in turn could have an adverse impact on our business. We may also experience increasing costs associated with implementing and maintaining adequate safeguards against these types of incidents and attacks.

In addition, the information security and data privacy regulatory environment is increasingly demanding. We are subject to numerous laws and regulations in multiple jurisdictions governing the protection of the personal and confidential information of our clients and/or employees, including in relation to medical records and financial information. These laws and regulations are rapidly expanding, increasing in complexity and sometimes conflict between jurisdictions. For example, the E.U. General Data Protection Regulation ("GDPR") creates rights for individuals to control their personal data and sets forth the requirements with which companies handling the personal data of E.U.-based data subjects have to comply (regardless of whether such data handling involves E.U.-based operations). We are also subject to the GDPR through our handling of the personal data of E.U.-based subjects in connection with our ordinary course operations. If any person, including any of our employees or those third parties with whom we share such information, negligently disregards or intentionally breaches our established controls with respect to our client data, or otherwise mismanages or misappropriates that data, we could be subject to significant monetary damages, regulatory enforcement actions, fines and/or criminal prosecution in one or more jurisdictions, including as a result of a violation of the GDPR.

If outsourced providers such as third-party administrators, investment managers or other service providers were to breach their obligations to us, our business and results of operations could be adversely affected.

We outsource certain business functions to third-party providers, and these providers may not perform as anticipated or may fail to adhere to their obligations to us. For example, certain of our subsidiaries rely on relationships with a number of third-party administrators under contracts pursuant to which these third-party administrators manage and pay claims on our subsidiaries’ behalf and advise with respect to case reserves. In these relationships, we rely on controls incorporated in the provisions of the administration agreement, as well as on the administrator’s internal controls, to manage the claims process within our prescribed parameters. We also rely on external investment managers to provide services pursuant to the terms of our investment management agreements, including following established investment guidelines. Although we monitor these administrators and investment managers on an ongoing basis, we do not control them, and our service providers could exceed their authorities or otherwise breach their obligations to us, which, if material, could adversely affect our business and results of operations. For example, a third-party investment manager may breach our investment guidelines and expose us to risk beyond our prescribed tolerances, which could have an immediate negative financial impact. We

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may also be negatively impacted if third-party administrators mishandle claims, fail to administer claims effectively or efficiently, fail to maintain accurate books and records, or fail to comply with laws or regulations.

Risks Relating to Ownership of our Shares

The market price for our securities may experience volatility, which could cause a potential loss of value to our investors, and our ordinary shares are thinly traded, so the market value of our ordinary shares may decline if large numbers of shares are sold.

The market price for our ordinary shares and for the depositary shares representing our preferred shares may fluctuate substantially and could cause investment losses due to a number of factors. Such factors could include: announcements with respect to a specific acquisition or investment; changes in the value of our assets; our financial condition, performance and prospects; changes in projected inflation and interest rates; changes in general conditions in the economy and the insurance industry; economic, financial, geopolitical, regulatory or judicial events that affect us or the financial markets generally; changes in management; and adverse press or news announcements. For the depositary shares representing our preferred shares, such factors could also include: whether dividends have been declared on the preferred shares; whether the ratings on such depositary shares provided by any ratings agency have changed; changes in our credit ratings; our total outstanding indebtedness; the level, direction and volatility of market interest rates generally; and the market for similar securities.

Our ordinary shares have in the past been, and may continue to be, thinly traded, and significant sales could adversely affect the market price for our ordinary shares and impair our ability to raise capital through offerings of our equity securities.

A few significant shareholders may influence or control the direction of our business. If the ownership of our ordinary shares continues to be highly concentrated, it may limit the ability of other shareholders to influence significant corporate decisions.

The interests of certain significant shareholders, including those that may be affiliated with members of our Board of Directors (our “Board”), may not be fully aligned with those of other shareholders, which could lead to a strategy that is not in such other shareholders’ best interests. As of December 31, 2024, funds managed by Stone Point Capital LLC and its affiliates, Beck Mack & Oliver, and two of our directors (collectively), one of whom currently serves as an executive officer and excluding Ms. Gregory, who departed as of December 31, 2024, directly beneficially owned 9.5%, 3.6% and 7.3%, respectively, of our outstanding voting ordinary shares. Although they do not act as a group, these shareholders may exercise significant influence over matters requiring shareholder approval, and their concentrated holdings may delay or deter possible changes in control of Enstar, which may reduce the market price of our ordinary shares.

Some aspects of our corporate structure and certain regulatory limitations may discourage third-party takeovers and other transactions or prevent the removal of our Board and management.

Some provisions of our bye-laws have the effect of making more difficult or discouraging unsolicited takeover bids from third parties or preventing the removal of our current board of directors and management. For example, our bye-laws contain restrictions on the ability of shareholders to (i) nominate persons to serve as directors, (ii) remove directors, (iii) submit resolutions to a shareholder vote, and (iv) request special general meetings. Also, a merger or amalgamation would have to be approved by three-fourths of our voting ordinary shares to take effect. In addition, our Board may limit a shareholder’s exercise of voting rights or to register a transfer of ordinary shares where it deems it necessary to do so to avoid adverse tax, legal or regulatory consequences. Our Board may also decline to register a transfer of shares unless all applicable consents, authorizations, permissions or approvals of any governmental body or agency in Bermuda and other applicable jurisdictions required to be obtained prior to such transfer shall have been obtained. We also have the authority under our bye-laws to reasonably request information from any shareholder for the purpose of determining whether a shareholder’s voting rights are to be limited pursuant to the bye-laws, and if a shareholder is unable to do so, we may eliminate the shareholder’s voting rights.

Insurance laws and regulations in the jurisdictions in which our insurance or reinsurance subsidiaries operate require prior notices or regulatory approval of changes in control of an insurer or its holding company. Different jurisdictions define changes in control differently, and generally any purchaser of 10% or more of the vote or value of our ordinary shares could become subject to regulation and be required to file certain notices and reports with the applicable insurance authorities. These laws and the aspects of our corporate structure outlined above may

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discourage potential acquisition proposals or prevent the removal of members of our Board and management and may delay, deter or prevent a change in control of us. To the extent these provisions discourage takeover attempts, they may deprive shareholders of opportunities to realize takeover premiums for their shares or may depress the market price of the shares.

Bermuda Law differs from the laws in effect in the United States. Shareholders who own our shares may have more difficulty protecting their interests than shareholders of a U.S. corporation.

We are organized under the laws of Bermuda, and as a result our shareholders may have more difficulty protecting their interests than shareholders of a U.S corporation. For example:

•class actions and derivative actions are generally not available to shareholders under Bermuda law;

•under Bermuda law, only shareholders holding collectively 5% or more of our outstanding ordinary shares or groups of shareholders numbering 100 or more are entitled to propose a resolution at our general meeting;

•a substantial portion of our assets and certain of our directors and officers and their assets are located outside of the United States and as a result investors may have difficulty (i) effecting service of process within the United States or (ii) recovering against us or these directors and officers on judgments of U.S. courts;

•no claim may be brought in Bermuda against us or our directors and officers for violations of U.S. federal securities laws, as such laws do not have force of law in Bermuda;

•there is no treaty in effect between the United States and Bermuda providing for the enforcement of judgments of U.S. courts, and there are grounds upon which Bermuda courts may not enforce judgments of U.S. courts; and

•some remedies available under the laws of U.S. jurisdictions, including U.S. federal securities laws, may be prohibited in Bermuda courts as contrary to Bermuda’s public policy.

Certain regulatory and other constraints may limit our ability to pay dividends on our securities, and dividends on our preferred shares are non-cumulative.

We do not currently intend to pay a cash dividend on our ordinary shares. If our Board decided to commence a dividend program in the future, we are subject to significant regulatory and other constraints that affect our ability to pay dividends and make other distributions on our ordinary and preferred shares. For example, under the Bermuda Companies Act, we may declare or pay a dividend or distribution out of contributed surplus only if we have reasonable grounds to believe that we are, and would after the payment be, able to meet our liabilities as they become due or that the realizable value of our assets would thereby not be less than our liabilities. In addition, as described above under “Risks Relating to Liquidity and Capital Resources,” we are a holding company that is dependent upon distributions from our operating subsidiaries for liquidity, which may not be available.

Dividends on our preferred shares are non-cumulative and payable only out of available funds under Bermuda law. If our Board (or a duly authorized committee thereof) does not authorize and declare a dividend for any dividend period, holders of our preferred shares and, in turn, the depositary shares representing preferred shares, would not be entitled to receive any such dividend, and such unpaid dividend will not accrue and will not be payable at any time. We will have no obligation to pay dividends for a dividend period on or after the dividend payment date for such period if our Board has not declared such dividend before the related dividend payment date, whether or not dividends are declared for any subsequent dividend period with respect to any outstanding preferred shares and/or our ordinary shares.

Our ordinary and preferred shares are subordinate to our existing and future indebtedness and our ordinary shares rank junior to our outstanding preferred shares.

Our preferred shares are equity interests and do not constitute indebtedness. As such, our preferred shares, in addition to our ordinary shares, will rank junior to all of our indebtedness and other non-equity claims with respect to assets available to satisfy our claims, including in our liquidation. Our preferred shares are also contractually subordinated in right of payment to all obligations of our subsidiaries, including all existing and future policyholder obligations of our subsidiaries. Additionally, neither our ordinary shares nor our preferred shares represent an interest in any of our subsidiaries, and accordingly, are structurally subordinated to all obligations of our subsidiaries. Further, in the event of our liquidation, winding up or dissolution, our ordinary shares rank junior to our outstanding preferred shares. In such an event, there may not be sufficient assets remaining after payments to holders of our outstanding preferred shares to ensure payments to holders of our ordinary shares.

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ITEM 1A. | Risk Factors

There is no limitation on our issuance of securities that rank equally with or senior to the preferred shares.

We may issue, without limitation, (1) additional depositary shares representing additional preferred shares that would form part of one of the series of depositary shares representing our outstanding preferred shares, and (2) additional series of securities that rank equally with or senior to the outstanding preferred shares. The issuance of additional preferred shares on par with or senior to the outstanding preferred shares would dilute the interests of the holders of our preferred shares, and any issuance of preferred shares senior to our outstanding preferred shares or of additional indebtedness could affect our ability to pay dividends on, redeem or pay the liquidation preference on our preferred shares, or to make payments to holders of our ordinary shares from remaining assets of the Company, in the event of a liquidation, dissolution or winding-up of Enstar.

The voting rights of holders of our preferred shares and, in turn, the depositary shares representing our preferred shares are limited.

Holders of our outstanding preferred shares and, in turn, the depositary shares representing the preferred shares have no voting rights with respect to matters that generally require the approval of voting shareholders. In addition, if dividends on any of our outstanding preferred shares have not been declared or paid for the equivalent of six dividend payments, whether or not for consecutive dividend periods, holders of the outstanding preferred shares and, in turn, the depositary shares, will, subject to the terms and conditions contained in the certificates of designation governing the preferred shares, be entitled to vote for the election of two additional directors to our Board. The holders shall be divested of the foregoing voting rights if and when dividends for at least four dividend periods, whether or not consecutive, following a nonpayment event have been paid in full (or declared and a sum sufficient for such payment shall have been set aside). In addition, holders of the depositary shares must act through the depositary to exercise any voting rights in respect of the preferred shares. Although each depositary share is entitled to 1/1,000th of a vote, the depositary can vote only whole preferred shares. While the depositary will vote the maximum number of whole preferred shares in accordance with the instructions it receives, any remaining votes of holders of the depositary shares will not be voted.

We have no obligation to maintain any listing of the depositary shares representing our outstanding preferred shares.

Although the depositary shares representing our outstanding preferred shares are listed on NASDAQ, such listings may not provide significant liquidity, and transaction costs in any secondary market could be high. The difference between bid and ask prices in any secondary market could be substantial. As a result, holders of depositary shares representing our preferred shares (which do not have a maturity date) may be required to bear the financial risks of an investment in the depositary shares representing preferred shares for an indefinite period. In addition, we undertake no obligation, and expressly disclaim any obligation, to maintain the listing of the depositary shares representing our preferred shares on NASDAQ or any other stock exchange. If we elect to discontinue the listing at any time or the depositary shares representing the preferred shares otherwise are not listed on an applicable stock exchange, which we expect to happen following the completion of the Merger, the dividends paid after the delisting would not constitute qualified dividend income for U.S. federal income tax purposes (as dividends paid by a Bermuda corporation are qualified dividend income only if the stock with respect to which the dividends are paid is readily tradable on an established securities market in the United States).

A classification of the depositary shares representing our preferred shares by the National Association of Insurance Commissioners may impact U.S. insurance companies that purchase our preferred shares.

The NAIC may, in its discretion, classify securities in U.S. insurers’ portfolios as debt, preferred equity or common equity instruments. The NAIC’s written guidelines for classifying securities as debt, preferred equity or common equity include subjective factors that require the relevant NAIC examiner to exercise substantial judgment. There is therefore a risk that the depositary shares representing our preferred shares may be classified by the NAIC as common equity instead of preferred equity. The NAIC classification determines the amount of risk-based capital (“RBC”) charges incurred by insurance companies in connection with an investment in a security. Securities classified as common equity by the NAIC carry RBC charges that can be significantly higher than the RBC requirement for debt or preferred equity. Therefore, any classification of the depositary shares representing our preferred shares as common equity may adversely affect U.S. insurance companies that hold depositary shares representing our preferred shares. In addition, a determination by the NAIC to classify the depositary shares representing our preferred shares as common equity may adversely impact the trading of the depositary shares representing our preferred shares in the secondary market.

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Our preferred shares are subject to our rights of redemption.

Our preferred shares are redeemable pursuant to the terms set forth in the certificate of designations governing such series. Whenever we redeem preferred shares held by the depositary, the depositary will, as of the same redemption date, redeem the number of depositary shares representing preferred shares so redeemed. We have no obligation to redeem or repurchase the preferred shares under any circumstances. If the preferred shares are redeemed by us, you may not be able to reinvest the redemption proceeds in a comparable security at a similar return on your investment.

ITEM 1B. UNRESOLVED STAFF COMMENTS

Not applicable.

ITEM 1C. CYBERSECURITY RISK DISCLOSURES

We are increasingly dependent on sophisticated software applications and computing infrastructure to conduct key operations. We depend on both our own systems, networks and technology as well as the systems, networks and technology of our contractors, consultants, vendors and other business partners.

Cybersecurity Program

Given the importance of cybersecurity to our business, we maintain a comprehensive information security program for assessing, identifying, managing and reporting on material risks from threats to our information security. Our information security program is based on industry standards and best practices, following the National Institute of Standards and Technology (NIST) Cybersecurity Framework. As part of our information security program, we also require third-party service providers with access to personal, confidential or proprietary information to implement and maintain comprehensive cybersecurity practices consistent with applicable legal standards and industry best practices. We also train employees on how to identify potential cybersecurity risks and protect our information and resources. This training is mandatory for all employees globally upon hire and on an annual basis.

We use the Three Lines Model in order to ensure our information security program’s effectiveness and readiness. Our first line is our IT Security Operations, which implements and executes upon a robust control framework, while our Information Security Assurance function maintains an information security assurance program that includes external penetration management and performing third-party risk assessments. Our second line is our Risk and Compliance functions. Our Risk function performs table top exercises, “red team” testing and stress testing, while our Compliance function ensures regulatory requirements are identified proactively and monitors compliance with our internal policies and procedures. Our third line consists of our Internal Audit function, which provides objective assurance and testing over internal policies and procedures related to our information security program.

Governance

Management Oversight

Our management plays an active role in assessing and managing the risks posed to us by cybersecurity threats. Our strategy for managing cybersecurity risk is embedded within the IT function, which reports to our Chief of Business Operations (CBO) and our Information Security function, which reports to our CRO. The controls and processes employed to assess, identify and manage material risks from cybersecurity threats are implemented and overseen by our Global Chief Information Officer (CIO) and our Group Information Security Officer (GISO). Our CIO has over 25 years of experience in the area of information technology. He previously served in related roles, including IT strategy and delivery roles at Arthur Andersen Consulting and Deloitte Consulting, and has served in his current role since joining us in 2017. Our GISO has over 19 years of information security experience. His experience includes driving our information security strategy, awareness and training, third-party cyber risk management, compliance, and providing assurance of the security activities conducted by the IT Security Operations team. He has served in his current role since joining us in 2006. Our CIO and GISO are responsible for the day-to-day management of the cybersecurity program, including the prevention, detection, investigation, response to, and recovery from cybersecurity threats and incidents, and are regularly engaged to help ensure the cybersecurity program functions effectively in the face of evolving cybersecurity threats.

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Board Oversight

The Board of Directors actively oversees the Company’s management of cybersecurity risk. Primary responsibility for the Board’s role in oversight of the Company’s management of cybersecurity risk is delegated to the Risk Committee of the Board. The Risk Committee is responsible for reviewing, discussing with management, and overseeing the Company’s data privacy, information technology and security and cybersecurity risk exposures.

Our CIO and GISO provide regular updates on cybersecurity risk and our information security program to the Risk Committee. These reports typically occur on a quarterly basis and include updates on current cyber risks, cybersecurity strategies and initiatives, event preparedness, the status of projects to strengthen our information security program, and the emerging cybersecurity threat landscape.

Process for Assessing, Identifying and Managing Material Risks from Cybersecurity Threats

In the event of a breach, we have a comprehensive plan in place for assessing and addressing any potential threats to our information security. We maintain a Cyber and Data Incident Response Plan and Framework, which identifies and describes the roles and responsibilities of the Cyber Incident and Response Team and the Crisis Oversight Committee. The Cyber Incident Response Team is responsible for receiving information relating to possible incidents, investigating and analyzing them, and taking the appropriate action to avoid and mitigate the damage caused by such incidents. The Crisis Oversight Committee, chaired by our CBO, is responsible for support and oversight of the Cyber and Data Incident Response Plan and Framework and oversight of the Cyber Incident Response Team’s execution of the plan in the event of a cyber incident.

We maintain an operational incident portal that allows employees to log instances where they believe they have been the victim of a cyber incident, encountered a data breach or have become aware that a third-party service provider has suffered a cyber incident or data breach. In respect of cyber incidents and data breaches, timely reporting helps to contain the breach, recover faster, minimize business impacts, and comply with laws and regulations including time sensitive notifications. Cyber security is considered everyone’s responsibility, and it is important that incidents are reported quickly and efficiently.

Cybersecurity Risks

Our cybersecurity risk management processes are integrated into our overall ERM Framework. As part of our ERM Framework, we maintain the traditional Three Lines Model (Management, Risk & Compliance and Internal Audit) to delineate accountabilities and establish a ‘check and balance’ management of risks. For additional information on our ERM Framework, refer to “Item 1. Business - Enterprise Risk Management.”

Although our information security program is designed to attempt to prevent, detect and respond to a cybersecurity incident, there can be no assurance that such an incident will not occur. A cybersecurity incident could cause the failure of our information security systems or those of our third-party service providers, which could materially impact our ability to perform certain critical functions, affect the confidentiality, availability or integrity of our proprietary information and expose us to litigation and increase our administrative expenses.

As of the date of this report, we are not aware of any risks from cybersecurity threats, including as a result of any previous cybersecurity incidents, that have materially affected the business strategy, results of operations or financial condition of the Company or are reasonably likely to have such a material effect. However, evolving cybersecurity threats make it increasingly challenging to anticipate, detect, and defend against cybersecurity threats and incidents.

For additional information on the risks we face from cybersecurity threats, refer to “Item 1A. Risk Factors - Risks Relating to Our Operation.”

ITEM 2. PROPERTIES

We renew and enter into new leases in the ordinary course of our business. We lease office space in Hamilton, Bermuda, where our principal executive office is located. We also lease office space in a number of U.S. states, the United Kingdom, Australia, Liechtenstein and Belgium. We believe that this office space is sufficient for us to conduct our current operations for the foreseeable future, although in connection with future acquisitions from time to time, we may expand to different locations or increase space to support any such growth.

ITEM 3. LEGAL PROCEEDINGS

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For a discussion of legal proceedings, see Note 26 in the notes to our consolidated financial statements, which is incorporated herein by reference.

ITEM 4. MINE SAFETY DISCLOSURES

Not applicable.

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PART II

ITEM 5. MARKET FOR THE REGISTRANT’S COMMON EQUITY, RELATED STOCKHOLDER MATTERS AND ISSUER PURCHASES OF EQUITY SECURITIES

Market Information and Number of Holders

Our ordinary voting shares are listed on the NASDAQ Global Select Market under the symbol "ESGR." On February 26, 2025, there were 1,030 shareholders of record of our voting ordinary shares. This is not the number of beneficial owners of our voting ordinary shares as some shares are held in “street name” by brokers and others on behalf of individual owners.

Dividend Information

Historically, we have not declared a dividend on our ordinary shares. Our strategy is to retain earnings and invest distributions from our operating subsidiaries into our business or to repurchase our shares. However, we may re-evaluate this strategy from time to time based on overall market conditions and other factors. Any payment of dividends must be approved by our Board. Furthermore, our ability to pay dividends is subject to certain restrictions.3,4

Issuer Purchases of Equity Securities

There were no ordinary shares acquired by the Company during the three months ended December 31, 2024.

3 Described in Note 25 to our consolidated financial statements, which is incorporated herein by reference.

4 For information on dividends on our preferred shares refer to Note 20 to our consolidated financial statements.

Enstar Group Limited | 2024 Form 10-K                  50

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Item 5 | Market for the Registrant's Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities

Performance Graph

The following performance graph compares the cumulative total return on our ordinary shares with the cumulative total return on the S&P 500 Index and the S&P Property & Casualty Insurance Index for the period that commenced December 31, 2019 and ended on December 31, 2024.

The performance graph shows the value as of December 31 of each calendar year of $100 invested on December 31, 2019 in our ordinary shares, and the indices listed above, assuming the reinvestment of dividends. Returns have been weighted to reflect relative market capitalization. This information is not necessarily indicative of future returns.

			Indexed Returns (2) for Years Ended December 31,
			2019			2020			2021			2022			2023			2024
Enstar (1)			100.00			99.05			119.69			111.69			142.29			155.69
S&P 500 Index (1)			100.00			118.40			152.39			124.79			157.59			197.02
S&P Property & Casualty Index (1)			100.00			106.96			127.58			151.65			168.05			227.67

(1) Source: S&P Global Market Intelligence

(2) $100 invested on December 31, 2019 in stock or index.

ITEM 6. RESERVED

Enstar Group Limited | 2024 Form 10-K                  51

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ITEM 7. MANAGEMENT’S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND RESULTS OF OPERATIONS

The following discussion and analysis of our financial condition and results of operations should be read in conjunction with our consolidated financial statements and the related notes included elsewhere in this annual report.

Some of the information contained in this discussion and analysis or included elsewhere in this annual report, including information with respect to our plans and strategy for our business, includes forward-looking statements that involve risks, uncertainties and assumptions. Our actual results and the timing of events could differ materially from those anticipated by these forward-looking statements as a result of many factors, including those discussed under "Cautionary Statement Regarding Forward-Looking Statements", "Item 1A. Risk Factors" and elsewhere in this annual report.

Table of Contents

Section						Page
Operational Highlights						53
Consolidated Results of Operations — for the Years Ended December 31, 2024, 2023 and 2022						54
Overall Measures of Performance						59
Non-GAAP Financial Measures						62
Results of Operations by Segment — for the Years Ended December 31, 2024, 2023 and 2022						71
•Run-off Segment						72
•Investments Segment						77
•Former Assumed Life Segment						82
•Former Legacy Underwriting Segment						83
Corporate and Other						84
General and Administrative Expenses						85
Current Outlook						86
Liquidity and Capital Resources						89
Critical Accounting Estimates						96

Enstar Group Limited | 2024 Form 10-K                  52

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Item 7 | Management Discussion and Analysis | Operational Highlights

Operational Highlights

Our consolidated results for the year ended December 31, 2024 reflect our continued progress on providing capital release solutions to our clients by acquiring and managing their run-off portfolios.

Merger Agreement

On July 29, 2024, we entered into the Merger Agreement, under which all of Enstar’s issued and outstanding ordinary shares, par value $1.00 per share, will be converted into the right to receive $338 in cash per ordinary share, except for shares held by Sixth Street and certain shareholders who will reinvest in the merged entity. The total consideration to be paid to our shareholders in the Merger is $5.1 billion. Completion of the Merger remains subject to certain conditions, including certain regulatory approvals. The Merger is expected to close in mid-2025; however, no assurance can be given as to when, or if, the Merger will occur.

Goodwill impairment

The Merger Agreement executed in 2024 indicated that the consideration for all ordinary shareholders’ interests, which represents our fair value was less than our book value by an amount greater than the carrying amount of our goodwill at the time. Hence a full impairment charge related to goodwill of $63 million was recognized.

Refer to Note 1 and Note 17 of our consolidated financial statements for further information on the Merger Agreement and goodwill impairment.

Transactions During the Year

•In June 2024, we completed an ADC and LPT agreement with Accredited Surety and Casualty Company, Inc. and Accredited Insurance (Europe) Limited (together, “Accredited”) relating to a diversified portfolio, including asbestos, general casualty, and workers’ compensation and we assumed net loss reserves of $297 million in exchange for consideration of $282 million.

•In July 2024, we completed an LPT agreement to reinsure certain 2019 and 2020 business written by a third-party capital platform, which uses an Insurance Linked Securities (“ILS”) to fund its risks relating to a diversified portfolio, including property catastrophe and COVID-19 exposures and we assumed net loss reserves of $294 million in exchange for consideration of $294 million.

•In August 2024, we completed an ADC agreement with Insurance Australia Limited on behalf of Insurance Australia Group (“IAG”) relating to a diversified portfolio including product and public liability, compulsory third-party motor, professional risks and workers’ compensation exposures and we assumed net loss reserves of $202 million in exchange for consideration of $200 million.

•In October 2024, we completed an LPT agreement with SiriusPoint Ltd. (“SiriusPoint”) to reinsure a portfolio of workers’ compensation business covering underwriting years 2018 to 2023 and we assumed net loss reserves of $355 million in exchange for consideration of $300 million.

•In October 2024, we completed an LPT agreement with QBE Insurance Group Limited (“QBE”) to reinsurance a portfolio of US commercial liability, general aviation, and workers’ compensation business and we assumed net loss reserves of $392 million in exchange for consideration of $357 million.

•In November 2024, we closed an agreement to purchase 100% of the voting and non-voting shares in a Class 3B Bermuda-based reinsurer and segregated accounts company within the property catastrophe ILS market for a purchase price of $45 million. Following closing, we merged the reinsurer into Cavello.

•In December 2024, we completed an ADC agreement with James River Group Holdings, Ltd. (“James River”) for certain U.S. casualty exposures and we assumed net loss reserves of $76 million in exchange for consideration of $52 million. This coverage is in excess of an existing $160 million ADC reinsurance coverage provided by a third-party.

Capital and Other Activity

•In March 2024, Cavello was assigned an S&P Insurer Financial Strength Rating of ‘A’ with stable outlook. Cavello is Enstar’s primary run-off consolidator, and a Class 3B reinsurer.

Enstar Group Limited | 2024 Form 10-K                  53

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Item 7 | Management Discussion and Analysis | Consolidated Results of Operations

Consolidated Results of Operations - For the Years Ended December 31, 2024, 2023 and 2022

Primary GAAP Financial Measures

We use the following GAAP measures to manage the Company and monitor our performance:

•Net income and net income attributable to Enstar ordinary shareholders, which collectively provide a measure of our performance focusing on underwriting, investment and expense results;

•Comprehensive income attributable to Enstar, which provides a measure of the total return, including unrealized gains and losses on fixed maturities, AFS investments, as well as other elements of other comprehensive income;

•Book value per share (“BVPS”), which we use to measure the value of our company over time;

•Return on equity (“ROE”), which measures our profitability by dividing our net income attributable to Enstar ordinary shareholders by Enstar ordinary shareholders’ equity;

•Total investment return (“TIR”), which measures the rate of return we obtain, including realized, unrealized and fair value changes, on our investments; and

•Run-off liability earnings (“RLE”) and RLE %, which measure both the dollar amount of prior period development on our acquired portfolios (RLE) and the percentage of prior period development relative to average net loss reserves, calculated by dividing our prior period development by our average net loss reserves (RLE %).

Enstar Group Limited | 2024 Form 10-K                  54

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Item 7 | Management Discussion and Analysis | Consolidated Results of Operations

The following table sets forth certain consolidated financial information for the years ended December 31, 2024, 2023 and 2022:

			Year Ended December 31,
			2024						2023						$ / pp Change						2022						$ / pp Change
			(in millions of U.S. dollars)
Technical Results
Net premiums earned			$	40					$	43					$	(3)					$	66					$	(23)
Net incurred losses and LAE
Current period			23						30						(7)						48						(18)
Prior Period			(149)						(131)						(18)						(756)						625
Total net incurred losses and LAE			(126)						(101)						(25)						(708)						607
Policyholder benefit expenses			—						—						—						25						(25)
Acquisition costs			9						10						(1)						23						(13)
Investment Results
Net investment income			651						647						4						455						192
Net realized losses			(9)						(65)						56						(111)						46
Fair value changes in trading securities, funds held and other investments			456						528						(72)						(1,503)						2,031
(Losses) income from equity method investments			(18)						13						(31)						(74)						87
Other income			67						288						(221)						39						249
Defendant asbestos and environmental expenses			40						12						28						4						8
Amortization of net deferred charge assets			117						106						11						80						26
General and administrative expenses			391						369						22						331						38
Goodwill impairment			63						—						63						—						—
Net foreign exchange gains			(39)						—						(39)						(15)						15
Income tax (expense) benefit			(62)						250						(312)						12						238
NET INCOME (LOSS)			$	581					$	1,218					$	(637)					$	(945)					$	2,163
Less: Net (income) loss attributable to noncontrolling interests			(5)						(100)						95						75						(175)
NET INCOME (LOSS) ATTRIBUTABLE TO ENSTAR ORDINARY SHAREHOLDERS			$	540					$	1,082					$	(542)					$	(906)					$	1,988
COMPREHENSIVE INCOME (LOSS) ATTRIBUTABLE TO ENSTAR			$	571					$	1,084					$	(513)					$	(1,156)					$	2,240
GAAP measures:
BVPS			$	380.29					$	343.45					$	36.84					$	262.24					$	81.21
ROE			10.7		%				24.2		%				(13.5)		pp				(15.6)		%				39.8		pp
RLE			1.3		%				1.1		%				0.2		pp				6.3		%				(5.2)		pp
TIR %			6.3		%				7.2		%				(0.9)		pp				(9.0)		%				16.2		pp
Non-GAAP measures:
FDBVPS*			$	368.47					$	336.72					$	31.75					$	258.92					$	77.80
Adjusted ROE*			12.7		%				18.8		%				(6.1)		pp				(1.1)		%				19.9		pp
Adjusted RLE % *			1.2		%				1.8		%				(0.6)		pp				3.9		%				(2.1)		pp
Adjusted TIR %*			6.1		%				5.3		%				0.8		pp				(0.2)		%				5.5		pp

pp - Percentage point(s)

*Non-GAAP measure; refer to "Non-GAAP Financial Measures" section for reconciliation to the applicable GAAP financial measure.

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Item 7 | Management Discussion and Analysis | Consolidated Results of Operations

Overall Results

Year Ended December 31, 2024 versus 2023:

Net income attributable to Enstar ordinary shareholders decreased by $542 million to $540 million for the year ended December 31, 2024, from $1.1 billion in 2023, as a result of:

•A current year tax expense of $62 million compared to a prior year tax benefit of $250 million. The expense for the year ended December 31, 2024 is primarily due to $77 million of net deferred tax expenses resulting from the reduction of the ETA following our qualification for the five-year limited international footprint exemption which deferred the applicability of the Bermuda CIT to Enstar until 2030. Under this five-year exemption, we will not utilize $85 million of the originally expected ETA amortization tax benefits, partially offset by $8 million from the remeasurement of AFS securities deferred tax liabilities over the same period. The 2024 tax expense is partially offset by a deferred tax benefit associated with current year losses in the U.S. jurisdictions. The income tax benefit for the year ended December 31, 2023 is primarily due to a $205 million deferred tax benefit related to Bermuda CIT enactment and the establishment of a deferred tax asset (“DTA”) under the ETA, as well as the release of DTA valuation allowances and tax benefits recognized in both the U.S. and U.K. jurisdictions;

•A decrease in other income of $221 million in 2024 when compared to 2023, largely driven by the prior year net gain of $275 million recognized from the novation of the Enhanzed Re reinsurance of a closed block of life annuity policies. This was partially offset by a recovery on professional and other fees;

•Goodwill impairment of $63 million undertaken in 2024 as referenced above; and

•A decrease in favorable total investment returns of $43 million. Investment returns recognized in net income of $1.1 billion for the year ended December 31, 2024, consisting of the aggregate of net investment income, net realized losses, fair value changes in trading securities, funds held and other investments, and (losses) income from equity method investments were consistent with the total investment returns included in net income of $1.1 billion for the year ended December 31, 2023. The variance in total investment returns recognized in net income was driven by:

◦An overall loss from net realized losses and fair value changes in fixed maturities, trading and funds held of $48 million in 2024, compared to an overall gain of $66 million in 2023, primarily due to rising interest rates across parts of the U.S., U.K. and European markets in 2024 as compared to a decline in interest rates in 2023;

◦Losses from equity method investments of $18 million, driven by losses from our investment in Monument Re, partially offset by income from our investment in Core Specialty, compared to gains of $13 million in 2023, primarily driven by income from our investments in Core Specialty and Citco, partially offset by losses from our investment in Monument Re;

◦Fair value changes in our other investments, including equities of $495 million in 2024, in comparison to fair value changes in our other investments, including equities of $397 million in 2023, as a result of stronger performance from hedge funds and privately held equities in 2024; and

◦Net investment income of $651 million in 2024, increased by $4 million in comparison to $647 million in 2023, primarily due to the reinvestment of fixed maturities at higher yields and deployment of consideration received from reinsurance transactions completed during the year, partially offset by the impact of declining short-term interest rates on our fixed maturities securities that are subject to floating interest rates.

This was offset by:

•A decrease in net income attributable to noncontrolling interests of $95 million, as a result of recording the portion of the $275 million gain on novation of the Enhanzed Re reinsurance of a closed block of life annuity policies attributable to Allianz’s equity interest in Enhanzed Re in the prior period; and

•An increase in favorable prior period development of net incurred losses and LAE of $18 million from 2023:

◦Net favorable prior period development of $149 million in 2024 was primarily driven by a reduction in our estimates of net ultimate losses and provisions for unallocated loss adjustment expenses (“ULAE”) of $182 million, partially offset by a $20 million increase in the fair value of our 2017 and 2018 LPT liabilities where we elected the fair value option and $13 million of fair value adjustment amortization;

◦In comparison, net favorable prior year development of $131 million in 2023 was primarily due to a reduction in our estimates of net ultimate losses and provisions for ULAE of $226 million and a $78 million

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Item 7 | Management Discussion and Analysis | Consolidated Results of Operations

increase in the fair value of our 2017 and 2018 LPT liabilities where we elected the fair value option and $17 million of fair value adjustment amortization; and

◦This resulted in RLE of 1.3% in 2024 in comparison to RLE of 1.1% in 2023.

The above factors contributed to net income of $581 million for the year ended December 31, 2024 as compared to $1.2 billion in the comparative period, as well as net income attributable to Enstar ordinary shareholders of $540 million as compared to $1.1 billion in the comparative period. Consequently, our ROE was 10.7% for the twelve months ended December 31, 2024 compared to 24.2% for the comparative period.

Comprehensive income attributable to Enstar was $571 million for the year ended December 31, 2024, as compared to comprehensive income of $1.1 billion for the year ended December 31, 2023. Comprehensive income for the year ended December 31, 2024 was primarily driven by net income of $581 million, reduced by the change in net liability for losses and LAE at fair value instrument-specific credit risk of $10 million and comprehensive income attributable to non-controlling interest of $5 million. This was partially offset by the unrealized gains on our fixed maturities, AFS net of reclassification adjustments of $7 million. The unrealized gains on our fixed maturities, AFS, combined with our favorable investment return, described above, contributed to a net TIR of 6.3% in 2024, in comparison to a TIR of 7.2% in 2023.

BVPS and FDBVPS* increased by 10.7% and 9.4%, respectively, from December 31, 2023 to December 31, 2024, primarily due to comprehensive income attributable to Enstar for the year ended December 31, 2024, which contributed 11.4% to both BVPS and FDBVPS*.

The increase in interest rates in 2024 contributed to cumulative net unrealized losses of $752 million on our fixed maturities, trading and AFS, and funds held as of December 31, 2024. This has adversely impacted BVPS by $51.24 per share and FDBVPS* by $49.65 per share as of December 31, 2024. This compares to $725 million of net unrealized losses on our fixed maturities, trading and AFS, and funds held as of December 31, 2023.

*Non-GAAP measure; refer to "Non-GAAP Financial Measures" section for reconciliation to the applicable GAAP financial measure.

Year Ended December 31, 2023 versus 2022:

Net income attributable to Enstar ordinary shareholders was $1.1 billion for the year ended December 31, 2023, which compares to a net loss of $906 million from 2022, as a result of:

•Favorable total investment returns recognized in net income of $1.1 billion for the year ended December 31, 2023, consisting of the aggregate of net investment income, net realized losses, fair value changes in trading securities, funds held and other investments, and (losses) income from equity method investments, in comparison to negative total investment returns included in net income of $1.2 billion for the year ended December 31, 2022. The variance in total investment returns recognized in net income (loss) was driven by:

◦Positive fair value changes in our other investments, including equities of $397 million, in comparison to negative fair value changes in 2022 of $433 million, as a result of strong global equity market performance, particularly in the first and fourth quarters of 2023, and tightening high yield credit spreads, in comparison to the challenging market environment for the year ended December 31, 2022;

◦The aggregate of net realized losses on fixed maturities and positive fair value changes in our fixed maturities, trading and funds held of $66 million in 2023, compared to the aggregate of net realized losses and negative fair value changes of $1.2 billion in 2022, primarily due to a decrease in interest rates across U.S., U.K. and European markets in 2023 as compared to significant increases in interest rates in 2022;

◦An increase in net investment income of $192 million in 2023 when compared to 2022, consistent with the increasing investment income we have earned on a sequential quarterly basis, primarily due to the reinvestment of fixed maturities at higher yields, deployment of consideration received from LPT and insurance transactions closed over the past 12 months and the impact of rising interest rates on our fixed maturities securities that are subject to floating interest rates; and

◦Income from equity method investments of $13 million in 2023, driven by income from our investments in Core Specialty and Citco, partially offset by losses from our investment in Monument Re, compared to losses of $74 million in 2022, primarily driven by losses from our investment in Monument Re.

•An increase in other income of $249 million in 2023 when compared to 2022, largely driven by the first quarter 2023 net gain recognized from the novation of the Enhanzed Re reinsurance of a closed block of life annuity policies; and

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Item 7 | Management Discussion and Analysis | Consolidated Results of Operations

•A favorable change in income tax benefit of $238 million, primarily driven by the establishment of a $205 million net deferred tax asset related to the enactment of the Bermuda CIT in December 2023 as referenced above.

This was partially offset by:

•A decrease in favorable prior period development of net incurred losses and LAE of $625 million from 2022:

◦Net favorable prior period development of $131 million in 2023 was primarily driven by a reduction in our estimates of net ultimate losses and provisions for ULAE of $226 million, partially offset by a $78 million increase in the fair value of our 2017 and 2018 LPT liabilities where we elected the fair value option.

◦In comparison, net favorable prior year development of $756 million in 2022 was primarily due to a reduction in our estimates of net ultimate losses and ULAE of $538 million and a $200 million decrease in the fair value of our 2017 and 2018 LPT liabilities where we elected the fair value option.

◦This resulted in RLE of 1.1% in 2023 in comparison to RLE of 6.3% in 2022; and

•Net income attributable to noncontrolling interests of $100 million, in comparison to a net loss of $75 million in 2022. The 2023 net income attributable to noncontrolling interests included $81 million representing a portion of the gain on novation of the Enhanzed Re reinsurance of a closed block of life annuity policies attributable to Allianz’s previous 24.9% equity interest in Enhanzed Re.

The above factors contributed to net income of $1.2 billion for the year ended December 31, 2023 as compared to a net loss of $945 million for the year ended December 31, 2022.

Comprehensive income attributable to Enstar was $1.1 billion for the year ended December 31, 2023, as compared to comprehensive loss of $1.2 billion for the year ended December 31, 2022. Comprehensive income for the year ended December 31, 2023 was primarily driven by net income of $1.2 billion and net unrealized gains on our fixed maturities, AFS, net of reclassification adjustments of $218 million, partially offset by the reclassification adjustment of $363 million associated with the novation of the Enhanzed Re reinsurance described above. The unrealized gains on our fixed income securities, AFS, combined with our favorable investment return, described above, contributed to a net TIR of 7.2% in 2023, in comparison to a TIR of (9.0)% in 2022.

BVPS and FDBVPS* increased by 31.0% and 30.0%, respectively, from December 31, 2022 to December 31, 2023, primarily due to comprehensive income attributable to Enstar for the year ended December 31, 2023, which contributed 24.3% to both BVPS and FDBVPS*, combined with the repurchase of all our non-voting convertible ordinary shares and 841,735 of our voting ordinary shares.

The significant increase in interest rates in 2022 contributed to cumulative net unrealized losses of $725 million on our fixed maturities, trading and AFS, and funds held as of December 31, 2023. This has adversely impacted BVPS by $49.55 per share and FDBVPS* by $48.58 per share as of December 31, 2023. This compares to $1.8 billion of net unrealized losses on our fixed maturities, trading and AFS, and funds held as of December 31, 2022.

BVPS and FDBVPS* as of December 31, 2022 reported in this Annual Report on Form 10-K reflect the impact of our adoption of the long-duration contract accounting standard, which had the effect of retrospectively increasing such measures by $16.04 and $15.83, respectively, from the amounts reported in our Annual Report on Form 10-K for the year ended December 31, 2022. The higher opening BVPS and FDBVPS* for the year negatively impacted our growth in BVPS and FDBVPS* for the year ended December 31, 2023, which would have otherwise been 39.5% and 38.5%, respectively. Our future policyholder benefit liabilities, which were adjusted for the retrospective application of the long-duration contract accounting standard, were settled in the fourth quarter of 2022 following the completion of the novation as described above, but the transaction was recognized in the first quarter of 2023 as we report the results of Enhanzed Re on a one quarter lag. Consequently, the adoption of the long-duration contract accounting standard had no impact on our BVPS or FDBVPS* as of December 31, 2023.

Similarly, the price paid for our first quarter 2023 repurchase of our non-voting convertible ordinary shares represented a 13.0% discount to the December 31, 2022 book value and a 23.0% discount to such December 31, 2022 book value when retrospectively adjusting for the adoption of the long-duration contract accounting standard.

*Non-GAAP measure; refer to "Non-GAAP Financial Measures" section for reconciliation to the applicable GAAP financial measure.

Enstar Group Limited | 2024 Form 10-K                  58

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Item 7 | Management Discussion and Analysis | Key Performance Measures

Overall Measures of Performance

BVPS and FDBVPS*

BVPS and FDBVPS* increased by 10.7% and 9.4%, respectively, from December 31, 2023 to December 31, 2024, primarily as a result of comprehensive income attributable to Enstar of $571 million for the year ended December 31, 2024. The cumulative impact of the $752 million of net unrealized losses on our fixed maturities and funds held - directly managed adversely impacted BVPS by $51.24 per share and FDBVPS* by $49.65 per share as of December 31, 2024.

ROE and Adjusted ROE*

*Non-GAAP measure; refer to "Non-GAAP Financial Measures" section for reconciliation to the applicable GAAP financial measure.

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Item 7 | Management Discussion and Analysis | Key Performance Measures

2024 versus 2023

ROE decreased by 13.5 pp primarily due to the following factors:

						Year Ended
						December 31, 2024						December 31, 2023						Change																					ROE pp change
																																							ROE Impact
						(in millions of U.S. dollars)																																	%
Net investment income						$	651					$	647					$	4																				(1.5)		%
Fair value changes on trading securities and funds held						(39)						131						(170)																					(3.7)		%
Fair value changes on other investments, including equities						495						397						98																					1.0		%
Net realized losses						(9)						(65)						56																					1.3		%
(Loss) income from equity method investments						(18)						13						(31)																					(0.6)		%
Other income						67						288						(221)																					(5.1)		%
Prior period net incurred losses and LAE						149						131						18																					—		%
General and administrative expenses						(391)						(369)						(22)																					0.5		%
Net income attributable to noncontrolling interests						(5)						(100)						95																					2.1		%
Net foreign exchange gains						39						—						39																					0.8		%
Goodwill impairment						(63)						—						(63)																					(1.3)		%
Income tax (expense) benefit						(62)						250						(312)																					(6.8)		%
Other						(274)						(241)						(33)																					(0.2)		%
Net income attributable to Enstar ordinary shareholders						540						1,082
Total change in ROE																		(542)
Opening ordinary shareholders’ equity						$	5,025					$	4,464
ROE / Change in ROE						10.7		%				24.2		%																									(13.5)		%

Adjusted ROE* decreased by 6.1 pp in 2024 relative to 2023. Adjusted ROE* excludes the impact of goodwill impairment, merger related expenses, net realized gains (losses) on fixed maturities, AFS and fair value changes on fixed maturities, trading and funds held.

*Non-GAAP measure; refer to "Non-GAAP Financial Measures" section for reconciliation to the applicable GAAP financial measure.

Enstar Group Limited | 2024 Form 10-K                  60

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Item 7 | Management Discussion and Analysis | Key Performance Measures

2023 versus 2022

ROE increased by 39.8 pp primarily due to the following factors:

						Year Ended
						December 31, 2023						December 31, 2022						Change																					ROE pp change
																																							ROE Impact
						(in millions of U.S. dollars)																																	%
Net investment income						$	647					$	455					$	192																				6.7		%
Fair value changes on trading securities and funds held						131						(1,070)						1,201																					21.3		%
Fair value changes on other investments, including equities						397						(433)						830																					16.3		%
Net realized losses						(65)						(111)						46																					0.5		%
Income (loss) from equity method investments						13						(74)						87																					1.6		%
Other income						288						39						249																					5.8		%
Prior period net incurred losses and LAE						131						756						(625)																					(10.1)		%
General and administrative expenses						(369)						(331)						(38)																					(2.6)		%
Net (income) loss attributable to noncontrolling interests						(100)						75						(175)																					(3.5)		%
Net foreign exchange gains						—						15						(15)																					(0.3)		%
Income tax benefit						250						12						238																					5.4		%
Other						(241)						(239)						(2)																					(1.3)		%
Net income attributable to Enstar ordinary shareholders						1,082						(906)
Total change in ROE																		1,988
Opening Equity						$	4,464					$	5,813
ROE / Change in ROE						24.2		%				(15.6)		%																									39.8		%

Adjusted ROE* increased by a lesser amount than ROE, of 19.9 pp, as it excludes the impact of net realized gains (losses) on fixed maturities, AFS and fair value changes on fixed maturities, trading and funds held.

*Non-GAAP measure; refer to "Non-GAAP Financial Measures" section for reconciliation to the applicable GAAP financial measure.

Enstar Group Limited | 2024 Form 10-K                  61

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Item 7 | Management Discussion and Analysis | Non-GAAP Financial Measures

Non-GAAP Financial Measures

In addition to our key financial measures presented in accordance with GAAP, we present other non-GAAP financial measures that we use to manage our business, compare our performance against prior periods and against our peers, and as performance measures in our incentive compensation program.

These non-GAAP financial measures provide an additional view of our operational performance over the long-term and provide the opportunity to analyze our results in a way that is more aligned with the way our management measures our underlying performance.

The presentation of these non-GAAP financial measures, which may be defined and calculated differently by other companies, is used to enhance the understanding of certain aspects of our financial performance. It is not meant to be considered in isolation, superior to, or as a substitute for the directly comparable financial measures prepared in accordance with GAAP.

Some of the adjustments reflected in our non-GAAP measures are recurring items, such as the exclusion of adjustments to fair value changes and net realized (gains)/losses on fixed maturities recognized in our statements of operations, the fair value of certain of our loss reserve liabilities for which we have elected the fair value option, and the amortization of fair value adjustments.

Management makes these adjustments in assessing our performance so that the changes in fair value due to interest rate movements, which are applied to some but not all our assets and liabilities because of preexisting accounting elections, do not impair comparability across reporting periods.

It is important for the readers of our periodic filings to understand that these items will recur from period to period.

However, we exclude these items for the purpose of presenting a comparable view across reporting periods of the impact of our underlying claims management and investments without the effect of interest rate fluctuations on assets that we anticipate holding to maturity and non-cash changes to the fair value of our reserves.

Similarly, our non-GAAP measures reflect the exclusion of certain items that we deem to be nonrecurring, unusual or infrequent when the nature of the charge or gain is such that it is not reasonably likely that such item may recur within two years, nor was there a similar charge or gain in the preceding two years. This includes adjustments related to bargain purchase gains on acquisitions of businesses, net gains or losses on sales of subsidiaries, net assets of held for sale or disposed subsidiaries classified as discontinued operations, and other items that we separately disclose.

*Non-GAAP measure; refer to "Non-GAAP Financial Measures" section for reconciliation to the applicable GAAP financial measure.

Enstar Group Limited | 2024 Form 10-K                  62

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Item 7 | Management Discussion and Analysis | Non-GAAP Financial Measures

The following table presents more information on each non-GAAP measure. The results and GAAP reconciliations for these measures are set forth further below.

Non-GAAP Measure

Definition

Purpose of Non-GAAP Measure over GAAP Measure

Fully diluted book value per ordinary share

Total Enstar ordinary shareholders' equity Divided by Number of ordinary shares outstanding, adjusted for: -the ultimate effect of any dilutive securities (which include restricted shares, restricted share units, directors’ restricted share units, performance share units and JSOP shares(1)) on the number of ordinary shares outstanding

Increases the number of ordinary shares to reflect the exercise of equity awards granted but not yet vested as, over the long term, this presents both management and investors with a more economically accurate measure of the realizable value of shareholder returns by factoring in the impact of share dilution. We use this non-GAAP measure in our incentive compensation program.

Adjusted return on equity (%)

Adjusted operating income (loss) attributable to Enstar ordinary shareholders divided by adjusted opening Enstar ordinary shareholders’ equity

Calculating the operating income (loss) as a percentage of our adjusted opening Enstar ordinary shareholders' equity provides a more consistent measure of the performance of our business by enabling comparison between the financial periods presented. We eliminate the impact of fair value changes and net realized (gains) losses on fixed maturities and funds held-directly managed and the change in fair value of insurance contracts for which we have elected the fair value option, as:  •we typically hold most of our fixed maturities until the earlier of maturity or the time that they are used to fund any settlement of related liabilities which are generally recorded at cost; and  •removing the fair value option improves comparability since there are limited acquisition years for which we elected the fair value option.   Therefore, we believe that excluding their impact on our net income improves comparability of our core operational performance across periods.     We include fair value adjustments as non-GAAP adjustments to the adjusted operating income (loss) attributable to Enstar ordinary shareholders as they are non-cash charges that are not reflective of the impact of our claims management strategies on our loss portfolios.  We eliminate the impact of any goodwill impairment charges as they occur infrequently, and their elimination improves comparability between periods. We eliminate the impact of expenses related to the Merger Agreement as we deem these to be out of the ordinary course of business and to help provide a more accurate measure of performance across periods. We eliminate the net gain (loss) on the purchase and sales of subsidiaries and net income from discontinued operations, as these items are not indicative of our ongoing operations.    We use this non-GAAP measure in our incentive compensation program.

Adjusted operating income (loss) attributable to Enstar ordinary shareholders (numerator)

Net income (loss) attributable to Enstar ordinary shareholders, adjusted for: -fair value changes and net realized (gains) losses on fixed maturities and funds held-directly managed, -change in fair value of insurance contracts for which we have elected the fair value option (2), -amortization of fair value adjustments, -net gain/loss on purchase and sales of subsidiaries (if any) -net income from discontinued operations (if any), -goodwill impairment charges -expenses related to the Merger Agreement -tax effects of adjustments, and -adjustments attributable to noncontrolling interests

Adjusted opening Enstar ordinary shareholders' equity (denominator)

Opening Enstar ordinary shareholders' equity, less: -fair value changes on fixed maturities and funds held-directly managed, -fair value of insurance contracts for which we have elected the fair value option (2), -fair value adjustments, and -net assets of held for sale or disposed subsidiaries classified as discontinued operations (if any)

Enstar Group Limited | 2024 Form 10-K                  63

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Item 7 | Management Discussion and Analysis | Non-GAAP Financial Measures

Non-GAAP Measure

Definition

Purpose of Non-GAAP Measure over GAAP Measure

Adjusted run-off liability earnings (%)

Adjusted PPD divided by average adjusted net loss reserves

Calculating the RLE as a percentage of our adjusted average net loss reserves provides a more meaningful and comparable measurement of the impact of our claims management strategies on our loss portfolios across acquisition years and also to our overall financial periods.     We use this measure to evaluate the impact of our claims management strategies because it provides visibility into our ability to settle our claims obligations for amounts less than our initial estimate at the point of acquiring the obligations.         The following components of periodic recurring net incurred losses and LAE and net loss reserves are not considered key components of our claims management performance for the following reasons:  •Prior to the settlement of the contractual arrangements, the results of our Legacy Underwriting segment were economically transferred to a third party primarily through the use of reinsurance and a Capacity Lease Agreement(4); as such, the results are not a relevant contribution to Adjusted RLE, which is designed to analyze the impact of our claims management strategies(3);   •The results of our Assumed Life segment relate only to our prior exposure to active property catastrophe business; as this business was not in run-off, the results were not a relevant contribution to Adjusted RLE;   •The change in fair value of insurance contracts for which we have elected the fair value option(2) has been removed to support comparability between the two acquisition years for which we elected the fair value option in reserves assumed and the acquisition years for which we did not make this election (specifically, this election was only made in the 2017 and 2018 acquisition years and the election of such option is irrevocable); and •The amortization of fair value adjustments are non-cash charges that obscure our trends on a consistent basis. We include our performance in managing claims and estimated future expenses on our defendant A&E liabilities because such performance is relevant to assessing our claims management strategies even though such liabilities are not included within the loss reserves. We use this measure to assess the performance of our claim strategies and part of the performance assessment of our past acquisitions.

Adjusted prior period development (numerator)

Prior period net incurred losses and LAE, adjusted to: Remove: -Legacy Underwriting (3) operations -amortization of fair value adjustments, -change in fair value of insurance contracts for which we have elected the fair value option (2), and Add: -the reduction/(increase) in estimates of net ultimate liabilities and reduction in estimated future expenses of our defendant A&E liabilities.

Adjusted net loss reserves (denominator)

Net losses and LAE, adjusted to: Remove: -Legacy Underwriting (3) net loss reserves -current period net loss reserves -net fair value adjustments associated with the acquisition of companies, -the fair value adjustments for contracts for which we have elected the fair value option (2) and Add: -net nominal defendant A&E liability exposures and estimated future expenses.

Adjusted total investment return (%)

Adjusted total investment return (dollars) recognized in net income for the applicable period divided by period average adjusted total investable assets.

Provides a key measure of the return generated on the capital held in the business and is reflective of our investment strategy. Provides a consistent measure of investment returns as a percentage of all assets generating investment returns. We adjust our investment returns to eliminate the impact of the change in fair value of fixed maturities (both credit spreads and interest rates), as we typically hold most of these investments until the earlier of maturity or used to fund any settlement of related liabilities which are generally recorded at cost.

Adjusted total investment return ($) (numerator)

Total investment return (dollars), adjusted for: -fair value changes in fixed maturities, trading and funds held-directly managed; and -unrealized (gains) losses on fixed maturities, AFS included within OCI, net of reclassification adjustments and excluding foreign exchange.

Adjusted average aggregate total investable assets (denominator)

Total average investable assets, adjusted for: -net unrealized (gains) losses on fixed maturities, AFS included within AOCI -fair value changes on fixed maturities, trading and funds held - directly managed

(1) The JSOP award became dilutive for the first time during the year ended December 31, 2024 and therefore had not been previously identified as a component of this non-GAAP measure. However, its inclusion is consistent with the effect of all other potentially dilutive securities. Refer to Note 21 - "Earnings per Share" for more detail.

(2) Comprises the discount rate and risk margin components.

(3) As of January 1, 2024, not applicable. Refer to Note 5 - "Segment Information" for more detail.

(4) The reinsurance contractual arrangements (including the Capacity Lease Agreement) described in Note 6 to our consolidated financial statements included within our Annual Report on Form 10-K for the year ended December 31, 2023 were settled during the second quarter of 2023, and we did not record any transactions in the Legacy Underwriting segment in 2023.

Enstar Group Limited | 2024 Form 10-K                  64

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Item 7 | Management Discussion and Analysis | Non-GAAP Financial Measures

Reconciliation of GAAP to Non-GAAP Measures

The table below presents a reconciliation of BVPS to FDBVPS* as of December 31, 2024, 2023 and 2022:

			2024																		2023																		2022
			Equity (1)						Ordinary Shares						Per Share Amount						Equity (1)						Ordinary Shares						Per Share Amount						Equity (1)						Ordinary Shares						Per Share Amount
			(in millions of U.S. dollars, except share and per share data)
Book value per ordinary share			$	5,581					14,675,686						$	380.29					$	5,025					14,631,055						$	343.45					$	4,464					17,022,420						$	262.24
Non-GAAP adjustment:
Share-based compensation plans									266,335																		292,190																		218,171
JSOP (2)									204,320																		—																		—
Fully diluted book value per ordinary share*			$	5,581					15,146,341						$	368.47					$	5,025					14,923,245						$	336.72					$	4,464					17,240,591						$	258.92

(1) Equity comprises Enstar ordinary shareholders' equity, which is calculated as Enstar shareholders' equity less preferred shares ($510 million as of each of December 31, 2024, 2023 and 2022), prior to any non-GAAP adjustments.

(2) The JSOP award made to our CEO included a condition that specified a hurdle price ($315.53 as of January 20, 2025) compared to our market observable ordinary share price for the award to vest, which is the greater of the closing share price and the 10-day Volume Weighted Average Price. As of December 31, 2024, the closing share price of our ordinary shares was $322.05 and the 10-day Volume Weighted Average Price was $322.22. The shares to be issued upon settlement are calculated as the market price less $205.89, multiplied by the 565,630 shares comprising the award, divided by the market price. As a result, the JSOP award was dilutive for the year ended December 31, 2024. Additionally, 20% of the award was dependent on a 10% compounded annual growth rate in Fully Diluted Book Value Per Share from January 1, 2020, which was also met through the year ended December 31, 2024. Refer to Note 22 to the Consolidated Financial Statements included within the 2024 Form 10-K for additional information on the JSOP.

*Non-GAAP measure.

Enstar Group Limited | 2024 Form 10-K                  65

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Item 7 | Management Discussion and Analysis | Non-GAAP Financial Measures

The table below presents a reconciliation of ROE to Adjusted ROE* for the years ended December 31, 2024, 2023 and 2022:

			2024																		2023																		2022
			Net income (loss) (1)						Opening equity (1)						(Adj) ROE						Net (loss) income (1)						Opening equity (1)						(Adj) ROE						Net income (loss) (1)						Opening equity (1)						(Adj) ROE
			(in millions of U.S. dollars)
Net income (loss)/Opening equity/ROE (1)			$	540					$	5,025					10.7		%				$	1,082					$	4,464					24.2		%				$	(906)					$	5,813					(15.6)		%
Non-GAAP adjustments:
Net realized losses on fixed maturities, AFS (2) / Cumulative fair value changes to fixed maturities, AFS (3)			9						380												65						647												111						36
Fair value changes on fixed maturities, trading (2) / Fair value changes on fixed maturities, trading (3)			25						234												(84)						400												503						(134)
Fair value changes on funds held - directly managed (2) / Fair value changes on funds held - directly managed (3)			14						111												(47)						780												567						9
Change in fair value of insurance contracts for which we have elected the fair value option / Fair value of insurance contracts for which we have elected the fair value option (4)			20						(246)												78						(294)												(200)						(107)
Amortization of fair value adjustments / Fair value adjustments			13						(107)												17						(124)												(18)						(106)
Gain on sale of subsidiary			(4)						—												—						—												—						—
Goodwill impairment charges			63						—												—						—												—						—
Expenses related to the Merger Agreement			6						—												—						—												—						—
Tax effects of adjustments (5)			(1)						—												(7)						—												(7)						—
Adjustments attributable to noncontrolling interests (6)			—						—												(2)						—												(111)						—
Adjusted net income (loss)/Adjusted opening equity/Adjusted ROE*			$	685					$	5,397					12.7		%				$	1,102					$	5,873					18.8		%				$	(61)					$	5,511					(1.1)		%

(1) Net income (loss) comprises net income (loss) attributable to Enstar ordinary shareholders, prior to any non-GAAP adjustments. Opening equity comprises Enstar ordinary shareholders' equity, which is calculated as opening Enstar shareholders' equity less preferred shares ($510 million as of each of December 31, 2024, 2023 and 2022), prior to any non-GAAP adjustments.

(2) Net realized gains (losses) on fixed maturities, AFS are included in net realized gains (losses) in our consolidated statements of operations. Fair value changes in our fixed maturities, trading and funds held - directly managed are included in fair value changes in trading securities, funds held and other investments in our consolidated statements of operations.

(3) Our fixed maturities are held directly on our balance sheet and also within the "Funds held" balance.

(4) Comprises the discount rate and risk margin components, net of reinsurance recoverables.

(5) Represents an aggregation of the tax expense or benefit associated with the specific country to which the pre-tax adjustment relates, calculated at the applicable jurisdictional tax rate.

(6) Represents the impact of the adjustments on the net income (loss) attributable to noncontrolling interest associated with the specific subsidiaries to which the adjustments relate.

*Non-GAAP measure.

Enstar Group Limited | 2024 Form 10-K                  66

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Item 7 | Management Discussion and Analysis | Non-GAAP Financial Measures

The below tables present a reconciliation of RLE to Adjusted RLE*:

						Year Ended																		As at December 31,																		Year Ended
						2024																		2024						2023						2024						2024
						RLE/PPD																		Net loss reserves						Net loss reserves						Average net loss reserves						RLE %
						(in millions of U.S. dollars)
PPD/net loss reserves/RLE %						$	149																	$	10,776					$	11,585					$	11,181					1.3		%
Non-GAAP adjustments:
Net current period incurred losses and LAE, excluding paid losses						—																		(21)						—						(11)
Amortization of fair value adjustments / Net fair value adjustments associated with the acquisition of companies						13																		94						107						101
Changes in fair value - fair value option / Net fair value adjustments for contracts for which we have elected the fair value option (1)						20																		214						246						230
Change in estimate of net ultimate liabilities - defendant A&E / Net nominal defendant A&E liabilities						(33)																		499						527						513
Reduction in estimated future expenses - defendant A&E / Estimated future expenses - defendant A&E						1																		32						33						33
Adjusted PPD/Adjusted net loss reserves/Adjusted RLE %*						$	150																	$	11,594					$	12,498					$	12,047					1.2		%

(1) Comprises the discount rate and risk margin components.

*Non-GAAP measure.

						Year Ended																		As at December 31,																		Year Ended
						2023																		2023						2022						2023						2023
						RLE/PPD																		Net loss reserves						Net loss reserves						Average net loss reserves						RLE %
						(in millions of U.S. dollars)
PPD/net loss reserves/RLE %						$	131																	$	11,585					$	12,011					$	11,798					1.1		%
Non-GAAP adjustments:
Net current period incurred losses and LAE, excluding paid losses						—																		(30)						—						(15)
Legacy Underwriting						—																		—						(139)						(69)
Amortization of fair value adjustments / Net fair value adjustments associated with the acquisition of companies						17																		107						124						116
Changes in fair value - fair value option / Net fair value adjustments for contracts for which we have elected the fair value option (1)						78																		246						294						270
Change in estimate of net ultimate liabilities - defendant A&E / Net nominal defendant A&E liabilities						(1)																		527						572						550
Reduction in estimated future expenses - defendant A&E / Estimated future expenses - defendant A&E						2																		33						35						34
Adjusted PPD/Adjusted net loss reserves/Adjusted RLE %*						$	227																	$	12,468					$	12,897					$	12,684					1.8		%

(1) Comprises the discount rate and risk margin components.

*Non-GAAP measure.

Enstar Group Limited | 2024 Form 10-K                  67

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Item 7 | Management Discussion and Analysis | Non-GAAP Financial Measures

						Year Ended																		As at December 31,																		Year Ended
						2022																		2022						2021						2022						2022
						RLE/PPD																		Net loss reserves						Net loss Reserves						Average net loss reserves						RLE %
						(in millions of U.S. dollars)
PPD/Net loss reserves/RLE %						$	756																	$	12,011					$	11,926					$	11,969					6.3		%
Non-GAAP adjustments:
Net current period incurred losses and LAE, excluding paid losses						—																		(45)						—						(23)
Assumed Life						(55)																		—						(181)						(91)
Legacy Underwriting						3																		(135)						(153)						(144)
Amortization of fair value adjustments / Net fair value adjustments associated with the acquisition of companies						(18)																		124						106						115
Changes in fair value - fair value option / Net fair value adjustments for contracts for which we have elected the fair value option (1)						(200)																		294						107						201
Change in estimate of net ultimate liabilities - defendant A&E / Net nominal defendant A&E liabilities						2																		572						573						573
Reduction in estimated future expenses - defendant A&E / Estimated future expenses - defendant A&E						1																		35						37						37
Adjusted PPD/Adjusted net loss reserves/Adjusted RLE %*						$	489																	$	12,856					$	12,415					$	12,637					3.9		%

(1) Comprises the discount rate and risk margin components.

*Non-GAAP measure.

Enstar Group Limited | 2024 Form 10-K                  68

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Item 7 | Management Discussion and Analysis | Non-GAAP Financial Measures

The table below presents a reconciliation of our TIR to our Adjusted TIR* for the years ended December 31, 2024, 2023 and 2022:

			2024																		2023																		2022
			Fixed Income						Other Investments						Total						Fixed Income						Other Investments						Total						Fixed Income						Other Investments						Total
			(in millions of U.S. dollars)
Net investment income			$	545					$	106					$	651					$	555					$	92					$	647					$	373					$	82					$	455
Net realized losses
Fixed maturities, AFS			(9)						—						(9)						(65)						—						(65)						(111)						—						(111)
Net realized losses			(9)						—						(9)						(65)						—						(65)						(111)						—						(111)
Fair value changes
Fixed maturities, trading			(25)						—						(25)						84						—						84						(503)						—						(503)
Funds held			(14)						—						(14)						47						—						47						(567)						—						(567)
Equity securities			—						176						176						—						167						167						—						(290)						(290)
Other investments			—						325						325						—						225						225						—						(125)						(125)
Investment derivatives			—						(6)						(6)						—						5						5						—						(18)						(18)
Fair value changes			(39)						495						456						131						397						528						(1,070)						(433)						(1,503)
(Losses) income from equity method investments			—						(18)						(18)						—						13						13						—						(74)						(74)
Other comprehensive income:
Unrealized gains (losses) on fixed maturities, AFS, net of reclassification adjustments excluding foreign exchange			50						—						50						222						—						222						(570)						—						(570)
TIR ($)			$	547					$	583					$	1,130					$	843					$	502					$	1,345					$	(1,378)					$	(425)					$	(1,803)
Non-GAAP adjustments:
Net realized losses (gains) on fixed maturities, AFS and fair value changes in trading and funds held - directly managed			48						—						48						(66)						—						(66)						1,181						—						1,181
Net unrealized (gains) losses on fixed maturities, AFS, net of reclassification adjustments excluding foreign exchange			(50)						—						(50)						(222)						—						(222)						570						—						570
Adjusted TIR ($)*			$	545					$	583					$	1,128					$	555					$	502					$	1,057					$	373					$	(425)					$	(52)
Total investments			$	11,149					$	5,304					$	16,453					$	12,525					$	4,888					$	17,413					$	13,267					$	4,943					$	18,210
Cash and cash equivalents, including restricted cash and cash equivalents			1,554						—						1,554						830						—						830						1,330						—						1,330
Total investable assets			$	12,703					$	5,304					$	18,007					$	13,355					$	4,888					$	18,243					$	14,597					$	4,943					$	19,540
Average aggregate invested assets, at fair value (1)			12,775						5,136						17,911						13,708						4,899						18,607						14,891						5,188						20,079
TIR %			4.3		%				11.4		%				6.3		%				6.1		%				10.2		%				7.2		%				(9.3)		%				(8.2)		%				(9.0)		%
Non-GAAP adjustment:
Net unrealized losses on fixed maturities, AFS included within AOCI and net unrealized (gains) on fixed maturities, trading and funds held - directly managed			752						—						752						725						—						725						1,827						—						1,827
Adjusted investable assets*			$	13,455					$	5,304					$	18,759					$	14,080					$	4,888					$	18,968					$	16,424					$	4,943					$	21,367
Adjusted average aggregate invested assets, at fair value (2)			$	13,485					$	5,136					$	18,621					$	14,870					$	4,899					$	19,769					$	15,977					$	5,188					$	21,165
Adjusted TIR %*			4.0		%				11.4		%				6.1		%				3.7		%				10.2		%				5.3		%				2.3		%				(8.2)		%				(0.2)		%
Income from fixed income assets (3)			586						—						586						575						—						575						398						—						398
Average aggregate fixed income assets, at cost (4)(5)			13,470						—						13,470						14,904						—						14,904						16,118						—						16,118
Investment book yield (6)			4.35		%				—		%				4.35		%				3.86		%				—		%				3.86		%				2.47		%				—		%				2.47		%

(1) This amount is a five period average of the total investable assets, as presented above, and is comprised of amounts disclosed in our quarterly and annual U.S. GAAP consolidated financial statements.

(2) This amount is a five period average of the Adjusted investable assets*, as presented above.

Enstar Group Limited | 2024 Form 10-K                  69

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Item 7 | Management Discussion and Analysis | Non-GAAP Financial Measures

(3) Fixed income assets, at cost include fixed maturities and cash and restricted cash and funds held.

(4) This amount is a five period average of the amounts disclosed in our quarterly and annual U.S. GAAP consolidated financial statements.

(5) Investment book yield % is calculated by dividing income from fixed income assets by average aggregate fixed income assets, at cost.

*Non-GAAP measure.

Enstar Group Limited | 2024 Form 10-K                  70

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Item 7 | Management Discussion and Analysis | Results of Operations by Segment

Results of Operations by Segment - For the Years Ended December 31, 2024, 2023 and 2022

Effective January 1, 2024 our business is organized into two reportable segments: (i) Run-off and (ii) Investments. In addition, our Corporate and Other activities, which do not qualify as an operating segment, include income and expense items that are not directly attributable to our reportable segments and activities from the former Assumed Life and Legacy Underwriting reportable segments.

Effective January 1, 2024, Assumed Life and Legacy Underwriting are no longer reportable segments as they ceased all business activities following the series of commutation and novation transactions in Enhanzed Re and the settlement of the arrangements between SGL No. 1, Arden, and Atrium. Any residual activities of the former Assumed Life and Legacy Underwriting reportable segments will be prospectively included within our Corporate and Other activities (all of which are expected to be immaterial). See Note 5 to the consolidated financial statements included within this Form 10-K for additional information5.

The following is a discussion of our results of operations by segment.

5 For a description of our segments and our Corporate and Other activities, see "Item 1. Business - Our Organization" and "Corporate and Other" below, respectively.

Enstar Group Limited | 2024 Form 10-K                  71

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Item 7 | Management Discussion and Analysis | Results of Operations by Segment | Run-off Segment

Run-off Segment

The following is a discussion and analysis of the results of operations for our Run-off segment.

			2024						2023						$ Change						2022						$ Change
REVENUES			(in millions of U.S. dollars)
Net premiums earned			$	40					$	43					$	(3)					$	40					$	3
Other income			39						9						30						19						(10)
Total revenues			79						52						27						59						(7)
EXPENSES
Net incurred losses and LAE:
Current period			23						30						(7)						44						(14)
Prior periods:
Reduction in estimates of net ultimate losses			(105)						(157)						52						(355)						198
Reduction in provisions for ULAE			(77)						(69)						(8)						(131)						62
Total prior periods			(182)						(226)						44						(486)						260
Total net incurred losses and LAE			(159)						(196)						37						(442)						246
Defendant asbestos and environmental expenses (income)			32						(1)						33						(3)						2
Acquisition costs			9						10						(1)						22						(12)
Goodwill Impairment			63						—						63						—						—
General and administrative expenses			178						177						1						143						34
Total expenses			123						(10)						133						(280)						270
SEGMENT NET (LOSS) INCOME			$	(44)					$	62					$	(106)					$	339					$	(277)

Overall Results

2024 versus 2023: Net loss from our Run-off segment was $44 million in 2024, compared to net income of $62 million in 2023. The variance of $106 million is primarily due to:

•Goodwill impairment of $63 million incurred in 2024 as referenced above;

•A $44 million decrease in favorable PPD, mainly driven by a $52 million decrease in the reduction in estimates of net ultimate losses in comparison to 2023.

◦Results for the year ended December 31, 2024 were driven by favorable development of $91 million, $55 million, and $29 million on our workers’ compensation, professional indemnity / directors and officers, and motor lines of business respectively, relating to the 2019, 2021 and 2023 acquisition years, and

◦Adverse development on our general casualty line of business of $21 million, most notably impacting the 2020 and 2023 acquisition years, driven by increased average incurred losses in comparison to incurred but not reported (“IBNR”) reserve assumptions. There was also adverse development on our asbestos line of business of $33 million impacting the 2019 acquisition year and environmental line of business of $35 million, most notably impacting the 2016 and 2021 acquisition years, both driven by higher than expected claims costs and claims filings; and

•An increase in defendant asbestos and environmental expenses of $33 million, primarily driven by higher than expected claims costs and claims filings.

This was partially offset by:

•An increase in other income of $30 million, primarily driven by recovery of professional fees, other fees, and a net gain on sale of subsidiaries; and

•Improvement in loss experience for the business earned for the year ended December 31, 2024 as compared to 2023 (net premiums earned compared to current period net incurred losses and LAE).

Enstar Group Limited | 2024 Form 10-K                  72

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Item 7 | Management Discussion and Analysis | Results of Operations by Segment | Run-off Segment

2023 versus 2022: Net income from our Run-off segment decreased by $277 million, primarily due to:

•A $260 million decrease in favorable PPD, mainly driven by a $198 million decrease in the reduction in estimates of net ultimate losses in comparison to 2022.

◦Results for the year ended December 31, 2023 were driven by favorable development of $200 million on our workers’ compensation line of business because of continued favorable claim settlements, most notably in the 2018, 2019 and 2021 acquisition years. We also had favorable development of $68 million on our property line of business relating to the 2022 acquisition year because of continued favorable claims experience; partially offset by;

◦Adverse development on our general casualty line of business of $127 million, most notably impacting the 2019 and 2020 acquisition years, driven by increased average incurred losses in comparison to IBNR reserve assumptions.

◦Results for the year ended December 31, 2022 were driven by favorable development of $318 million on our workers’ compensation line of business as a result of favorable claim settlements, most notably in the 2017 to 2021 acquisition years. We also had favorable development of $56 million on our marine, aviation and transit lines of business relating to the 2014, 2018 and 2019 acquisition years because of favorable experience across a variety of claim types; partially offset by

◦Adverse development on our general casualty and motor lines of business of $57 million and $74 million, respectively, most notably impacting the 2020 acquisition year, because of worse than expected claims experience, adverse development on claims and higher than expected claims severity.

•An increase in general and administrative expenses of $34 million, primarily driven by an increase in salaries and benefits expenses and professional fees; and

•A reduction in other income of $10 million, primarily driven by the termination of a Transition Services Agreement between one of our wholly-owned subsidiaries and Core Specialty at the end of 2022; partially offset by

•Reductions in current period net incurred losses and LAE and acquisition costs that were greater than our reductions in net premiums earned, following our exit of our StarStone International business beginning in 2020.

Enstar Group Limited | 2024 Form 10-K                  73

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Item 7 | Management Discussion and Analysis | Results of Operations by Segment | Run-off Segment

Prior Periods - RLE by Acquisition Year

The following tables summarize RLE, RLE %, Adjusted RLE* and Adjusted RLE %* by acquisition year for the years ended December 31, 2024, 2023 and 2022, which management believes is useful in measuring and monitoring performance of our claims management activity on the portfolios that we have acquired. This permits comparability between acquisition years of different loss reserve volumes.

Refer to the table below for a summary of RLE, RLE %, Adjusted RLE* and Adjusted RLE%* for the year ended December 31, 2024:

																					2024
																					RLE																		Adjusted RLE*
Acquisition Year																					RLE / PPD						Average net loss reserves						RLE %						Adjusted RLE / PPD*						Average adjusted net loss reserves*						Adj RLE*  %
																					(in millions of U.S. dollars)
2014 and prior																					$	(12)					$	1,095											$	(6)					$	876
2015																					7						217												7						222
2016																					(4)						553												(10)						613
2017																					(33)						567												(22)						759
2018																					4						510												17						565
2019																					(52)						953												(78)						1,438
2020																					(30)						326												(30)						326
2021																					262						2,663												265						2,951
2022																					56						1,909												56						1,909
2023																					(75)						1,574												(75)						1,574
2024																					26						814												26						814
Total																					$	149					$	11,181					1.3		%				$	150					$	12,047					1.2		%

2024:

Our 2024 RLE % of 1.3% was positively impacted by favorable reductions in the estimates of net ultimate losses and reductions in provisions for ULAE of $182 million, partially offset by increases in the fair value of liabilities for which we have elected the fair value option of $20 million and amortization of fair value adjustments of $13 million.

Unfavorable RLE in the 2019 acquisition year was adversely impacted by development on asbestos and other latent claims, partially offset by favorable development on our workers’ compensation / personal accident and environmental lines of business.

Favorable RLE in the 2021 acquisition year was driven by favorable ground-up claims experience and continued favorable claims experience on our general casualty, professional indemnity / directors and officers, and workers’ compensation lines of business.

Favorable RLE in the 2022 acquisition year was driven by our construction defect and general casualty lines of business because of positive claims experience.

Unfavorable RLE in the 2023 acquisition year was adversely impacted by increased settlement activity in the general casualty line of business, partially offset by favorable development on our motor line of business because of positive claims experience.

Our 2024 Adjusted RLE %* of 1.2% was negatively impacted by the exclusion of the impact of the changes in the discount rate upon the fair value of liabilities where we have elected the fair value option, partially offset by the amortization of fair value adjustments relating to purchased subsidiaries. It is also impacted by the change in estimate of net ultimate liabilities and an increase in estimated future expenses of our defendant A&E liabilities.

*Non-GAAP measure; refer to "Non-GAAP Financial Measures" section for reconciliation to the applicable GAAP financial measure.

Enstar Group Limited | 2024 Form 10-K                  74

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Item 7 | Management Discussion and Analysis | Results of Operations by Segment | Run-off Segment

Refer to the table below for a summary of RLE, RLE %, Adjusted RLE * and Adjusted RLE %* for the year ended December 31, 2023:

						2023
						RLE																		Adjusted RLE*
Acquisition Year						RLE / PPD						Average net loss reserves						RLE %						Adjusted RLE / PPD*						Average adjusted net loss reserves*						Adjusted RLE* %
			(in millions of U.S. dollars)
2014 and prior						$	32					$	1,361											$	6					$	897
2015						15						263												16						281
2016						19						643												22						709
2017						(89)						582												(37)						799
2018						(12)						672												25						749
2019						(37)						1,027												(39)						1,538
2020						(21)						493												(21)						495
2021						179						3,209												210						3,662
2022						78						2,751												78						2,757
2023						(33)						797												(33)						797
Total						$	131					$	11,798					1.1		%				$	227					$	12,684					1.8		%

2023:

Our 2023 RLE % of 1.1% was positively impacted by favorable reductions in the estimates of net ultimate losses and reductions in provisions for ULAE of $226 million, partially offset by increases in the fair value of liabilities for which we have elected the fair value option of $78 million and amortization of fair value adjustments of $17 million.

Unfavorable RLE in the 2017 acquisition year was adversely impacted by an increase in the fair value of liabilities for which we have elected the fair value option and adverse development on our asbestos and abuse coverages within all other lines of business, driven by higher than expected claim volumes and severities over the year.

Unfavorable RLE in the 2019 acquisition year was impacted by adverse development on our general casualty line of business, partially driven by an ADC contract with higher average incurred severities in comparison to IBNR reserves assumptions.

Favorable RLE in the 2021 acquisition year was driven by favorable ground-up claims experience on an ADC contract and continued favorable claims experience on our workers’ compensation line of business.

Favorable RLE in the 2022 acquisition year was driven by the expected benefit from claims covered by other insurance and reinsurance evaluated across multiple lines of business, including property, all other, general casualty and workers’ compensation, partially offset by adverse development on our professional indemnity/directors and officers line of business.

Our 2023 Adjusted RLE %* of 1.8% was positively impacted by the net reduction in estimates of net ultimate losses relating to the Run-off segment, as described above. It excludes the impact of changes in the fair value of liabilities where we have elected the fair value option and the amortization of fair value adjustments relating to purchased subsidiaries.

*Non-GAAP measure; refer to "Non-GAAP Financial Measures" section for reconciliation to the applicable GAAP financial measure.

Enstar Group Limited | 2024 Form 10-K                  75

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Refer to the table below for a summary of RLE, RLE %, Adjusted RLE* and Adjusted RLE %* for the year ended December 31, 2022:

															2022
																																																									RLE																		Adjusted RLE*
Acquisition Year																																																									RLE / PPD						Average net loss reserves						RLE %						Adjusted RLE / PPD*						Average adjusted net loss reserves*						Adjusted RLE* %
																																																									(in millions of U.S. dollars)
2014 and prior																																																									$	44					$	1,500											$	44					$	738
2015																																																									12						312												13						319
2016																																																									14						731												22						808
2017																																																									183						745												30						905
2018																																																									58						913												19						985
2019																																																									59						1,156												54						1,685
2020																																																									(120)						719												(120)						720
2021																																																									435						3,861												356						4,443
2022																																																									71						2,032												71						2,033
Total																																																									$	756					$	11,969					6.3		%				$	489					$	12,636					3.9		%

2022:

Our 2022 RLE % of 6.3% was positively impacted by a net reduction in estimates of net ultimate losses of $403 million, a reduction of $200 million in the fair value of liabilities for which we have elected the fair value option and a $135 million reduction in provisions for ULAE.

Favorable RLE in the 2017 acquisition year was driven predominantly by a reduction in the fair value of liabilities for which we have elected the fair value option.

Favorable RLE in the 2018 acquisition year was driven by favorable claims activity from major claims reviews on our professional indemnity/directors and officers and marine, aviation and transit lines of business for our Lloyd’s syndicate books combined with a reduction in the fair value of liabilities where we have elected the fair value option.

Favorable RLE in the 2019 acquisition year was driven by continued favorable experience in an ADC contract.

Unfavorable RLE in the 2020 acquisition year was adversely impacted by general casualty liabilities where we experienced additional claim reporting latency and unexpected increased severity on a small number of large New York Labor Law claims, which resulted in increased overall ultimate loss estimates on one portfolio. In addition, we experienced higher than expected claims severity, primarily on older liabilities, and slower than expected claim settlement rates related to our ride share motor portfolio. This was partially offset by favorable development on other portfolios.

Favorable RLE in the 2021 acquisition year was driven by continued favorable experience in our workers’ compensation portfolios, which benefited from lower severity trends on certain existing claims, reduced levels of expected frequency of claims for excess workers’ compensation risks, favorable claim settlements, and accelerated and favorable claim settlement patterns on certain portfolios. In addition, we recorded favorable development on an ADC contract where the cedants have experienced continued favorable ground-up performance. We also recorded favorable claim activity on the Assumed Life segment catastrophe book, combined with the recognition of a gain on commutation of the catastrophe reinsurance business of $59 million.

Favorable RLE in the 2022 acquisition year was primarily driven by a portfolio where our initial estimate of claims handling costs (or ULAE) were reduced, as we achieved better than expected current and future cost economies of scale on this transaction.

Our 2022 Adjusted RLE %* of 3.9% was negatively impacted by the exclusion of the impact of changes in the fair value of liabilities where we have elected the fair value option and the amortization of fair value adjustments relating to purchased subsidiaries.

*Non-GAAP measure; refer to "Non-GAAP Financial Measures" section for reconciliation to the applicable GAAP financial measure.

Enstar Group Limited | 2024 Form 10-K                  76

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Item 7 | Management Discussion and Analysis | Results of Operations by Segment | Investments Segment

Investments Segment

The following is a discussion and analysis of the results of operations for our Investments segment.

			2024						2023						$ Change						2022						$ Change
			(in millions of U.S. dollars)
REVENUES
Net investment income:
Fixed maturities			$	553					$	539					$	14					$	380					$	159
Cash and restricted cash			33						36						(3)						8						28
Other investments, including equities			106						92						14						82						10
Less: Investment expenses			(41)						(20)						(21)						(25)						5
Total net investment income			651						647						4						445						202
Net realized losses:
Fixed maturities			(9)						(65)						56						(111)						46
Total net realized losses			(9)						(65)						56						(111)						46
Fair value changes in:
Fixed maturities, trading and funds held			(39)						131						(170)						(1,060)						1,191
Other investments, including equities			495						397						98						(433)						830
Total fair value changes in trading securities, funds held and other investments			456						528						(72)						(1,493)						2,021
Total revenues			1,098						1,110						(12)						(1,159)						2,269
EXPENSES
General and administrative expenses			40						43						(3)						37						6
Total expenses			40						43						(3)						37						6
(Losses) income from equity method investments			(18)						13						(31)						(74)						87
SEGMENT NET INCOME (LOSS)			$	1,040					$	1,080					$	(40)					$	(1,270)					$	2,350

Overall Results

2024 versus 2023: Net income from our Investments segment was $1.0 billion in 2024 compared to $1.1 billion in 2023. The decrease of $40 million was primarily due to:

•A decrease of $114 million when comparing a $48 million loss in the aggregate of realized losses and fair value changes on fixed maturities, trading and funds held compared to a net gain of $66 million in the comparable period, primarily due to rising interest rates across parts of the U.S., U.K. and European markets in 2024 as compared to a decline in interest rates in 2023; and

•Losses from equity method investments of $18 million, in comparison to income of $13 million in 2023. This was primarily due to losses from our Monument Re investment of $73 million partially offset by income on our investment in Core Specialty of $56 million during the year ended December 31, 2024. Income for the year ended December 31, 2023 in Core Specialty and Citco of $14 million and $4 million respectively, in addition to a gain related to the sale of our interest in Citco of $5 million, partially offset by losses from our Monument Re investment in 2023 of $10 million.

•This is partially offset by fair value changes on our other investments, including equities, of $495 million, in comparison to $397 million in 2023. The favorable variance of $98 million was primarily driven by an increase in net gains from our hedge funds, private equity funds, and real estate funds for the year ended December 31, 2024, largely as a result of sustained global equity market performance; and

•An increase in our net investment income of $4 million and an investment book yield from 3.86% to 4.35% due to a combination of reinvestment of fixed maturities at higher yields and deployment of consideration received from LPT and insurance contract transactions closed over the past 12 months, partially offset by the impact of declining overnight reference rate rates on the $3.0 billion of our average fixed maturities outstanding during the

Enstar Group Limited | 2024 Form 10-K                  77

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Item 7 | Management Discussion and Analysis | Results of Operations by Segment | Investments Segment

year that are subject to floating interest rates. Our floating rate investments generated net investment income of $226 million for the year ended December 31, 2024, a decrease of $18 million from the year ended December 31, 2023, which equates to a 29 basis point decrease in the yield of those investments.

2023 versus 2022: Net income from our Investments segment was $1.1 billion in 2023 compared to a net loss of $1.3 billion in 2022. The favorable movement of $2.4 billion was primarily due to:

•An increase in the overall gain from realized losses and fair value changes on fixed maturities, trading and funds held of $66 million, driven by a decline in interest rates and tightening of investment grade credit spreads, compared to the overall loss from net realized losses and fair value changes of $1.2 billion in 2022, primarily due to a significant increase in interest rates and widening of investment grade credit spreads;

•Fair value changes in other investments, including equities of $397 million in comparison to losses of $433 million in 2022. The favorable variance of $830 million was primarily driven by:

◦Net gains for the year ended December 31, 2023, primarily driven by our public equities, private equity funds, private credit funds, CLO equities, fixed income funds, hedge funds and infrastructure funds, largely as a result of strong global equity market performance and tightening of high yield and leveraged loan credit spreads; in comparison to

◦Net losses for the year ended December 31, 2022, primarily driven by our public equities, fixed income funds, hedge funds and CLO equities, largely as a result of global equity market declines and widening of high yield and leveraged loan credit spreads;

•Income from equity method investments of $13 million, in comparison to losses of $74 million in 2022. This was primarily due to income on our investments in Core Specialty and Citco of $14 million and $4 million respectively, in addition to a gain of $5 million recorded in the fourth quarter of 2023 following our decision to divest our equity interest in Citco. This was partially offset by losses on our investment in Monument Re of $10 million during the year ended December 31, 2023. This is in comparison to losses on our investments in Monument Re and Core Specialty in 2022 of $65 million and $14 million, respectively; and

•An increase in our net investment income of $202 million and book yield from 2.47% to 3.86%, which was primarily due to a combination of reinvestment of fixed maturities at higher yields, deployment of consideration received from LPT and insurance contract transactions closed over the past 12 months and the impact of rising interest rates on the $3.1 billion of our average fixed maturities outstanding during 2023 that are subject to floating interest rates. Our floating rate investments generated increased net investment income of $89 million, which equates to an increase of 246 basis points on those investments in comparison to 2022.

Investable Assets

Investable assets and adjusted investable assets* decreased by 1.3% and 1.1% from December 31, 2023 to December 31, 2024, respectively, primarily due to the impact of net paid losses and the liquidation of investments in anticipation of the funding of the return of capital related to the Merger of $500 million. This was partially offset by consideration received on the reinsurance transactions completed during 2024, investment income and fair value changes on our other investments, including equities.

*Non-GAAP measure; refer to "Non-GAAP Financial Measures" section for reconciliation to the applicable GAAP financial measures.

Enstar Group Limited | 2024 Form 10-K                  78

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Item 7 | Management Discussion and Analysis | Results of Operations by Segment | Investments Segment

Total Investments

Fixed maturities

Refer to the below tables for the fair value, duration, and credit rating of our fixed maturities:

			2024
			Fair Value						%																																													Duration (years) (1)						Credit Rating (1)
			(in millions of U.S. dollars, except percentages)
Fixed maturities and short-term investments, trading and AFS
U.S. government & agency			$	420					5.1		%																																											3.3						AA+
U.K. government			44						0.5		%																																											9.3						A+
Other government			359						4.3		%																																											5.7						AA
Corporate			3,261						39.3		%																																											5.3						A-
Municipal			109						1.3		%																																											6.9						AA-
Residential mortgage-backed			421						5.1		%																																											4.9						AA
Commercial mortgage-backed			784						9.5		%																																											1.3						A+
Asset-backed			772						9.3		%																																											1.2						A-
Total - Fixed maturities and short-term investments, trading and AFS			$	6,170					74.4		%																																											4.2						A
Fixed maturities included in funds held - directly managed			2,120						25.6		%																																											4.2						A
			$	8,290					100.0		%																																											4.2						A

(1) The average duration and average credit rating calculations include short-term investments, fixed maturities and the fixed maturities within our funds held-directly managed portfolios as of December 31, 2024.

			2023
			Fair Value						%						Duration (years) (1)						Credit Rating (1)
			(in millions of U.S. dollars, except percentages)
Fixed maturities and short-term investments, trading and AFS
U.S. government & agency			$	326					3.4		%				4.5						AA+
U.K. government			72						0.8		%				10.3						A+
Other government			391						4.1		%				5.0						AA
Corporate			4,131						43.5		%				5.4						A-
Municipal			142						1.5		%				7.6						AA-
Residential mortgage-backed			487						5.1		%				5.2						AA
Commercial mortgage-backed			841						8.9		%				1.6						AA-
Asset-backed			884						9.3		%				1.0						A
Total - Fixed maturity and short-term investments, trading and AFS			7,274						76.6		%				4.5						A
Fixed maturities included in funds held - directly managed			2,216						23.4		%				4.3						A
Total			$	9,490					100.0		%				4.4						A

(1) The average duration and average credit rating calculations include short-term investments, fixed maturities and the fixed maturities within our funds held-directly managed portfolios as of December 31, 2023.

The overall decrease in the balance of our fixed maturities and fixed maturities included in funds held - directly managed of $1.2 billion when comparing December 31, 2024 to December 31, 2023 was driven by net paid losses which outpaced the impact of proceeds from new business for the period, as well as the liquidation of investments to fund the return of capital related to the Merger.

Enstar Group Limited | 2024 Form 10-K                  79

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Other investments, including equities

Refer to the below table for the composition of our other investments, including equities:

			2024																					2023
			(in millions of U.S. dollars)
Equities
Privately held equities			$	460																													$	344
Publicly traded equities			176																														275
Exchange-traded funds			151																														82
Warrant and others			16																														—
Total			$	803																													$	701
Other investments
Private equity funds			$	1,926																													$	1,617
Private credit funds			864																														625
Hedge funds			410																														491
Real estate funds			401																														269
Fixed income funds			369																														605
CLO equity funds			162																														182
CLO equities			52																														60
Equity funds			4																														4
Total			$	4,188																													$	3,853

Our equities increased by $102 million and our other investments increased by $335 million from December 31, 2023 to December 31, 2024, primarily due to fair value changes and the funding of various non-core asset strategies, in line with our strategic asset allocation.

Equity Method Investments

Refer to the below table for a summary of our equity method investments, which does not include those investments we have elected to measure under the fair value option:

									2024																		2023																		2022
									Ownership %						Carrying Value												Income (losses) from Equity Method Investments						Ownership %						Carrying Value						Income (losses) from Equity Method Investments						Income (losses) from Equity Method Investments
									(in millions of U.S. dollars)
Citco (1)									—		%				$	—											$	—					—		%				$	—					$	9					$	5
Monument Re (2)									24.6		%				19												(73)						20.0		%				95						(10)						(65)
Core Specialty									19.9		%				281												56						19.9		%				225						14						(14)
Positive Physicians Holdings, Inc									27.0		%				13												(1)						27.0		%				14						—						—
Total															$	313											$	(18)											$	334					$	13					$	(74)

(1) Prior to the sale of our entire equity interest in Citco during 2023, we owned 31.9% of the ordinary shares in HH CTCO Holdings Limited, which in turn owns 15.4% of the convertible preferred shares, amounting to a 6.2% interest in the total equity of Citco.

(2) As of December 31, 2024, we own 24.6% of the common shares in Monument Re. We converted all our preferred shares in Monument Midco Limited, a wholly-owned subsidiary of Monument Re, to common shares in Monument Re on January 2, 2024. As of December 31, 2023, we owned 20.0% of the common shares in Monument Re as well as preferred shares in Monument Midco which had fixed dividend yields (where declared) and whose balances were included in the investment amount.

Carrying Value

The carrying value of our equity method investments decreased from December 31, 2023 primarily due to the $18 million in loss from equity method investments during 2024.

Enstar Group Limited | 2024 Form 10-K                  80

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Item 7 | Management Discussion and Analysis | Results of Operations by Segment | Investments Segment

Duration and average credit rating on fixed maturities, cash and cash equivalents and fixed maturities included in funds held - directly managed

The fair value, duration and average credit rating of investments is as follows:

						2024																		2023
						Fair Value ($) (1)						Average Duration (in years) (2)						Average Credit Rating (3)						Fair Value ($) (1)						Average Duration (in years) (2)						Average Credit Rating (3)
Total						$	9,844					3.55						A+						$	10,320					4.04						A+

(1) The fair value by segment of our fixed maturities, cash and cash equivalents and fixed maturities included in funds held-directly managed portfolios does not include the carrying value of cash and cash equivalents within our funds held portfolios.

(2) The average duration calculation includes cash and cash equivalents, short-term investments and fixed maturities, as well as the fixed maturities and cash and cash equivalents within our funds held-directly managed portfolios.

(3) The average credit rating calculation includes cash and cash equivalents, short-term investments, fixed maturities and the fixed maturities within our funds held portfolios.

The overall decrease in the balance of our fixed maturities and cash and cash equivalents of $476 million when comparing December 31, 2024 to December 31, 2023 was driven by net paid losses, which outpaced the proceeds received from new business for the period.

As of both December 31, 2024 and 2023, our fixed maturities and cash and cash equivalents had an average credit quality rating of A+.

As of December 31, 2024 and 2023, our fixed maturities that were non-investment grade (i.e. rated lower than BBB- and non-rated securities) comprised $429 million, or 5.2%, and $456 million, or 4.8%, of our total fixed maturities portfolio, respectively.

Enstar Group Limited | 2024 Form 10-K                  81

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Item 7 | Management Discussion and Analysis | Results of Operations by Segment | Assumed Life Segment

Former Assumed Life Segment

Our former Assumed Life segment consisted of life and property aggregate excess of loss (catastrophe) business relating to Enhanzed Re.

During 2022, we entered into a Master Agreement with Enhanzed Re through which we completed a series of commutation and novation agreements that allowed us to unwind Enhanzed Re’s operations in an orderly manner.

Transactions completed in the fourth quarter of 2022 were recognized in the first quarter of 2023, including the novation of our reinsurance of a closed block of life annuity policies to Monument Re and the repurchase of the remaining 24.9% interest in Enhanzed Re from Allianz.

The following is a discussion and analysis of the results of operations for our Assumed Life segment.

									2023												2022						$ Change
						(in millions of U.S. dollars)
REVENUES
Net premiums earned									$	—											$	17					$	(17)
Other income									277												—						277
Total revenues									277												17						260
EXPENSES
Net incurred losses and LAE:
Prior period									—												(55)						55
Total net incurred losses and LAE									—												(55)						55
Policyholder benefit expenses									—												25						(25)
General and administrative expenses									—												7						(7)
Total expenses									—												(23)						23
SEGMENT NET INCOME									$	277											$	40					$	237

Overall Results

We ceased all continuing reinsurance obligations relating to our Assumed Life segment following the completion of the transactions pursuant to the Master Agreement. We recorded amortization of $2 million into other income for the year ended December 31, 2023 relating to the portion of the gain on the novation transaction of $49 million that was related to the proportion of our existing ownership interest in Monument Re that is being amortized over the related settlement period of the transferred liabilities.

The $275 million gain (prior to the $2 million of amortization of the deferred gain) was calculated as of the completion date of the novation, prior to noncontrolling interests, and was comprised of the following three components:

•the reclassification benefit to income of $363 million from AOCI related to the settlement of the novated liabilities;

•the loss of $39 million on the carrying value of the net assets of $133 million as of the closing date of the transaction in exchange for cash consideration of $94 million; and

•a reduction for the deferral of a portion of the net gain, $49 million, to account for our preexisting 20% ownership interest in Monument Re, calculated from the total gain of $324 million less Allianz’s 24.9% interest equal to $81 million (the deferred gain is being amortized over the expected settlement period for the life annuity policies to account, or upon the date that Monument Re were to ever transfer the portfolio to a third party).

Our net income attributable to Enstar was further reduced by $81 million, the amount attributable to Allianz’s 24.9% noncontrolling interest in Enhanzed Re at the time of the transaction. This amount was recorded within our “Corporate and Other activities”.

For the year ended December 31, 2023, net income attributable to Enstar from this novation transaction was $196 million (consisting of the $277 million consolidated gain above, net of the $81 million included within non-controlling interests).

Enstar Group Limited | 2024 Form 10-K                  82

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Item 7 | Management Discussion and Analysis | Results of Operations by Segment | Former Legacy Underwriting Segment

Former Legacy Underwriting Segment

Our former Legacy Underwriting segment ceased operations during the year ended December 31, 2022. The following represents the activity for that year.

																					2022
REVENUES																					(in millions of U.S. dollars)
Net premiums earned																					$	9
Net investment income																					10
Fair value changes in trading securities, funds held and other investments																					(10)
Other income																					1
Total revenues																					10
EXPENSES
Net incurred losses and LAE
Current Period																					4
Prior Period																					3
Total net incurred losses and LAE																					7
Acquisition costs																					1
General and administrative expenses																					2
Total expenses																					10
SEGMENT INCOME																					$	—

Overall Results

The Legacy Underwriting segment results comprised of SGL No.1’s 25% gross share of the 2020 and prior underwriting years of Atrium’s Syndicate 609 at Lloyd’s, less the impact of reinsurance agreements with Arden and a Syndicate 609 Capacity Lease Agreement with Atrium 5 Limited.

The contractual arrangements between SGL No. 1, Arden and Atrium relating to the reinsurance agreements and the Capacity Lease Agreement were settled in the second quarter of 2023.

Enstar Group Limited | 2024 Form 10-K                  83

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Item 7 | Management Discussion and Analysis | Corporate and Other

Corporate and Other

The following is a discussion and analysis of our results of operations for our Corporate and Other activities.

			2024						2023						$ Change						2022						$ Change
			(in millions of U.S. dollars)
REVENUES
Other income			28						2						26						19						(17)
EXPENSES
Net incurred losses and LAE:
Amortization of fair value adjustments			13						17						(4)						(18)						35
Changes in fair value - fair value option (1)			20						78						(58)						(200)						278
Total net incurred losses and LAE			33						95						(62)						(218)						313
Defendant asbestos and environmental expenses (2)			8						13						(5)						7						6
Amortization of net deferred charge assets			117						106						11						80						26
General and administrative expenses			173						149						24						142						7
Total expenses			331						363						(32)						11						352
Interest expense			89						90						(1)						89						1
Net foreign exchange gains			(39)						—						(39)						(15)						15
LOSS BEFORE INCOME TAXES			(353)						(451)						98						(66)						(385)
Income tax (expense) benefit			(62)						250						(312)						12						238
Less: Net (income) loss attributable to noncontrolling interests			(5)						(100)						95						75						(175)
Dividends on preferred shares			(36)						(36)						—						(36)						—
NET LOSS ATTRIBUTABLE TO ENSTAR ORDINARY SHAREHOLDERS			$	(456)					$	(337)					$	(119)					$	(15)					$	(322)

(1) Comprises the discount rate and risk margin components.

(2) Amortization of fair value adjustments relates to the acquisition of DCo, LLC and Morse TEC, LLC.

Overall Results

2024 versus 2023: Net loss attributable to Enstar ordinary shareholders from Corporate and Other activities increased by $119 million from $337 million in the comparative year to $456 million for the year ended December 31, 2024, primarily due to:

•A current year tax expense of $62 million compared to a prior year tax benefit of $250 million. The expense for the year ended December 31, 2024 is primarily due to $77 million of net deferred tax expenses resulting from the reduction of the ETA following our qualification for the five-year limited international footprint exemption. Under this five-year exemption, we will not utilize $85 million of the originally expected ETA amortization tax benefits, partially offset by $8 million from the remeasurement of AFS securities deferred tax liabilities over the same period. The income tax benefit for the year ended December 31, 2023 is primarily due to a $205 million deferred tax benefit related to Bermuda CIT enactment and the establishment of a DTA under the ETA, as well as the release of DTA valuation allowances and tax benefits recognized in both the U.S. and U.K. jurisdictions;

•An increase in general and administrative expenses of $24 million primarily driven by increases in salaries and benefits expenses due to a share-based compensation settlement of a departing executive; and

This was partially offset by:

•Net foreign exchange gains of $39 million for the year ended December 31, 2024 that were comprised of $29 million of exposures from foreign currency denominated assets and liabilities due to GBP and AUD weakening against USD, and $10 million of gains on our non-designated foreign currency forward contracts. An offsetting foreign exchange loss of $42 million is recognized in other comprehensive income for exposure from our AFS securities;

•An increase in other income of $26 million primarily driven by recovery of professional fees and other fees;

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Item 7 | Management Discussion and Analysis | Corporate and Other

•Changes in the fair value of the 2017 and 2018 portfolios where we elected the fair value option resulted in a $20 million increase in liabilities for the year ended December 31, 2024 compared to $78 million in 2023, driven by a less significant increases in the average payout period of the underlying liabilities and decreases in global corporate bond yields; and

•Net income attributable to noncontrolling interests of $5 million for the year ended December 31, 2024, in comparison to $100 million for the year ended December 31, 2023. The decrease is primarily the result of recording the portion of the $275 million gain on novation of the Enhanzed Re reinsurance of a closed block of life annuity policies attributable to Allianz equity interest in Enhanzed Re in the prior period.

2023 versus 2022: Net loss attributable to Enstar ordinary shareholders from Corporate and Other activities increased by $322 million, primarily due to:

•Changes in the fair value of the 2017 and 2018 portfolios where we elected the fair value option resulted in a $78 million increase in liabilities for the year ended December 31, 2023, driven by an increase in the average payout period of the underlying liabilities and a decrease in global corporate bond yields. In comparison, we recognized a $200 million reduction of such liabilities in 2022 due to an increase in global corporate bond yields;

•Net income attributable to noncontrolling interests of $100 million for the year ended December 31, 2023 primarily related to the Allianz equity interest $81 million share of the gain resulting from the Enhanzed Re novation transaction. In comparison, we recognized net losses attributable to noncontrolling interests of $75 million for the year ended December 31, 2022, which was primarily a result of negative returns on Enhanzed Re investments attributable to the Allianz equity interest in Enhanzed Re;

•An increase in the amortization of net deferred charge assets of $26 million, driven by an increase in net DCA balances because of recently completed transactions; and

•Other income of $2 million in 2023 in comparison to other income of $19 million in 2022.

This was partially offset by:

•A favorable change in income tax benefit of $238 million, primarily driven by the establishment of a $205 million net deferred tax asset related to the enactment of the Bermuda CIT in December 2023 as referenced above.

General and Administrative Expenses

2024 to 2023: The $22 million increase in general and administrative expenses was driven by an increase in salaries and benefits expenses primarily due to a share-based compensation settlement of a departing executive, which was partially offset by a decrease in professional fees.

2023 to 2022: The $38 million increase in general and administrative expenses was driven by an increase in salaries and benefits due to the prior year comparison where a downward adjustment to long term incentive accruals was recorded given the significant operating losses in 2022, as well as due to a current year increase in professional fees.

Enstar Group Limited | 2024 Form 10-K                  85

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Item 7 | Management Discussion and Analysis | Current Outlook

Current Outlook

Run-off Outlook

Transactions

Refer to Note 4. Significant New Business of our consolidated financial statements included within this Form 10-K for a summary of significant new business transactions that were signed but not yet closed as of December 31, 2024.

We have also expanded our run-off portfolio to reinsure certain property catastrophe risks written by third-party capital platforms which are funded by Insurance Linked Securities (“ILS”), whereby in July 2024, we closed on a transaction to reinsure certain property coverage business written by a third-party capital platform for which Enstar received a premium of $294 million for the portfolio, which marks our first ever transaction in ILS and the first solution of its type in this market.

In September 2024, we also entered into a commitment to invest $10 million in an ILS arrangement through a Bermuda-based collateralized reinsurer, that will provide reinsurance capacity across a diversified portfolio of casualty programs. As part of the agreement, we earn a commitment fee in exchange for providing a forward exit option, or FEO, through a novation agreement after a fixed period of seven years to deliver finality to ILS investors.

In November 2024, we also closed an agreement to purchase all of the voting and non-voting shares in a Class 3B Bermuda-based reinsurer and segregated accounts company within the property catastrophe ILS market for a purchase price of $45 million. Following closing, we merged the reinsurer into one of our subsidiaries.

We continue to evaluate transactions in our active pipeline including LPTs, ADCs, and other transaction types including acquisitions. We seek opportunities to execute creative and accretive transactions by offering innovative capital release solutions that enable our clients to meet their capital and risk management objectives.

Should we execute additional transactions, our mix of loss reserves by line of business, asset mix and both rate and timing of earnings may be impacted in the medium to long term.

Seasonality

We complete most of our annual loss reserve studies in the fourth quarter of each year and, as a result, tend to record the largest movements, both favorable and adverse, to net incurred losses and LAE in this period.

In the interim periods where a reserve study has not been completed, we perform quarterly reviews to ascertain whether changes to claims paid or case reserves have varied from our expectations developed during the last annual reserve review. In this event, we consider the timing and magnitude of the actual versus expected development, and we may record an interim adjustment to our recorded reserves if, and when, warranted.

Investment Outlook

We expect global financial markets to remain uncertain in 2025 given geopolitical tensions, interest rate volatility, uncertainty around the trend of inflation and policies of a new administration in the United States.

Market expectations around the future path of interest rates are likely to represent a continued source of volatility, as global central banks may attempt to engineer a soft landing by normalizing interest rates while closely monitoring inflation. If interest rates rise and/or credit spreads widen, we may recognize unrealized losses and fair value changes on our fixed maturities and incur a higher rate of borrowing and interest costs if we renew or borrow under credit facilities in the current environment.

Despite this, elevated interest rates can represent an opportunity for us in the medium to long term, notably;

•As of December 31, 2024, we held approximately 16.6% of our portfolio, or $3.0 billion, in fixed maturities with floating interest rates which, should interest rates remain elevated, will be accretive to future investment book yields. We have earned $226 million and $244 million of net investment income from our floating rate investments for the years ended December 31, 2024 and 2023, respectively, which were generally indexed to LIBOR6 through June 30, 2023 and SOFR thereafter.

6 LIBOR was ceased on June 30, 2023 and replaced by the Secured Overnight Financing Rate (“SOFR”).

Enstar Group Limited | 2024 Form 10-K                  86

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Item 7 | Management Discussion and Analysis | Current Outlook

•Higher interest rates have provided us with the opportunity to reinvest at higher yields as our securities mature or as we invest a significant portion of consideration received from new business into fixed maturities.

We expect that the cumulative unrealized losses and fair value changes we have recognized on our fixed maturities since 2022 will be recouped as these assets get closer to their maturity and the prices pull to par, assuming we do not, or are otherwise not required to, sell such investments prior to maturity. We may also undertake tactical repositioning of our portfolio as opportunities arise to achieve better alignment with our investment strategy, rather than waiting for certain fixed maturities to pull to par, which may result in the recognition of previously unrealized losses within our income statement with a corresponding reclassification adjustment in other comprehensive income. Such adjustments would be neutral to equity since the unrealized losses are recorded as a component of accumulated other comprehensive income. Any investment repositioning may also have a corresponding impact to our investment book yield.

Unrealized gains and losses are taken into consideration with several other factors when we rebalance our investment portfolio. We have agreed to a return of capital of $500 million to our shareholders as part of the total $338 per ordinary share to be received upon completion of the Merger. As a result, while we currently do not expect to, it is possible that we may incur a loss from sale of securities in an unrealized loss position. See Note 1 of our consolidated financial statements included with this Form 10-K for further information on the Merger Agreement.

We invest in public and private assets, which may vary in the magnitude of their exposure to any potential economic downturn and other macroeconomic factors.

Despite these challenges, we remain committed to our strategic asset allocation and expect our investments to provide attractive risk adjusted returns and diversification benefits over the medium to long term.

Inflation

We continue to monitor the inflationary impacts resulting from pandemic-related government stimulus and labor force supply pressures on our loss cost trends.

Commencing in 2021, economic inflation rose significantly before peaking in mid-2022 and returning to low single digits. During this period our net loss reserves have not been significantly impacted by these inflationary pressures.

Social inflation has been a persistent headwind for the industry for some time. We continue to monitor and seek to actively resolve claims in difficult judicial districts. We closely follow these trends and proactively set appropriate reserves.

As described above, global economic policy responses to inflation have contributed to increases in interest rates, which, in the short term, have had a significant impact on our investments, in particular our fixed maturities. Any further rise in interest rates will have further negative impacts on our fixed maturities in the form of unrealized losses and fair value changes.

There remains uncertainty around the future of inflation. We continue to monitor liquidity, capital and the potential earnings impact of these changes but remain focused on medium to long term asset allocation decisions.

We expect to continue to benefit from our allocation to investments with inflationary pass-through components, including investments in private equity, private credit, real estate, and infrastructure asset classes.

Inflation, tight labor conditions and higher service costs continue to put pressure on wages and prices, which could impact our general and administrative expenses as we remain focused on being a competitive employer in our market.

Geopolitical Conflicts

Heightened geopolitical conflicts, including the Russian invasion of Ukraine and the more recent conflicts in the Middle East, are directly and indirectly (through comprehensive sanctions regimes) contributing to increased commodity prices, disrupted supply chains, global financial market volatility and significant industry losses.

We continue to monitor our direct investment and underwriting risks and our acquisition pipeline because of these ongoing conflicts. To date, we are not aware of operational disruption to us or our third party service providers because of these conflicts, and we have not identified any significant direct impacts from these events. We also

Enstar Group Limited | 2024 Form 10-K                  87

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Item 7 | Management Discussion and Analysis | Current Outlook

continue to monitor for, and respond to, all changes in the global sanctions regime, updating our procedures accordingly.

Minimum Corporate Income Tax

In December 2021, the OECD released the final model rules on Pillar II, an initiative proposing a global minimum tax rate of 15% designed to ensure large multinational enterprises pay a minimum level of tax on the income arising in each jurisdiction where they operate. We have several subsidiaries in jurisdictions that have enacted Pillar II legislation, namely the U.K., Australia, and Belgium.

In response to Pillar II initiatives, the government of Bermuda enacted a 15% corporate income tax in December 2023 that will become effective January 1, 2025. The Bermuda CIT regime provides a five-year deferral for companies meeting certain requirements. Absent the application of this exception, and based on our substantial operations in Bermuda, we expect a meaningful portion of our income will be subject to the Bermuda CIT.

We established a net deferred tax asset of $205 million related to the enactment of the Bermuda CIT in December 2023 pertaining to the ETA provision of the Act which provides a benefit using fair values of the Bermuda-based entities around the time of enactment.

However, due to ongoing legal entity and governance rationalization projects that have been underway, we qualified for the five-year deferral of the Bermuda CIT and Pillar II’s Under Tax Payment Rule (UTPR). Therefore, we do not anticipate a tax liability under the Bermuda CIT or the UTPR until at least 2030.

Note, the application of this exception to the Bermuda CIT or the UTPR is tested on an annual basis, and failure to comply in any given year until 2030 will result in the loss of this deferral. The application of this exception requires, amongst other items, that we operate in six or fewer jurisdictions (in corporate or branch form). We, as of December 31, 2024, operate in six jurisdictions. We are monitoring our activities around the globe to ensure we are not operating in more than six jurisdictions.

As a result of our qualification for the Bermuda CIT exception, we have remeasured the previously recognized $205 million net deferred tax asset. Accordingly, we have recorded a $77 million net reduction for the portion that is not expected to be utilized within the five-year period ending in 2030, during which we do not anticipate being subject to Bermuda CIT.

Enstar Group Limited | 2024 Form 10-K                  88

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Item 7 | Management Discussion and Analysis | Liquidity and Capital Resources

Liquidity and Capital Resources

Overview

We aim to generate cash flows from our (re)insurance operations and investments, preserve sufficient capital for future acquisitions and new business, and develop relationships with lenders who provide borrowing capacity at competitive rates.

As of December 31, 2024, we had $1.1 billion of cash and cash equivalents, excluding restricted cash, that supports (re)insurance operations. Included in this amount was $274 million held by our foreign subsidiaries outside of Bermuda.

We closed 2023 with a group solvency capital ratio of 195% and anticipate that our group solvency capital ratio will be higher in our 2024 BSCR filing. Based upon our strong financial fundamentals and available funding sources, we continue to believe we have access to adequate liquidity and capital resources to meet business requirements under current market conditions and reasonably possible stress scenarios for the foreseeable future. We continuously monitor our liquidity and capital positions and adjust as required by market conditions.

The following represents our total capitalization as of December 31, 2024 and 2023.

Total capitalization attributable to Enstar excluding NCI of $6 million, was $7.9 billion as of December 31, 2024 and $113 million and $7.4 billion, respectively, as of December 31, 2023. Debt and Series D and E preferred shares to total capitalization attributable to Enstar excluding NCI was 29.6% and 31.8% as of December 31, 2024 and December 31, 2023, respectively. Debt to total capitalization attributable to Enstar was 23.1% and 24.9% as of December 31, 2024 and December 31, 2023, respectively.

Under the eligible capital rules of the Bermuda Monetary Authority (“BMA”), our Preferred Shares qualify as Tier 2 capital when considering the Bermuda Solvency Capital Requirements (“BSCR”).

For purposes of the financial covenants in our credit facilities, total debt excludes hybrid capital (defined as our Junior Subordinated Notes) not exceeding 15% of total capital attributable to Enstar. As of December 31, 2024, we were in compliance with the financial covenants in our credit facilities.

Enstar Group Limited | 2024 Form 10-K                  89

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Item 7 | Management Discussion and Analysis | Liquidity and Capital Resources

Liquidity and Capital Resources of Holding Company and Subsidiaries

Holding Company Liquidity

As of December 31, 2024, holding company cash and cash equivalents amounted to $534 million (December 31, 2023: $6 million). The increase in cash and cash equivalents is pursuant to contractual requirements to maintain cash and cash equivalents that can be used to fund the return of capital related to the Merger. We expect to make significant cash distributions in connection with the Merger. At the closing of the Merger, we expect to return capital of approximately $500 million in cash to our shareholders as part of the Merger consideration. Also, in connection with the Merger, Parent will enter into a $950 million term loan facility. Although we will not be a guarantor or otherwise obligated for any amounts due under such term loan facility, we expect that Parent will seek to repay a significant portion of the facility at or following the closing of the Merger (and in any event prior to its maturity) with distributions from us.

We conduct substantially all our operations through our subsidiaries. As such, the potential sources of liquidity to Enstar as a holding company consist of cashflows from our subsidiaries, including dividends, advances and loans, and interest income on loans to our subsidiaries. We have available borrowing capacity under our revolving credit facilities, and we have obtained funding through the issuance of senior notes and preferred shares. The holding company also guarantees our Junior Subordinated Notes issued by one of our subsidiaries in prior years.

In May 2023, we and certain of our subsidiaries, as borrowers and guarantors, amended and restated our existing revolving credit agreement, which we originally entered in August 2018. The amendment and restatement increased the total commitments under the revolving credit facility from $600 million to $800 million and extended the expiry date to May 30, 2028. We have the option to request additional commitments under the facility by up to an aggregate amount of $200 million, which the existing lenders, in their discretion, or new lenders, may provide. Under the amended and restated facility, we may borrow revolving loans or request the issuance of syndicated or fronted letters of credit, in each case on a senior, unsecured basis, and pricing will continue to be based on a per annum rate comprising a reference rate determined based on the type of loan we borrow plus a margin based on our long term senior unsecured debt ratings. As of December 31, 2024, we had $800 million of available unutilized capacity under this unsecured revolving credit agreement.

We use cash to fund new acquisitions of companies. We also utilize cash for our operating expenses associated with being a public company and to pay dividends on our preferred shares and interest and principal on loans from subsidiaries and debt obligations, including loans under our credit facilities, our Senior Notes and our Junior Subordinated Notes.

We may, from time to time, raise capital from the issuance of equity, debt or other securities as we continuously evaluate our strategic opportunities. We filed an automatic shelf registration statement in March 2023 with the SEC to allow us to conduct future offerings of certain securities, if desired, including debt, equity and other securities.

As we are a holding company and have no substantial operations of our own, our assets consist primarily of investments in subsidiaries and our loans and advances to subsidiaries. Dividends from our (re)insurance subsidiaries are restricted by (re)insurance laws and regulations, as described below. The ability of all of our subsidiaries to make distributions and transfers to us may also be restricted by, among other things, other applicable laws and regulations and the terms of our credit facilities and our subsidiaries' bank loans and other issued debt instruments. During the year ended December 31, 2024, we received $704 million in dividends and return of capital from our subsidiaries, comprising $500 million of cash distributions and $204 million in equity securities and settlement of loan receivables. We did not distribute dividends to our subsidiaries during the year. During the year ended December 31, 2023, we did not receive any dividends from, and we did not distribute funds to, our subsidiaries.

Based on our group's current corporate structure with a Bermuda domiciled parent company and the jurisdictions in which we operate, if the cash and cash equivalents held by our foreign subsidiaries were to be distributed to us, as dividends or otherwise, such amount would not be subject to incremental income taxes; however, in certain circumstances withholding taxes may be imposed by some jurisdictions, including by the United States.

Based on existing tax laws, regulations and our current intentions, there were no accruals as of December 31, 2024 for any material withholding taxes on dividends or other distributions.

Enstar Group Limited | 2024 Form 10-K                  90

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Item 7 | Management Discussion and Analysis | Liquidity and Capital Resources

Merger-Related Costs

Fees and other expenses that are contingent on the closing of the Merger are estimated to range from $90 million to $105 million for consulting and advisory, legal services and employee-related bonuses. Refer to Note 1 of our consolidated financial statements included within this Form 10-K for further information on the Merger Agreement.

U.S. Finance Company Liquidity

Enstar Finance is a wholly-owned finance subsidiary under which we have issued our Junior Subordinated Notes. Like to our holding company, Enstar Finance is dependent upon funds from other subsidiaries to pay any amounts due under the Junior Subordinated Notes in the form of distributions or loans, which may be restricted by, among other things, other applicable laws and regulations and the terms of our credit facilities and our subsidiaries’ bank loans and other issued debt instruments.

Liquidity in Operating Companies

We expect that our operating companies will generate sufficient liquidity, together with our existing capital base and cash and investments acquired and from new business transactions, to meet cash requirements and to operate our business.

Sources of funds to our operating companies primarily consist of cash and investment portfolios acquired on the completion of acquisitions and new business, investment income earned, proceeds from sales and maturities of investments and collection of reinsurance recoverables. We also collect small amounts of premiums and fee and commission income.

Cash balances acquired upon the purchase of (re)insurance companies are classified as cash provided by investing activities, whereas cash from new business is classified as cash provided by operating activities.

The primary uses of funds by our operating companies are claims payments, investment purchases, operating expenses and collateral requirements.

The ability of our (re)insurance subsidiaries to pay dividends and make other distributions is limited by the applicable laws and regulations of the jurisdictions in which our (re)insurance subsidiaries operate, including Bermuda, the United Kingdom, the United States, Australia, Liechtenstein and Belgium, which subject these subsidiaries to significant regulatory restrictions.

These laws and regulations require, among other things, certain of our (re)insurance subsidiaries to maintain minimum capital requirements and limit the amount of dividends and other payments that these subsidiaries can pay to us, which in turn may limit our ability to pay dividends and make other payments.

As of December 31, 2024, our (re)insurance subsidiaries’ capital requirement levels were more than the applicable minimum levels required for their respective regulatory jurisdictions.

Our subsidiaries' ability to pay dividends and make other forms of distributions may also be limited by our repayment obligations under certain of our outstanding credit facility agreements and other debt instruments. Variability in ultimate loss payments and collateral amounts required may also result in increased liquidity requirements for our subsidiaries.

Sources and Uses of Cash

Cash and cash equivalents increased by $724 million in 2024, which was largely due to cash provided by operating and investing activities of $483 million and $286 million, respectively, partially offset by cash used in financing activities of $42 million.

Cash and cash equivalents decreased by $500 million in 2023, which was largely due to cash used in financing and investing activities of $861 million and $148 million, respectively, partially offset by cash provided by operating activities of $523 million.

Cash and cash equivalents decreased by $762 million in 2022, which was largely due to cash used in investing and financing activities of activities of $919 million and $116 million, respectively, partially offset by cash provided by operating activities of $257 million.

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Item 7 | Management Discussion and Analysis | Liquidity and Capital Resources

Analysis of Sources and Uses of Cash

Operating Cash Flow Activities

2024 vs 2023: the $40 million decrease in cash provided by operating activities was driven by a decrease in net sales and maturities of trading securities of $179 million and a decrease of $191 million, primarily generated by the release of funds held balances to cover net paid claims on certain portfolios and reinsurance balances recoverable. This was partially offset by an increase in cash acquired on completion of acquisitions and new business of $279 million, and a decrease in net paid losses of $200 million.

2023 vs 2022: the $266 million increase in cash provided by operating activities was driven by an increase in other sources of cash, primary generated by the release of funds held balances to cover net paid claims on certain portfolios and an increase in cash received as partial consideration for new business of $362 million, which included the QBE and RACQ LPTs and the AIG transaction in 2023 in comparison to the Argo and Probitas LPTs in 2022, an increase in net investment income received of $158 million and $94 million received in relation to the novation of Enhanzed Re life reinsurance policies in 2023. This was partially offset by an increase in net paid losses of $787 million, which are being driven by the Aspen, Argo and QBE LPTs we assumed over the past two years.

Investing Cash Flow Activities

2024 vs 2023: the $434 million relative increase in cash from investing activities was primarily due to a decrease in the net purchases of other investments of $238 million and a $155 million increase in net sales of AFS securities

2023 vs 2022: the $771 million decrease in cash used in investing activities was primarily due to a decrease in the net purchases of other investments of $751 million, as the 2022 purchases driven by the deployment of the InRe liquidated funds were significantly more material than the 2023 purchases made in line with our strategic asset allocation and deployment of funds acquired in the LPT and insurance contract transactions during the year.

Financing Cash Flow Activities

2024 vs 2023: Cash used in financing activities of $42 million primarily consisted of preferred dividend payments, and therefore the relative $819 million decrease in cash used was solely due to the absence of the activities in 2023 that are described below.

2023 vs 2022: the $745 million relative increase in cash used in financing activities was primarily driven by an increase in share repurchases of $368 million, because of repurchasing all our 1,597,712 outstanding non-voting convertible ordinary shares and 841,735 of our voting ordinary shares in 2023 in comparison to repurchasing 697,580 of our voting ordinary shares in 2022. During 2023, we acquired the remaining 24.9% equity interest in Enhanzed Re from Allianz for $175 million and the remaining 41.0% equity interest in SSHL from the RNCI holders for partial cash consideration of $119 million. The increase in cash used in financing activities was further driven by a decrease in the net proceeds from loans of $138 million.

Debt Obligations

We utilize debt financing and loan facilities primarily for funding acquisitions and significant new business, investment activities and, from time to time, for general corporate purposes.

Our debt obligations as of December 31, 2024 and 2023 were as follows:

						Due Date									2024						2023
															(in millions of U.S. dollars)
4.95% Senior Notes due 2029						May 2029									$	497					$	496
3.10% Senior Notes due 2031						September 2031									496						496
Total Senior Notes															993						992
5.75% Junior Subordinated Notes due 2040						August 2040									346						345
5.50% Junior Subordinated Notes due 2042						January 2042									494						494
Total Junior Subordinated Notes															840						839
Total debt obligations												$	1,833					$	1,831

Under the eligible capital rules of the BMA, the Senior Notes qualify as Tier 3 capital and the Junior Subordinated

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Item 7 | Management Discussion and Analysis | Liquidity and Capital Resources

Notes qualify as Tier 2 capital when considering the BSCR.

We may from time to time seek to retire or purchase our outstanding debt through cash purchases, redemptions and/or exchanges for other securities, in open market purchases, privately negotiated transactions or otherwise. Any such repurchases, redemptions or exchanges will be dependent upon several factors, including our liquidity requirements, contractual restrictions, general market conditions and applicable regulatory, legal and accounting factors.

Credit Ratings

The following table presents our credit ratings as of February 27, 2025:

Credit ratings (1)

Standard and Poor’s

Fitch Ratings

Long-term issuer

BBB+ (Outlook:Stable)

BBB+ (Outlook: Stable)

2029 Senior Notes

BBB+

BBB

2031 Senior Notes

BBB

BBB

2040 and 2042 Junior Subordinated Notes

BBB-

BBB-

Series D and E Preferred Shares

BBB-

BBB-

(1) Credit ratings are provided by third parties, Standard and Poor’s and Fitch Ratings, and are subject to certain limitations and disclaimers. For information on these ratings, refer to the rating agencies’ websites and other publications.

Agency ratings are not a recommendation to buy, sell or hold any of our securities and may be revised or withdrawn at any time by the issuing organization. Each agency's rating should be evaluated independently of any other agency's rating7.

7 For information on risks related to our credit ratings, refer to "Item 1A. Risk Factors - Risks Relating to Liquidity and Capital Resources" and "Item 1A. Risk Factors - Risks Relating to Ownership of our Shares."

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Item 7 | Management Discussion and Analysis | Liquidity and Capital Resources

Contractual Obligations

The following table summarizes, as of December 31, 2024, our future payments under material contractual obligations and estimated payments for losses and LAE by expected payment date for the Run-off segment. The table includes only obligations that are expected to be settled in cash.  

									Short-term						Long Term
			Total						Less than 1 Year						1 - 3 years						3 - 5 years						6 - 10 years						More than 10 Years
			(in millions of U.S. dollars)
Operating Activities
Estimated gross reserves for losses and LAE for the Run-off segment (1)
Asbestos			$	1,487					$	149					$	251					$	205					$	321					$	561
Environmental			317						35						57						51						75						99
General Casualty			3,608						631						744						473						979						781
Workers' compensation/personal accident			2,075						263						388						276						392						756
Marine, aviation and transit			335						112						98						43						38						44
Construction defect			210						63						46						46						36						19
Professional indemnity/ Directors & Officers			1,684						447						531						293						312						101
Motor			705						138						147						86						149						185
Property			257						85						84						42						34						12
Other			695						263						234						64						67						67
Total outstanding losses and IBNR			11,373						2,186						2,580						1,579						2,403						2,625
ULAE			398						75						91						58						77						97
Total estimated gross reserves for losses and LAE for the Run-off segment (1)			11,771						2,261						2,671						1,637						2,480						2,722
Financing Activities
Loan repayments (including estimated interest payments)			2,880						90						180						664						769						1,177
Total			$	14,651					$	2,351					$	2,851					$	2,301					$	3,249					$	3,899

(1)     The reserves for losses and LAE represent management’s estimate of the ultimate cost of settling losses. The estimation of losses is based on various complex and subjective judgments. Actual losses paid may differ, perhaps significantly, from the reserve estimates reflected in our consolidated financial statements. Similarly, the timing of payment of our estimated losses is not fixed and there may be significant changes in actual payment activity. The assumptions used in estimating the likely payments due by period are based on our historical claims payment experience and industry payment patterns, but due to the inherent uncertainty in the process of estimating the timing of such payments, there is a risk that the amounts paid in any such period can be significantly different from the amounts disclosed above. The amounts in the above table represent our estimates of known liabilities as of December 31, 2024 and do not take into account corresponding reinsurance recoverable amounts that would be due to us. Furthermore, certain of the reserves included in the consolidated financial statements as of December 31, 2024 were acquired by us and initially recorded at fair value with subsequent amortization, whereas the expected payments by period in the table above are the estimated payments at a future time and do not reflect the fair value adjustment in the amount payable.

Reserves for Losses and LAE

We generally attempt to match the duration of our investment portfolio to the duration of our liability profile. We generally seek to maintain investment portfolios that are shorter or of equivalent duration to the liabilities in order to provide liquidity for the settlement of losses and, where possible, to avoid having to liquidate longer-dated investments. The settlement of liabilities also has the potential to accelerate the natural payout of losses, which may require additional liquidity. As of December 31, 2024 and 2023, the estimated weighted average durations of our Run-off segment gross reserves for losses and LAE were 4.57 years and 4.72 years, respectively. The decrease from 2023 to 2024 was driven by the shorter estimated payout period of recently acquired loss reserves, partially offset by longer average payouts from new acquisitions.

Debt Obligations

The amounts presented in this table represent Enstar’s total debt obligations. Refer to the ‘Debt Obligations’ section above for further details.

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Item 7 | Management Discussion and Analysis | Liquidity and Capital Resources

Share Repurchases, Return of Capital and Dividends

We believe that the best investment is in our business, by funding future transactions and meeting our financing obligations. We may choose to return value to shareholders in the form of share repurchases or dividends. To date, we have not declared any dividends on our ordinary shares. For details on our share repurchase programs and strategic share repurchases, refer to Note 20 to our consolidated financial statements. We may re-evaluate this strategy from time to time based on overall market conditions and other factors.

As part of the Merger Agreement as set out in Note 1. Merger Agreement of our consolidated financial statements included within this Form 10-K, we agreed to a return of capital of $500 million to our shareholders at the close of the Merger, as part of the total $338 per ordinary share received.

We have 16,000 Series D Preferred Shares with an aggregate liquidation value of $400 million and 4,400 Series E Preferred Shares with an aggregate liquidation value of $110 million. The dividends on both Series of Preferred Shares are non-cumulative and may be paid quarterly in arrears, only when, as and if declared.

Any payment of ordinary or preferred dividends must be approved by our Board. Our ability to pay ordinary and preferred dividends is subject to certain restrictions.

Off-Balance Sheet Arrangements

As of December 31, 2024, we are subject to certain investment commitments and parental guarantees8. We do not believe it is reasonably likely that these arrangements will have a material unplanned current or future effect on our financial condition as they are considered in normal course of business and on-going stress testing.

We also utilize unsecured and secured letters of credit9 (“LOCs”) and a deposit facility.

The following table represents our outstanding unfunded investment commitments and LOCs by duration as of December 31, 2024:

Short-term

Long Term

Less than 1 Year

More than 1 Year

Total

(in millions of U.S. dollars)

Investing Activities

Unfunded investment commitments

299

1,066

1,365

Financing Activities

Letters of credit

—

1,994

1,994

8 Refer to Note 26 to our consolidated financial statements for further details.

9 Refer to Note 18 to our consolidated financial statements for further details.

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Critical Accounting Estimates

We believe the following accounting policies are most dependent on significant judgments and estimates used in the preparation of our financial statements.

Losses and LAE

Run-off

Losses and LAE liabilities represent our best estimate of the ultimate remaining liability for unpaid losses and LAE for incurred claims as of the balance sheet date. This includes provisions for claims that have been reported but are unpaid at the balance sheet date (Outstanding Loss Reserves, or "OLR") and for obligations on claims that have been incurred but not reported at the balance sheet date. IBNR may also include provisions to account for the possibility that reported claims may settle for amounts that differ from the established case reserves as well as the potential for closed claims to re-open.

Establishing loss reserves can be complex and is subject to considerable uncertainty. Because a significant amount of time can lapse between our assumption of the risk, the occurrence of a loss event, the reporting of the event to us and the ultimate payment of the claim on the loss event, the liability for unpaid losses and LAE is based largely upon estimates. Certain types of exposure, typically latent health exposures such as asbestos-related claims, have inherently long reporting delays, in some cases many years, from the date a loss occurred to the manifestation and reporting of a claim and ultimately until the final settlement of the claim, and that could impact the amount of reliance we place on our actual historical data.

We use considerable judgment in the process of developing these estimates of loss reserves, which involves uncertainty in several areas, including use of actual or industry data for model inputs, and various projection assumptions and judgements depending on product lines, coverage type, or policy year. We may record additional estimates based upon our judgement as to the applicability of the facts, circumstances and external environment to each portfolio.

As of December 31, 2024 and 2023, IBNR reserves (net of reinsurance balances recoverable) accounted for $5.0 billion, or 46.5%, and $5.4 billion, or 46.9%, respectively, of our total Run-off net losses and LAE reserves, excluding ULAE10.

Our estimate of loss reserves for each portfolio generally relies on the following key judgments:

•The degree of reliance upon historic actual claims trends or industry data for claims trends.

•Separation of each portfolio into homogenous data sets, generally by line of business, or reserving class.

•Methods used in analyzing and projecting potential reserve positions and the mix of methods selected to form an aggregate reserve position for each portfolio11.

•Our degree of reliance or adjustment because of external factors such as economic conditions (inflation and unemployment statistics), legal conditions (judicial rulings in each relevant jurisdiction) and social and environmental factors (medical cost trends, changes in regulations or public health).

•Consideration of additional information such as changes in claims handling activities, third party claims operating reviews, third party actuarial reviews or changes in our reinsurance programs.

Judgments are based on numerous factors and may be revised as additional data becomes available, as new or improved methods are developed, or as laws change. This means that ultimate loss payments may differ from the losses and LAE estimate made at the balance sheet date.

In addition, key assumptions are made within each method, although the sensitivity to each assumption may vary within each method and even within each reserving class and accident year of each method. Such assumptions would include:

10 For the components of our Run-off gross and net losses and LAE reserves by line of business, and ULAE, as of December 31, 2024 and 2023, refer to Note 11 to our consolidated financial statements included within this Form 10-K.

11 Refer to Note 11 to our consolidated financial statements included within this Form 10-K for further description of the methodologies used for establishing reserves.

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•Loss development factors are used to extrapolate current losses on an accident year to our full expected losses based upon judgements of historical trends on earlier accident years.

•Tail factors further extrapolate our longer tailed lines where payments expected in later years or decades can be more uncertain than settlements that preceded them both in the timing and amount of cash flows. As such, lines with more expected payments in the tail are more sensitive to tail assumptions.

•Expected loss ratios are used for years where we do not yet have credible experience.

•Loss cost trend factors are used to extrapolate future loss expectations based upon observed trends.

We perform, at least annually, a formal review process of each portfolio of reserves in accordance with Actuarial Standards of Practice. These reviews may be performed using internal or independent credentialed actuaries.

In addition, we project expected paid and incurred loss development for each class of business, which is monitored on a quarterly basis. Should actual paid and incurred development differ significantly from the expected paid and incurred development, we will investigate the cause and, in conjunction with our actuaries, consider whether any adjustment to total loss reserves is required.

Adjustments resulting from changes in our estimates are recorded in the period when such adjustments are determined. The ultimate liability for losses and LAE is likely to differ from the original estimate due to several factors, primarily consisting of the overall claims activity occurring during any period, including the completion of commutations of assumed liabilities and ceded reinsurance receivables, policy buy-backs and general incurred claims activity.

Loss Reserving (Latent Claims)

Sensitivity to Underlying Assumptions of our Actuarial Methods

While we believe our reserve for losses and LAE at December 31, 2024 is reasonable, the estimation of these reserves is a complex process that depends on a number of factors and assumptions. As noted previously, our best estimate of our loss reserves involves considerable judgement, considering the results from several reserving methodologies. Therefore, these estimates are susceptible to changes in assumptions. We consider each of the following sensitivities a reasonable deviation for the key assumptions for each of our significant lines of business.

Line of Business

Net Reserves

Sensitivity

Estimated range in variation

(in millions of U.S. Dollars)

Asbestos

$

1,419

+/- 10% in expected number of claims  +/- 10% in average indemnity

+/- $120  +/- $140

General Casualty

3,542

+/- 10% in tail costs (5+ years)  +/- 1% in loss cost trend

+/- $165  +/- $225

Workers’ Compensation

1,898

+/- 2.5% increase in medical inflation

+/- $360

Professional Indemnity/Directors and Officers

1,608

+/- 2.5% in loss cost trend

+/- $145

Motor

547

+/- 2.5% in loss cost trend

+/- $30

Asbestos – Reserve estimates for this line are subject to greater variability than reserves for more traditional exposures. Claims are spread across multiple policy years based on the still evolving case law in various jurisdictions and inconsistent court decisions and judicial interpretations, making historical development patterns unreliable to forecast the future claim payments. A key consideration in setting our asbestos reserves is the volume of future claim filings, and the average indemnity of those claims.

General Casualty – This is a long tail class of business with long reporting and paid developing factors, and we generally use a combination of reserving methodologies on this line. Because of the long tail nature, the reserves are susceptible to variation in loss development factors and loss cost trends that may develop over an extended period over multiple accident years. A key assumption in setting our general casualty reserves is the provision for claim payments in the tail.

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Workers’ Compensation – We generally use a combination of loss development and expected loss ratio methods due to the long tail nature of this line. A portion of our workers’ compensation reserves cover medical expense for future treatments of injured workers. Given the long development patterns associated with workers’ compensation business, these claims are exposed to medical inflation.

Professional Indemnity/ Directors and Officers – Due to the nature of this line, there is increased uncertainty in the number and severity of claims, which results in an expectation of high volatility and uncertainty in loss trends.

Motor - This business is generally shorter tail in nature, and the majority of the claims are resolved within a few years of occurrence. A key component in estimating motor reserves is the severity of claims.

Asbestos Claims

Several of our subsidiaries, and counterparties who underwrote the insurance policy portfolios we assumed, have exposure to bodily injury claims from alleged exposure to asbestos.

•The United States asbestos exposure arises mainly from general liability insurance policies underwritten prior to 1986, which our subsidiaries or counterparties either wrote directly, on a primary or excess basis, or as reinsurance.

•Our United Kingdom asbestos exposures emanate from Employers' Liability insurance policies written in 2005 and prior.

Asbestos bodily injury claims differ from other bodily injury claims due to the long latency period for asbestos, which often triggers a policyholder’s coverage over multiple policy periods. The long latency period, combined with the lack of clear judicial precedent with respect to coverage interpretations and expanded theories of liability, increases the uncertainty of the asbestos claim reserve estimates.

As of December 31, 2024 and 2023, the net loss reserves for asbestos-related claims comprised 13.2% and 13.0%, respectively, of total Run-off net reserves for losses and LAE liabilities excluding ULAE. In addition as of December 31, 2024 and 2023, we had $706 million and $734 million of gross defendant asbestos liabilities, respectively12.

Environmental Claims

Our subsidiaries and counterparties who underwrote the insurance policy portfolios we assumed have exposure to environmental claims from general liability insurance policies written prior to the mid-1980s, that were not specifically written to cover damage to the environment from gradual releases of pollutants. Like asbestos, there is additional uncertainty with respect to environmental reserves as compared to other general liability exposures. This added uncertainty is due to the multiple policy periods and allocation of claims to policy years, number of solvent potentially responsible parties at any site, ultimate cost of the remediation, the number of ultimate sites and changes to judicial precedence.

As of December 31, 2024 and 2023, the net loss reserves for environmental pollution-related claims comprised 2.8% and 2.6%, respectively, of total Run-off net reserves for losses and LAE excluding ULAE. In addition, as of December 31, 2024 and 2023 we had $9 million and $10 million of gross accrued direct environmental liabilities13, respectively.

Asbestos and Environmental Reserving

The ultimate losses from A&E claims cannot be estimated using traditional actuarial reserving methods that extrapolate losses to an ultimate basis using loss development, and therefore we use alternative actuarial projection methods. Claims are spread across multiple policy years based on the still evolving case law in each jurisdiction, making historical development patterns unreliable to forecast the future claim payments. Our estimate of loss reserves for A&E claims relies on the following key factors and judgements:

•The degree of reliance or adjustment based on the legal and social environment, to which these liabilities are particularly sensitive. The current legal environment and the impact of specific settlements that may be used as precedents to settle future claims are key with these types of claims.

•The degree of reliance upon actual claims data and trends or industry data for claims trends.

12 As described in Note 13 in our consolidated financial statements included within this Form 10-K.

13 As described in Note 13 in our consolidated financial statements included within this Form 10-K.

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•Methods used in analyzing and projecting potential reserve positions and the mix of methods selected to form an aggregate reserve position for each portfolio14.

Judgements are based on numerous factors and may be revised as additional data becomes available, as new or improved methods are developed, or as laws change. This means that ultimate loss payments may differ from the losses and LAE estimate made at the balance sheet date.

Key assumptions are made within each method, although the sensitivity to each assumption may vary within each method and even within each reserving class and accident year of each method. When the asbestos exposure analysis (frequency and severity) method is applied, such assumptions would include:

•Trends with respect to average claim indemnity and estimated legal costs, which are used to extrapolate future claim costs.

•Trends in claim filing patterns, which will be used to estimate the number of future claims that will ultimately be settled with payment.

We also use a combination of additional actuarial methods, including the paid survival ratio, paid market share, decay factor, and other methods to periodically reevaluate the continued reasonableness of recorded loss reserves.

Change in Reserve Assumptions

Changes in reserve estimates can be driven by updated experience and by changes in assumptions. These are linked as updated information leads to changes in assumptions. We have estimated what portion of changes in ultimate losses from acquisition years 2015 to 2024 are attributable to experience and what portion are attributable to assumptions.

Line of Business						Change in Ultimate Losses						Change due to Experience						Change due to Assumptions
Asbestos						1.4		%				0.8		%				0.6		%
General Casualty						—		%				(0.3)		%				0.3		%
Workers’ Compensation						(2.7)		%				(3.0)		%				0.3		%
Professional Indemnity/Directors and Officers						(2.3)		%				(2.0)		%				(0.3)		%
Motor						(1.2)		%				(1.0)		%				(0.2)		%

Defendant asbestos and environmental liabilities

Defendant A&E liabilities on our consolidated balance sheets include amounts for indemnity and defense costs for pending and future claims, determined using standard actuarial techniques for asbestos-related exposures. Defendant A&E liabilities also include amounts for environmental liabilities associated with our properties. These are non-insurance liabilities since they are held by non-insurance subsidiaries and are presented separately on our consolidated balance sheets. These reserves will be sensitive to similar industry trends and assumptions as observed in our A&E reserves as described under the Loss and LAE section above, specifically claim trends and indemnity. However, we use utilize different methodologies to estimate the defendant A&E liabilities as compared to our loss reserves15.

Key drivers for this estimate are the amount of future claims and average claim resolution amounts, in addition to an estimate for defense costs, which are key indicators of the amount of liabilities. The table below provides sensitivities of these drivers for defendant A&E.

Net Liability

Sensitivity

Estimated Range in Variation

(in millions of U.S. Dollars)

$499

+/- 10% in expected number of future claims  +/- 10% in average claim resolution amounts

+/- $40  +/- $50

14 Refer to Note 11 in our consolidated financial statements, included withing this Form 10-K, for further description of the methodologies used for establishing reserves.

15 As described in Note 13 in our consolidated financial statements, included withing this Form 10-K.

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Change in Liability Assumptions

Like reserves, changes in defendant A&E liabilities can be driven by updated experience and by changes in assumptions. These are linked as updated information leads to changes in assumptions. We have estimated what portion of changes in the liabilities are attributable to experience and what portion are attributable to assumptions16.

Change in Total Liability						Change due to Experience						Change due to Assumptions
(in millions of U.S. Dollars)
$34						$14						$20

Valuation Allowances on Deferred Tax Assets

At each balance sheet date, we assess the need to establish a valuation allowance that reduces deferred tax assets (including those generated from operations as well as those acquired in business combinations) when it is more likely than not that all, or some portion, of the deferred tax assets will not be realized.

The determination of the need for a valuation allowance is based on all available information including

•projections of future taxable income;

•our forecast of future taxable income considers several factors, including actual net income in recent years, future sustainability and likelihood of positive earnings; and

•tax planning strategies.

Projections of future taxable income incorporate assumptions of future business and operations that may differ from actual experience.

If our assumptions and estimates that resulted in our forecast of future taxable income prove to be incorrect, an additional valuation allowance could become necessary, which could have a material adverse effect on our financial condition.

From 2023 to 2024, we recorded a net decrease in our valuation allowance of $32 million, primarily due to a $12 million partial valuation allowance release reported in the U.S. jurisdiction, of which $9 million was due to the recognition of current year losses and $3 million related to a reduction in deferred tax assets associated with decreases in unrealized losses on investment securities reported in AOCI. In the U.K. and E.U. jurisdictions, we recorded a $26 million decrease in the valuation allowance due to a reduction in deferred tax assets. This was partially offset by a $6 million increase in the valuation allowance, which was driven by an increase in deferred tax assets associated with unrealized losses on investment securities reported in AOCI in the U.S. and U.K. jurisdictions. In assessing the recoverability of the DTA, we consider forecasts of future income for our U.S. business using assumptions about future macroeconomic and company specific conditions and events. While our forecasts of future taxable income have remained consistent, these forecasts are judgmental and involve a level of uncertainty, such that a 10% increase to forecasted future income could decrease the valuation allowance by up to 8% or $11 million and a 10% decrease to forecasted future income could increase the valuation allowance by up to 9% or $11 million17.

Bermuda Corporate Income Tax

In December 2023, legislation implementing a Corporate Income Tax Act 2023 (“the Act”) in Bermuda was enacted. The Bermuda income tax regulations aim to closely align with the global anti-base erosion rules of the Organization for Economic Co-operation and Development to ensure consistent and predictable tax outcomes. The Act includes a provision referred to as the ETA, which is intended to provide a fair and equitable transition into the tax regime.

The ETA allows Bermuda subject entities to establish tax basis in the assets and liabilities of such Bermuda entities (as of September 30, 2023 (the “Basis Valuation Date”)) using fair values which results in deductible and taxable temporary differences which are reflected as deferred income tax assets and liabilities in the financial statements.

16 For information on our defendant A&E liabilities, refer to Note 3 and Note 13 in our consolidated financial statements, included within this Form 10-K.

17 For information on valuation allowances on deferred tax assets, refer to "Income Taxes" within Note 3 in our consolidated financial statements, included within this Form 10-K.

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For each asset and liability subject to the adjustment, the amount of the adjustment would generally be the difference, as of the Basis Valuation Date, between each asset/liability’s fair market value and the carrying value of the item in the consolidated financial statements. As the ETA is assessed based on fair value only as of the Basis Valuation Date, it is not subsequently reassessed and therefore, not subject to any sensitivities to changes in fair value.

The application of the ETA resulted in our recognition of a deferred tax asset of $205 million in 2023. During 2024, due to us qualifying for the Bermuda CIT exception, we reassessed the previously recognized $205 million net deferred tax asset. Consequently, we recorded a $77 million reduction for the portion that is not expected to be utilized within the five-year period ending in December 31, 2029, during which we do not expect to be subject to Bermuda CIT. As of December 31, 2024, we have not recorded a valuation allowance against these deferred tax assets.18

The most significant deferred tax asset recognized relates to the fair value adjustments for the liability for losses and LAE. We used an internal model to calculate the fair value of the liability for losses and LAE, which is consistent with the model used for the liability for losses and LAE under contracts for which we had elected the fair value option.19

We may be required to change our provision for income taxes when estimates used in determining valuation allowances on deferred tax assets change, or when receipt of new information indicates the need for adjustment in valuation allowances, however, such changes would need to be significant to establish a valuation allowance. Additionally, future events, such as changes in Bermuda tax laws and tax regulations, or interpretations of such laws or regulations, could have an impact on the provision for income tax and the effective tax rate. Any such changes could significantly affect the amounts reported on the financial statements in the year these changes occur.

Level 3 Fair Value Measurements

Level 3 Investments

We measure fair value using a standard hierarchy based on the quality of inputs used to measure fair value. The hierarchy gives the highest priority to unadjusted quoted prices in active markets for identical assets or liabilities (Level 1 measurements) and the lowest priority to unobservable inputs (Level 3 measurements).

Level 3 fair value measurements are based on unobservable inputs where there is little or no market activity. We utilize unadjusted third party pricing sources and internal valuation models to determine these fair values. Our assessment of the significance of these unobservable inputs to the fair value measurement requires judgement.

Our Level 3 investments consist primarily of privately held equity securities, and we value these securities using observable and unobservable inputs. While the observable inputs are based on readily available market data, the unobservable inputs involve increased uncertainty and judgement in their selection and application. The key driver of the valuation is the peer multiple. The peer multiple is calculated from a group of peer companies and that multiple is then applied to the invested company as a key input to calculate the value. We consider the following sensitivity a reasonable deviation for this key input:

Sensitivity

Investments

Estimated Range in Variation

(in millions of U.S. dollars)

+/- 10% peer multiple

$

325

+/- $33

18 For additional information on our income taxes, including the Bermuda corporate income tax, refer to Item 1A and Note 23 to the consolidated financial statements.

19 Refer to Fair Value Option - Insurance Contracts within the Critical Accounting Estimates for additional information on the model and key assumptions used to calculate the fair value of the liability for losses and LAE.

Enstar Group Limited | 2024 Form 10-K                  101

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Item 7 | Management Discussion and Analysis | Critical Accounting Estimates

Fair Value Option - Insurance Contracts

We have elected to apply the fair value option for certain reinsurance contracts including, LPTs and reinsurance to close transactions. This is an irrevocable election that applies to all balances under the reinsurance contract, including reinsurance balances recoverable on paid and unpaid losses and the liability for losses and LAE. The primary reason for electing the fair value option was to reduce the earnings volatility created by carrying the liabilities for losses and LAE at cost and the assets supporting those liabilities at fair value. During 2017 and 2018, we elected the fair value option on certain LPTs and classified the supporting portfolio investments as trading securities, whereby all changes in fair value were recorded in the statements of operations. Commencing in 2019, we discontinued electing the fair value option on new business to better align with our evolving investment objectives.

The fair value of the liability for losses and LAE and reinsurance recoverable under these contracts is presented separately in our consolidated balance sheet as of December 31, 2024 and 2023. Changes in the fair value of the liability for losses and LAE and reinsurance balances recoverable on paid and unpaid losses are included in net incurred losses and LAE in our consolidated statement of operations.

We use an internal model to calculate the fair value of the liability for losses and LAE and reinsurance recoverable asset for certain retroactive reinsurance contracts where we have elected the fair value option.

The fair value is calculated as the aggregate of discounted cash flows plus a risk margin.

The discounted cash flow approach uses:

i.estimated nominal cash flows based upon an appropriate payment pattern developed in accordance with actuarial methods, and

ii.a discount rate based upon high quality rated corporate bond yields plus a credit spread for non-performance risk. The model uses corporate bond rates across the yield curve depending on the estimated timing of the future cash flows and specific to the currency of the risk.

The risk margin was calculated using the present value of the cost of capital. The cost of capital approach uses:

i.projected capital requirements,

ii.multiplied by the risk cost of capital representing the return required for non-hedgeable risk based upon the weighted average cost of capital less investment income, and

iii.discounted using the weighted average cost of capital.

The fair value model uses a combination of observable and unobservable inputs in its use and application. While the observable inputs are based on readily available market data, the unobservable inputs involve increased uncertainty and judgement in their selection and application. Specifically, the risk margin calculated is dependent on the following inputs:

a.Yield curve using high quality rated corporate bond rates across different currencies, notably the British Pound, U.S. dollar, and the Euro,

b.Weighted average cost of capital (“WACC”), which represents a proxy for the industry cost of capital, and is calculated utilizing various inputs, and

c.Average payout of the liabilities, which reflects the timing of expected future claim payments.

We consider the following sensitivity a reasonable deviation for these key assumptions20:

Net Fair Value Liabilities

Sensitivity

Estimated Range in Variation

(in millions of U.S. dollars)

$

816

+/- 50bps WACC

+/- $5

$

816

+/- 1 year in average payout

+/- $25

$

816

+/- 50bps yield curve

+/- $20

20The observable and unobservable inputs used in the model are further described in Note 14 in our consolidated financial statements.

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Item 7 | Management Discussion and Analysis | Critical Accounting Estimates

While the yield curve is an observable input since it is based on readily determinable corporate bond rates, it generally has the biggest impact to the fair value in a given year apart from changes in loss estimates. During 2024, there was substantial volatility in the yield curves and a net $19 million decrease in the liability. In 2024, there was a $10 million increase in the liability due to a 0.25% decrease in the credit spread for non-performance risk as credit spreads had narrowed. This assumption remained unchanged during 2023.

The WACC increased in 2024 by 0.50%, resulting in a $6 million increase in the liability.

The average payout period of the liability is adjusted every period to reflect actual net payments during the period and expected future payments, and any acceleration or deceleration of the estimated payment pattern will impact the average payout period that would result in an impact to the value of the liability. Changes in the average payout period resulted in a $33 million increase in the liability, which contributed to most of the $20 million increase in the fair value of liabilities during 2024 along with the volatility in the yield curves.

During 2024, there was a slight deceleration in the payment pattern, which increased the average payout period and resulted in a $1 million decrease to the liability.

Recently Issued Accounting Pronouncements Not Yet Adopted21

We have summarized below Accounting Standard Updates (“ASUs”) issued by the Financial Accounting Standards Board (“FASB”) during 2024 that may have an impact to Enstar but have not yet been adopted:

ASU

Date Issued

Summary of Guidance

Effective Date

Expected Impact to Enstar

ASU 2024-03 - Disaggregation of Income Statement Expenses

November 2024

Addition of Subtopic 220-40 Reporting Comprehensive Income - Expense Disaggregation Disclosures, which includes disclosing the amounts of employee compensation, depreciation, intangible asset amortization, and certain other costs and expenses included in each relevant expense caption.

Annual reporting periods beginning after December 15, 2026 and interim reporting periods beginning after December 15, 2027, and must be applied prospectively with an option for retrospective application. Early adoption is permitted.

We will be required to expand our disclosures related to costs and expenses. We expect to adopt in the period required for public entities (and do not anticipate early adoption).

21See Note 3 to the consolidated financial statements included within this Form 10-K for a more detailed discussion of recently issued accounting pronouncements not yet adopted, as well as newly adopted accounting pronouncements.

Enstar Group Limited | 2024 Form 10-K                  103

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ITEM 7A. QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISK

The following risk management discussion and the estimated amounts generated from the sensitivity analysis presented are forward-looking statements of market risk assuming certain market conditions occur. Future results may differ materially from these estimated results due to, among other things, actual developments in the global financial markets, changes in the composition of our investment portfolio or changes in our business strategies. The results of the analysis we use to assess and mitigate risk are not projections of future events or losses. See "Cautionary Statement Regarding Forward-Looking Statements" for additional information regarding our forward-looking statements.

We are principally exposed to four types of market risk: interest rate risk; credit risk; equity price risk and foreign currency risk. Our policies to address these risks in 2024 are not materially different than those used in 2023, and based on our current knowledge and expectations, we do not currently anticipate significant changes in our market risk exposures or in how we will manage those exposures in future reporting periods. However, due to the ongoing uncertainty and volatility in financial markets because of continued inflationary pressure, ongoing disruptions and decoupling of supply chains, geopolitical conflicts and tensions and various governmental responses thereto, we expect interest rates, credit spreads and global equity markets to remain volatile in the near-term. Furthermore, inflation and tightening of financial conditions by global central banks have increased the risk of defaults across many industries. As a result, we continue to closely monitor market risk during this time.

Interest Rate and Credit Spread Risk

Interest rate risk is the price sensitivity of a security to changes in interest rates. Credit spread risk is the price sensitivity of a security to changes in credit spreads. Our investment portfolio and funds held - directly managed includes fixed maturity and short-term investments, whose fair values will fluctuate with changes in interest rates and credit spreads. We attempt to maintain adequate liquidity in our fixed income securities portfolio with a strategy designed to emphasize the preservation of our invested assets and provide sufficient liquidity for the prompt payment of claims, contract liabilities and future policyholder benefits, as well as for settlement of commutation payments. We also monitor the duration and structure of our investment portfolio.

The following tables, presented on a consolidated basis, summarize the aggregate hypothetical change in fair value from an immediate parallel shift in the treasury yield curve, assuming credit spreads remain constant in our fixed maturity and short-term investments portfolio classified as trading and AFS, our funds held directly managed portfolio and our fixed income funds and our fixed income exchange-traded funds, and excludes investments classified as held-for-sale:

						Consolidated
						Interest Rate Shift in Basis Points
As of December 31, 2024						-100						-50						—						+50						+100
						(in millions of U.S. dollars)
Total Market Value (1)						$	9,210					$	8,986					$	8,771					$	8,566					$	8,369
Market Value Change from Base						5.0		%				2.5		%				—						(2.3)		%				(4.6)		%
Change in Unrealized Value						$	439					$	215					$	—					$	(205)					$	(402)
As of December 31, 2023						-100						-50						—						+50						+100
Total Market Value (1)						$	10,600					$	10,364					$	10,139					$	9,925					$	9,721
Market Value Change from Base						4.5		%				2.2		%				—						(2.1)		%				(4.1)		%
Change in Unrealized Value						$	461					$	225					$	—					$	(214)					$	(418)

(1)     Excludes equity exchange-traded funds of $39 million and $38 million for the years ended December 31, 2024 and 2023, respectively, which are included in the Equity Price Risk section below.

Actual shifts in interest rates may not change by the same magnitude across the maturity spectrum or on an individual security and, as a result, the impact on the fair value of our fixed maturities, short-term investments, funds

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Item 7A | Quantitative and Qualitative Disclosures About Market Risk

held - directly managed, fixed income funds and fixed income exchange-traded funds may be materially different from the resulting change in value indicated in the tables above.

The following tables, presented on a consolidated basis, summarize the aggregate hypothetical change in fair value from an immediate parallel shift in credit spreads assuming interest rates remain fixed, in our fixed maturity and short-term investments portfolio classified as trading and AFS, our funds held directly managed portfolio, our fixed income funds and our fixed income exchange-traded funds, and excludes investments classified as held-for-sale:

						Consolidated
						Credit Spread Shift in Basis Points
As of December 31, 2024						-100						-50						—						+50						+100
						(in millions of U.S. dollars)
Total Market Value (1)						$	9,136					$	8,950					$	8,771					$	8,599					$	8,434
Market Value Change from Base						4.1		%				2.0		%				—						(2.0)		%				(3.8)		%
Change in Unrealized Value						$	365					$	179					$	—					$	(172)					$	(337)
As of December 31, 2023						-100						-50						—						+50						+100
Total Market Value (1)						$	10,589					$	10,360					$	10,139					$	9,928					$	9,725
Market Value Change from Base						4.4		%				2.2		%				—						(2.1)		%				(4.1)		%
Change in Unrealized Value						$	450					$	221					$	—					$	(211)					$	(414)

(1) Excludes equity exchange-traded funds of $39 million and $38 million for the years ended December 31, 2024 and December 31, 2023, respectively, which are included in the Equity Price Risk section below.

Credit Risk

Credit risk relates to the uncertainty of a counterparty’s ability to make timely payments in accordance with contractual terms of the instrument or contract. We are exposed to direct credit risk primarily within our portfolios of fixed maturity and short-term investments, through customers, brokers and reinsurers in the form of premiums receivable and reinsurance balances recoverable on paid and unpaid losses, respectively, and through ceding companies who retain premium owed to us as collateral for the payment of claims, each as discussed below.

Fixed Maturities and Short-Term Investments

As a holder of $8.3 billion of fixed maturity and short-term investments, including fixed maturities within our funds held, we also have exposure to credit risk because of investment ratings downgrades or issuer defaults. To mitigate this risk, our investment portfolio consists primarily of investment grade-rated, liquid, fixed maturities of short-to-medium duration. As of December 31, 2024, 38.1% of our fixed maturity and short-term investment portfolio, including fixed maturities within our funds held, was rated AA or higher by a major rating agency (December 31, 2023: 36.0%) with 5.2% rated lower than BBB- or non-rated (December 31, 2023: 4.8%). The portfolio as a whole, including cash, restricted cash, fixed maturity and short term investments and funds held - directly managed, had an average credit quality rating of A+ as of December 31, 2024 (December 31, 2023: A+). In addition, we manage our portfolio pursuant to guidelines that follow what we believe are prudent standards of diversification. The guidelines limit the allowable holdings of a single issue and issuers and, as a result, we believe we do not have significant concentrations of credit risk.

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Item 7A | Quantitative and Qualitative Disclosures About Market Risk

A summary of our fixed maturity and short-term investments by credit rating is as follows:

Credit rating			2024						2023						Change
AAA			16.3		%				14.1		%				2.2		%
AA			21.2		%				21.4		%				(0.2)		%
A			36.9		%				39.9		%				(3.0)		%
BBB			20.6		%				20.4		%				0.2		%
Non-investment grade			4.2		%				3.7		%				0.5		%
Not rated			0.8		%				0.5		%				0.3		%
Total			100.0		%				100.0		%
Average credit rating			A+						A+

Reinsurance Balances Recoverable on Paid and Unpaid Losses

We have exposure to credit risk as it relates to our reinsurance balances recoverable on paid and unpaid losses. Our (re)insurance subsidiaries remain liable to the extent that retrocessionaires do not meet their contractual obligations and, therefore, we evaluate and monitor concentration of credit risk among our reinsurers22.

Funds Held

Under funds held arrangements, the reinsured company has retained funds that would otherwise have been remitted to our reinsurance subsidiaries. The funds held balance is credited with investment income and losses payable are deducted. We are subject to credit risk if the reinsured company is unable to honor the value of the funds held balances, such as in the event of insolvency. Our funds held are presented as a single category within our consolidated balance sheets. Funds held upon which we receive the underlying portfolio investment returns and the contractual right to direct the asset allocation strategies are known as "Funds held - directly managed", and funds held where we receive a fixed crediting rate or other contractually agreed return are known as "Funds held by reinsured companies". Both types of funds held are subject to credit risk. We routinely monitor the creditworthiness of reinsured companies with whom we have funds held arrangements. As of December 31, 2024, we had funds held concentrations to reinsured companies exceeding 10% of shareholders’ equity of $3.8 billion (December 31, 2023: $4.8 billion) in aggregate. However, we generally have the contractual ability to offset any shortfall in the payment of the funds held balances with amounts owed by us to the reinsured for losses payable and other amounts contractually due.

Equity Price Risk

Our portfolio of equity investments, excluding our fixed income exchange-traded funds but including the equity funds, has exposure to equity price risk, which is the risk of potential loss in fair value resulting from adverse changes in stock prices. Our fixed income exchange-traded funds are excluded from the below analysis and have been included within the interest rate and credit spread risk analysis above, as these exchange-traded funds are part of our fixed income investment strategy and are backed by fixed income instruments. The following table summarizes the aggregate hypothetical change in fair value from a 10% decline in the overall market prices of our equities at risk:

22 A discussion of our reinsurance balances recoverable on paid and unpaid losses is in Note 9 in our consolidated financial statements.

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Item 7A | Quantitative and Qualitative Disclosures About Market Risk

			2024						2023						Change
			(in millions of U.S. dollars)
Private equity funds			$	1,926					$	1,617					$	309
Privately held equity investments in common and preferred stocks			460						344						116
Publicly traded equity investments in common and preferred stocks			176						275						(99)
Equity exchange-traded funds			39						38						1
Warrants and other			16						—						16
Equity funds			4						4						—
Fair value of equities at risk			$	2,621					$	2,278					$	343
Impact of 10% decline in fair value			$	(262)					$	(228)					$	(34)

Hedge Funds

As of December 31, 2024, we had investments of $410 million (December 31, 2023: $491 million) in hedge funds, included within our other investments, at fair value, that have exposure to interest rate, credit spread, and equity price risk given the underlying assets in those funds.

As of December 31, 2024 and 2023, the impact of a 10% decline in the fair value of these investments would have been $41 million and $49 million, respectively.

Foreign Currency Risk

The table below summarizes our net exposures as of December 31, 2024 and 2023 to foreign currencies:

						AUD						CAD						EUR						GBP						Other						Total
						(in millions of U.S. dollars)
As of December 31, 2024
Total net foreign currency exposure						$	10					$	(10)					$	11					$	(23)					$	23					$	11
Pre-tax impact of a 10% movement in USD(1)						$	1					$	(1)					$	1					$	(2)					$	2					$	1
As of December 31, 2023
Total net foreign currency exposure						$	34					$	(29)					$	57					$	(44)					$	52					$	70
Pre-tax impact of a 10% movement in USD(1)						$	3					$	(3)					$	6					$	(4)					$	5					$	7

(1) Assumes 10% change in U.S. dollar relative to other currencies.

Through our subsidiaries located in various jurisdictions, we conduct our (re)insurance operations in a variety of non-U.S. currencies. We have the following exposures to foreign currency risk:

•Transaction Risk: The functional currency for most of our subsidiaries is the U.S. dollar. Within these entities, any fluctuations in foreign currency exchange rates relative to the U.S. dollar has a direct impact on the valuation of our assets and liabilities denominated in other currencies. All changes in foreign exchange rates, except for non-U.S. dollar fixed maturities, AFS, are recognized in our consolidated statements of operations. Changes in foreign exchange rates relating to non-U.S. dollar fixed maturities, AFS are recorded in AOCI in shareholders’ equity. Our subsidiaries with non-U.S. dollar functional currencies are also exposed to fluctuations in foreign currency exchange rates relative to their own functional currency.

•Translation Risk: We have net investments in certain European, British, and Australian subsidiaries whose functional currencies are the Euro, British pound and Australian dollar, respectively. The foreign exchange gain or loss resulting from the translation of their financial statements from their respective functional currency into U.S. dollars is recorded in the cumulative translation adjustment account, which is a component of AOCI in shareholders’ equity.

Our foreign currency policy is to broadly manage, where possible, our foreign currency risk by:

•Seeking to match our liabilities under (re)insurance policies that are payable in foreign currencies with assets that are denominated in such currencies, subject to regulatory constraints, and

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Item 7A | Quantitative and Qualitative Disclosures About Market Risk

•Selectively utilizing foreign currency forward contracts to mitigate foreign currency risk.

We use foreign currency forward exchange rate contracts to manage foreign currency risk. To the extent our foreign currency exposure is not matched or hedged, we may experience foreign exchange losses or gains, which would be reflected in our consolidated results of operations and financial condition.

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ITEM 8. FINANCIAL STATEMENTS AND SUPPLEMENTARY DATA

INDEX TO FINANCIAL STATEMENTS AND SCHEDULES

CONSOLIDATED FINANCIAL STATEMENTS			Page
Report of Independent Registered Public Accounting Firm (PCAOB ID 238)			110
Consolidated Balance Sheets as of December 31, 2024 and 2023			113
Consolidated Statements of Operations for the years ended December 31, 2024, 2023 and 2022			114
Consolidated Statements of Comprehensive Income for the years ended December 31, 2024, 2023 and 2022			115
Consolidated Statements of Changes in Shareholders’ Equity for the years ended December 31, 2024, 2023 and 2022			116
Consolidated Statements of Cash Flows for the years ended December 31, 2024, 2023 and 2022			118
Notes to the Consolidated Financial Statements			123
Note 1 - Merger Agreement			124
Note 2 - Business and Basis of Presentation			125
Note 3 - Significant Accounting Policies			122
Note 4 - Significant New Business			125
Note 5 - Segment Information			127
Note 6 - Business Acquisitions			133
Note 7 - Investments			134
Note 8 - Derivatives and Hedging Instruments			147
Note 9 - Reinsurance Balances Recoverable on Paid and Unpaid Losses			150
Note 10 - Deferred Charge Assets and Deferred Gain Liabilities			152
Note 11 - Losses and Loss Adjustment Expenses			153
Note 12 - Future Policyholder Benefits			188
Note 13 - Defendant Asbestos and Environmental Liabilities			190
Note 14 - Fair Value Measurements			193
Note 15 - Variable Interest Entities			203
Note 16 - Premiums Written and Earned			205
Note 17 - Goodwill			206
Note 18 - Debt Obligations and Credit Facilities			207
Note 19 - Noncontrolling Interests			210
Note 20 - Shareholders' Equity			211
Note 21 - Earnings per Share			217
Note 22 - Share-Based Compensation			218
Note 23 - Income Taxation			223
Note 24 - Related Party Transactions			228
Note 25 - Dividend Restrictions and Statutory Financial Information			232
Note 26 - Commitments and Contingencies			241
Note 27 - Subsequent Events			242
SCHEDULES
I. Summary of Investments Other than Investments in Related Parties as of December 31, 2024			238
II. Condensed Financial Information of Registrant as of December 31, 2024 and 2023 and for the years ended December 31, 2024, 2023 and 2022			239
III. Supplementary Insurance Information as of December 31, 2024 and 2023 and for the years ended December 31, 2024, 2023 and 2022			242
IV. Reinsurance for the years ended December 31, 2024, 2023 and 2022			243
V. Valuation and Qualifying Accounts for the years ended December 31, 2024, 2023 and 2022			244
VI. Supplementary Information Concerning Property/Casualty Insurance Operations as of and for the years ended December 31, 2024, 2023 and 2022			245

Schedules other than those listed above are omitted as they are not applicable or the information has been included in the consolidated financial statements, notes thereto, or elsewhere herein.

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Report of Independent Registered Public Accounting Firm

To the Board of Directors and Shareholders of Enstar Group Limited

Opinions on the Financial Statements and Internal Control Over Financial Reporting

We have audited the accompanying consolidated balance sheets of Enstar Group Limited and its subsidiaries (the “Company”) as of December 31, 2024 and 2023, and the related consolidated statements of operations, of comprehensive income (loss), of changes in shareholders’ equity, and of cash flows for each of the three years in the period ended December 31, 2024, including the related notes and financial statement schedules listed in the accompanying index (collectively referred to as the “consolidated financial statements”). We also have audited the Company's internal control over financial reporting as of December 31, 2024, based on criteria established in Internal Control - Integrated Framework (2013) issued by the Committee of Sponsoring Organizations of the Treadway Commission (COSO).

In our opinion, the consolidated financial statements referred to above present fairly, in all material respects, the financial position of the Company as of December 31, 2024 and 2023, and the results of its operations and its cash flows for each of the three years in the period ended December 31, 2024 in conformity with accounting principles generally accepted in the United States of America. Also in our opinion, the Company maintained, in all material respects, effective internal control over financial reporting as of December 31, 2024, based on criteria established in Internal Control - Integrated Framework (2013) issued by the COSO.

Basis for Opinions

The Company's management is responsible for these consolidated financial statements, for maintaining effective internal control over financial reporting, and for its assessment of the effectiveness of internal control over financial reporting, included in Management's Annual Report on Internal Control over Financial Reporting appearing under Item 9A. Our responsibility is to express opinions on the Company’s consolidated financial statements and on the Company's internal control over financial reporting based on our audits. We are a public accounting firm registered with the Public Company Accounting Oversight Board (United States) (PCAOB) and are required to be independent with respect to the Company in accordance with the U.S. federal securities laws and the applicable rules and regulations of the Securities and Exchange Commission and the PCAOB.

We conducted our audits in accordance with the standards of the PCAOB. Those standards require that we plan and perform the audits to obtain reasonable assurance about whether the consolidated financial statements are free of material misstatement, whether due to error or fraud, and whether effective internal control over financial reporting was maintained in all material respects.

Our audits of the consolidated financial statements included performing procedures to assess the risks of material misstatement of the consolidated financial statements, whether due to error or fraud, and performing procedures that respond to those risks. Such procedures included examining, on a test basis, evidence regarding the amounts and disclosures in the consolidated financial statements. Our audits also included evaluating the accounting principles used and significant estimates made by management, as well as evaluating the overall presentation of the consolidated financial statements. Our audit of internal control over financial reporting included obtaining an understanding of internal control over financial reporting, assessing the risk that a material weakness exists, and testing and evaluating the design and operating effectiveness of internal control based on the assessed risk. Our audits also included performing such other procedures as we considered necessary in the circumstances. We believe that our audits provide a reasonable basis for our opinions.

Definition and Limitations of Internal Control Over Financial Reporting

A company’s internal control over financial reporting is a process designed to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally accepted accounting principles. A company’s internal control over financial reporting includes those policies and procedures that (i) pertain to the maintenance of records that, in reasonable detail, accurately and fairly reflect the transactions and dispositions of the assets of the company; (ii) provide reasonable assurance that transactions are recorded as necessary to permit preparation of financial statements in accordance with generally accepted accounting principles, and that receipts and expenditures of the company are being made only in accordance with authorizations of management and directors of the company; and (iii) provide reasonable assurance regarding prevention or timely detection of unauthorized acquisition, use, or disposition of the company’s assets that could have a material effect on the financial statements.

Because of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Also, projections of any evaluation of effectiveness to future periods are subject to the risk that controls may

Enstar Group Limited | 2024 Form 10-K                  110

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become inadequate because of changes in conditions, or that the degree of compliance with the policies or procedures may deteriorate.

Critical Audit Matters

The critical audit matters communicated below are matters arising from the current period audit of the consolidated financial statements that were communicated or required to be communicated to the audit committee and that (i) relate to accounts or disclosures that are material to the consolidated financial statements and (ii) involved our especially challenging, subjective, or complex judgments. The communication of critical audit matters does not alter in any way our opinion on the consolidated financial statements, taken as a whole, and we are not, by communicating the critical audit matters below, providing separate opinions on the critical audit matters or on the accounts or disclosures to which they relate.

Valuation of losses and loss adjustment expenses (including those at fair value)

As described in Notes 11 and 14 to the consolidated financial statements, the Company has $10.4 billion of liabilities for losses and loss adjustment expenses and $1.0 billion of liabilities for losses and loss adjustment expenses, at fair value, as of December 31, 2024. The liability for losses and loss adjustment expenses, also referred to as loss reserves, represents both management’s gross estimates before reinsurance for unpaid reported losses and losses that have been incurred but not yet reported estimated using actuarial methods. Management performs an analysis of loss reserves by each portfolio that the Company has acquired. Exposures are separated into homogenous reserving classes, generally lines of business, within each portfolio. As disclosed by management, considerable judgment is used in the process of developing estimates of loss reserves, which involves uncertainty in several areas, including use of actual or industry data for model inputs, and various projection assumptions and judgments depending on product lines, coverage type, or policy year. Several actuarial methods may be used in analyzing and projecting potential reserve positions, and a mix of methods may be considered to form an aggregate reserve position for each portfolio. Key assumptions are made within each actuarial method, including loss development factors and expected loss ratios. For loss reserves reported at fair value, the fair value is calculated as the aggregate of discounted cash flows plus a risk margin. The discounted cash flow approach uses estimated nominal cash flows of losses and loss adjustment expenses based upon a payment pattern developed in accordance with actuarial methods and a discount rate based upon a high quality rated corporate bond yield plus a credit spread for non-performance risk. In addition, in developing loss reserves for insurance claims with asbestos and environmental exposures, alternative actuarial projection methods are employed by management, including the asbestos ground-up exposure analysis (frequency-severity) method. In a frequency-severity method there are two components that need to be estimated, specifically, (1) the number of claims that will ultimately be settled with payment and (2) the average claim indemnity and related estimated legal costs. The estimate of the number of claims that will ultimately be settled with payment is based on assumptions relating to expected future claim filings (derived from epidemiological forecasts of asbestos disease incidents) and claim dismissal rates.

The principal considerations for our determination that performing procedures relating to the valuation of losses and loss adjustment expenses (including those at fair value) is a critical audit matter are (i) the significant judgment by management when developing the estimate of loss reserves, (ii) a high degree of auditor judgment, subjectivity and effort in performing procedures and evaluating management’s significant assumptions related to (a) the loss development factors, expected loss ratios, and selected aggregate reserve position for each portfolio for non-asbestos and environmental loss reserves, and (b) the number of claims that will ultimately be settled with payment, which includes expected future claim filings and claim dismissal rates, and average claim indemnity and related estimated legal costs in forming an aggregate reserve position for asbestos and environmental loss reserves, and (iii) the audit effort involved the use of professionals with specialized skill and knowledge.

Addressing the matter involved performing procedures and evaluating audit evidence in connection with forming our overall opinion on the consolidated financial statements. These procedures included testing the effectiveness of controls relating to the valuation of losses and loss adjustment expenses (including those at fair value), including controls over the development of significant assumptions. These procedures also included, among others (i) testing the completeness and accuracy of the underlying data provided by management and (ii) evaluating the reasonableness of management’s estimate. Evaluating the reasonableness of management’s estimate involved, with the assistance of professionals with specialized skill and knowledge, one or a combination of procedures, including (a) developing an independent estimate of loss reserves for certain reserving classes, and comparing the independent estimate to management’s actuarial determined reserves; (b) evaluating the consistency of management’s actuarial methodologies period-over-period; and (c) evaluating the appropriateness of management’s actuarial methodologies and the reasonableness of management’s significant assumptions related to the loss development factors, expected loss ratios, and selected aggregate reserve position for each portfolio for non-asbestos and environmental loss reserves, and the number of claims that will ultimately be settled with

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payment, which includes expected future claim filings and claim dismissal rates, and average claim indemnity and related estimated legal costs in forming an aggregate reserve position for asbestos and environmental loss reserves. Evaluating the reasonableness of these assumptions involved considering actual historical data, loss development patterns, industry data, and other benchmarks, as applicable, for the respective reserving classes.

Valuation of defendant asbestos liabilities

As described in Note 13 to the consolidated financial statements, the Company has $545 million of defendant asbestos and environmental liabilities as of December 31, 2024, substantially all of which consists of defendant asbestos liabilities. Defendant asbestos liabilities include amounts for indemnity and defense costs for pending and future asbestos-related claims, determined by management using actuarial methods. The actuarial methods utilize data resulting from claim experience and include the development of estimates of the potential value of asbestos-related claims asserted but not yet resolved, as well as the number and potential value of asbestos-related claims not yet asserted. In developing the estimate of liability for potential future claims, the actuarial methods project the potential number of future claims based on the Company’s historical claim filings and health studies. The actuarial methods also utilize assumptions based on the Company’s historical proportion of claims resolved without payment, historical claim resolution costs for those claims that result in a payment, and historical defense costs. The liabilities are estimated by management using pending and projected future claim filings, projected payment rates, average claim resolution amounts, and an estimate for defense costs, which are derived based on assumptions relating to defense cost to indemnity cost ratios. Management utilizes judgment when determining the assumptions related to the expected number of future claims (which includes projected future claim filings and projected payments rates), average claim resolution amounts, and estimated defense costs.

The principal considerations for our determination that performing procedures relating to the valuation of defendant asbestos liabilities is a critical audit matter are (i) the significant judgment by management when developing the estimate of the liability, (ii) a high degree of auditor judgment, subjectivity and effort in performing procedures and evaluating management’s significant assumptions related to the expected number of future claims, which includes projected future claim filings and projected payments rates, average claim resolution amounts, and estimated defense costs derived based on assumptions relating to defense cost to indemnity cost ratios, and (iii) the audit effort involved the use of professionals with specialized skill and knowledge.

Addressing the matter involved performing procedures and evaluating audit evidence in connection with forming our overall opinion on the consolidated financial statements. These procedures included testing the effectiveness of controls relating to the valuation of defendant asbestos liabilities, including controls over the development of significant assumptions. These procedures also included, among others, (i) the involvement of professionals with specialized skill and knowledge to assist in testing management’s process for developing the estimate of defendant asbestos liabilities, (ii) evaluating the appropriateness of the actuarial methods used, (iii) evaluating the reasonableness of the significant assumptions used by management related to the expected number of future claims, which includes projected future claim filings and projected payment rates, average claim resolution amounts, and estimated defense costs derived based on assumptions relating to defense cost to indemnity cost ratios, and (iv) testing, on a sample basis, the completeness and accuracy of the underlying data used by management.

/s/ PricewaterhouseCoopers LLP

New York, New York

February 27, 2025

We have served as the Company’s auditor since 2022.

Enstar Group Limited | 2024 Form 10-K                  112

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ENSTAR GROUP LIMITED

CONSOLIDATED BALANCE SHEETS

As of December 31, 2024 and 2023

			2024						2023
			(expressed in millions of U.S. dollars, except share data)
ASSETS
Fixed maturities, trading, at fair value (1)			$	1,263					$	1,949
Fixed maturities, available-for-sale, at fair value (amortized cost: 2024 — $5,065; 2023 — $5,642; net of allowance: 2023 — $16) (1)			4,691						5,261
Short-term investments, trading, at fair value			1						2
Short-term investments, available-for-sale, at fair value (amortized cost: 2024 — $215; 2023 — $62)			215						62
Funds held (1)			4,979						5,251
Equity securities, at fair value (cost: 2024 — $680; 2023 — $615) (1)			803						701
Other investments, at fair value (includes consolidated variable interest entity: 2024 — $112; 2023 — $59 ) (1)			4,188						3,853
Equity method investments (1)			313						334
Total investments (Note 7) and (Note 14)			16,453						17,413
Cash and cash equivalents (includes consolidated variable interest entity: 2024 — $5; 2023 — $8) (1)			1,098						564
Restricted cash and cash equivalents			456						266
Accrued interest receivable			58						71
Reinsurance balances recoverable on paid and unpaid losses (net of allowance: 2024 — $116; 2023 — $131) (Note 9)			533						740
Reinsurance balances recoverable on paid and unpaid losses, at fair value (Note 9) and (Note 14)			179						217
Insurance balances recoverable (net of allowance: 2024 — $4; 2023 — $5) (Note 13)			172						172
Net deferred charge assets (Note 10)			745						731
Other assets (1)			713						739
TOTAL ASSETS			$	20,407					$	20,913
LIABILITIES
Losses and loss adjustment expenses (Note 11) (1)			$	10,407					$	11,196
Losses and loss adjustment expenses, at fair value (Note 11) and (Note 14)			997						1,163
Defendant asbestos and environmental liabilities (Note 13)			545						567
Debt obligations (Note 18)			1,833						1,831
Other liabilities (includes consolidated variable interest entity: 2024 — $2; 2023 — $1) (1)			528						508
TOTAL LIABILITIES			14,310						15,265
COMMITMENTS AND CONTINGENCIES (Note 26)
SHAREHOLDERS’ EQUITY (Note 20)
Voting Ordinary Shares (issued and outstanding 2024: 15,241,316; 2023: 15,196,685)			15						15
Preferred Shares:
Series D Preferred Shares (issued and outstanding 2024 and 2023: 16,000; liquidation preference $400)			400						400
Series E Preferred Shares (issued and outstanding 2024 and 2023: 4,400; liquidation preference $110)			110						110
Treasury shares, at cost:
Series C Preferred Shares (all issued shares held in treasury in 2024 and 2023: 388,571)			(422)						(422)
Joint Share Ownership Plan (voting ordinary shares, held in trust 2024 and 2023: 565,630)			(1)						(1)
Additional paid-in capital			600						579
Accumulated other comprehensive loss			(341)						(336)
Retained earnings			5,730						5,190
Total Enstar Shareholders’ Equity			6,091						5,535
Noncontrolling interests (Note 19)			6						113
TOTAL SHAREHOLDERS’ EQUITY			6,097						5,648
TOTAL LIABILITIES AND SHAREHOLDERS’ EQUITY			$	20,407					$	20,913

(1) See Note 24 for additional information regarding related party transactions.

See accompanying notes to the consolidated financial statements.

Enstar Group Limited | 2024 Form 10-K                  113

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ENSTAR GROUP LIMITED

CONSOLIDATED STATEMENTS OF OPERATIONS

For the Years Ended December 31, 2024, 2023 and 2022

			2024						2023						2022
			(expressed in millions of U.S. dollars, except share and per share data)
REVENUES
Net premiums earned (1)			$	40					$	43					$	66
Net investment income (1)			651						647						455
Net realized losses			(9)						(65)						(111)
Fair value changes in trading securities, funds held and other investments (1)			456						528						(1,503)
Other income			67						288						39
Total revenues			1,205						1,441						(1,054)
EXPENSES
Net incurred losses and loss adjustment expenses
Current period			23						30						48
Prior period			(149)						(131)						(756)
Total net incurred losses and loss adjustment expenses (1)			(126)						(101)						(708)
Policyholder benefit expenses			—						—						25
Defendant asbestos and environmental expenses			40						12						4
Amortization of net deferred charge assets			117						106						80
Acquisition costs			9						10						23
General and administrative expenses			391						369						331
Goodwill impairment			63						—						—
Interest expense			89						90						89
Net foreign exchange gains			(39)						—						(15)
Total expenses			544						486						(171)
INCOME (LOSS) BEFORE INCOME TAXES			661						955						(883)
Income tax (expense) benefit			(62)						250						12
(Losses) income from equity method investments (1)			(18)						13						(74)
NET INCOME (LOSS)			581						1,218						(945)
Net (income) loss attributable to noncontrolling interest			(5)						(100)						75
NET INCOME (LOSS) ATTRIBUTABLE TO ENSTAR GROUP LIMITED			576						1,118						(870)
Dividends on preferred shares			(36)						(36)						(36)
NET INCOME (LOSS) ATTRIBUTABLE TO ENSTAR GROUP LIMITED ORDINARY SHAREHOLDERS			$	540					$	1,082					$	(906)
Earnings (loss) per ordinary share attributable to Enstar Ordinary Shareholders:
Basic			$	36.83					$	69.22					$	(52.65)
Diluted			$	35.90					$	68.47					$	(52.65)
Weighted average ordinary shares outstanding:
Basic			14,660,810						15,631,770						17,207,229
Diluted			15,040,879						15,802,618						17,323,130

(1) See Note 24 for additional information regarding related party transactions.

See accompanying notes to the consolidated financial statements.

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ENSTAR GROUP LIMITED

CONSOLIDATED STATEMENTS OF COMPREHENSIVE INCOME (LOSS)

For the Years Ended December 31, 2024, 2023 and 2022

 

			2024						2023						2022
			(expressed in millions of U.S. dollars)
NET INCOME (LOSS)			$	581					$	1,218					$	(945)
Other comprehensive income (loss), net of income taxes:
Unrealized (losses) gains on fixed maturity available-for-sale investments arising during the year			(2)						154						(681)
Reclassification adjustment for change in allowance for credit losses recognized in net income (loss)			(15)						(11)						28
Reclassification adjustment for net realized losses recognized in net income (loss)			24						75						81
Unrealized gains (losses) arising during the year, net of reclassification adjustments			7						218						(572)
Remeasurement of future policyholder benefits - change in discount rate			—						—						363
Reclassification adjustment for remeasurement of future policyholder benefits included in net income			—						(363)						—
Change in currency translation adjustment			(2)						3						—
Change in net liability for losses and LAE at fair value - Instrument-specific credit risk			(10)						20						—
Other			—						—						(2)
Total other comprehensive loss			(5)						(122)						(211)
Comprehensive income (loss)			576						1,096						(1,156)
Less: Comprehensive income attributable to noncontrolling interest			(5)						(12)						—
COMPREHENSIVE INCOME (LOSS) ATTRIBUTABLE TO ENSTAR GROUP LIMITED			$	571					$	1,084					$	(1,156)

See accompanying notes to the consolidated financial statements.

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ENSTAR GROUP LIMITED

CONSOLIDATED STATEMENTS OF CHANGES IN SHAREHOLDERS EQUITY For the Years Ended December 31, 2024 and 2023

			Share Capital (1)
									Non-voting Convertible Ordinary Shares															Preferred Shares												Treasury Shares
			Voting Ordinary Shares						Series C																		Series D						Series E						Series C Preferred Shares						JSOP						APIC						AOCI						Retained Earnings						Total Enstar Shareholders' Equity						NCI						Total Shareholders' Equity
			(in millions of U.S. dollars)
Year Ended December 31, 2024
Balance as of December 31, 2023			$	15					$	—																	$	400					$	110					$	(422)					$	(1)					$	579					$	(336)					$	5,190					$	5,535					$	113					$	5,648
Net income attributable to Enstar or noncontrolling interests			—						—																		—						—						—						—						—						—						576						576						5						581
Dividends on preferred shares			—						—																		—						—						—						—						—						—						(36)						(36)						—						(36)
Amortization of share-based compensation			—						—																		—						—						—						—						34						—						—						34						—						34
Acquisition of noncontrolling shareholders' interest in subsidiary			—						—																		—						—						—						—						—						—						—						—						(6)						(6)
Other comprehensive income, net of tax			—						—																		—						—						—						—						—						(5)						—						(5)						—						(5)
Redemptions of noncontrolling interest			—						—																		—						—						—						—						—						—						—						—						(106)						(106)
Other			—						—																		—						—						—						—						(13)						—						—						(13)						—						(13)
Balance as of December 31, 2024			$	15					$	—																	$	400					$	110					$	(422)					$	(1)					$	600					$	(341)					$	5,730					$	6,091					$	6					$	6,097
Year Ended December 31, 2023
Balance as of December 31, 2022			$	16					$	1																	$	400					$	110					$	(422)					$	(1)					$	766					$	(302)					$	4,406					$	4,974					$	186					$	5,160
Net income attributable to Enstar or noncontrolling interests (excludes redeemable noncontrolling interests)			—						—																		—						—						—						—						—						—						1,118						1,118						85						1,203
Dividends on preferred shares			—						—																		—						—						—						—						—						—						(36)						(36)						—						(36)
Repurchase of voting ordinary shares			—						—																		—						—																		(3)						—						—						(3)						—						(3)
Ordinary shares repurchased			(1)						(1)																		—						—						—						—						(230)						—						—						(232)						—						(232)
Amortization of share-based compensation			—						—																		—						—						—						—						28						—						—						28						—						28
Acquisition of noncontrolling shareholders' interest in subsidiary			—						—																		—						—						—						—						18						—						—						18						(175)						(157)
Other comprehensive loss, net of tax			—						—																		—						—						—						—						—						(34)						—						(34)						(90)						(124)
Redemptions/Subscriptions of NCI			—						—																		—						—						—						—						—						—						—						—						107						107
Other			—						—																		—						—						—						—						—						—						(298)						(298)						—						(298)
Balance as of December 31, 2023			$	15					$	—																	$	400					$	110					$	(422)					$	(1)					$	579					$	(336)					$	5,190					$	5,535					$	113					$	5,648

(1) Series C and E non-voting convertible shares repurchased and retired in March 2023 were excluded from these tables as all par value amounts were less than $1 million.

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ENSTAR GROUP LIMITED

CONSOLIDATED STATEMENT OF CHANGES IN SHAREHOLDERS EQUITY For the Year Ended December 31, 2022

			Share Capital (1)
									Non-voting Convertible Ordinary Shares															Preferred Shares												Treasury Shares
			Voting Ordinary Shares						Series C																		Series D						Series E						Series C Preferred Shares						JSOP						APIC						AOCI						Retained Earnings						Total Enstar Shareholders' Equity						NCI						Total Shareholders' Equity
			(in millions of U.S. dollars)
Year Ended December 31, 2022
Balance as of December 31, 2021			$	17					$	1																	$	400					$	110					$	(422)					$	(1)					$	922					$	(16)					$	5,312					$	6,323					$	230					$	6,553
Net income attributable to Enstar or noncontrolling interests (excludes redeemable noncontrolling interests)			—						—																		—						—						—						—						—						—						(945)						(945)						(70)						(1,015)
Dividends on preferred shares			—						—																		—						—						—						—						—						—						(36)						(36)						—						(36)
Repurchase of voting ordinary shares			—						—																		—						—						—						—						(4)						—						—						(4)						—						(4)
Ordinary shares repurchased			(1)						—																		—						—						—						—						(162)						—						—						(163)						—						(163)
Amortization of share-based compensation			—						—																		—						—						—						—						10						—						—						10						—						10
Acquisition of noncontrolling shareholders' interest in subsidiary			—						—																		—						—						—						—						—						—						—						—						(55)						(55)
Change in unrealized losses on available-for-sale investments attributable to noncontrolling interests			—						—																		—						—						—						—						—						—						—						—						(9)						(9)
Change in remeasurement of future policyholder benefits attributable to noncontrolling interests			—						—																		—						—						—						—						—						—						—						—						90						90
Other			—						—																		—						—						—						—						—						(286)						75						(211)						—						(211)
Balance as of December 31, 2022			$	16					$	1																	$	400					$	110					$	(422)					$	(1)					$	766					$	(302)					$	4,406					$	4,974					$	186					$	5,160

(1) Series E non-voting convertible shares were excluded from these tables as all par value amounts were less than $1 million.

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ENSTAR GROUP LIMITED

CONSOLIDATED STATEMENTS OF CASH FLOWS

for the Years Ended December 31, 2024, 2023 and 2022

			2024						2023						2022
			(expressed in millions of  U.S. dollars)
OPERATING ACTIVITIES:
Net income (loss)			$	581					$	1,218					$	(945)
Adjustments to reconcile net income (loss) to cash flows provided by operating activities:
Realized losses (gains) on investments			9						65						111
Fair value changes in trading securities, funds held and other investments			(456)						(528)						1,503
Goodwill impairment			63						—						—
Amortization of net deferred charge assets			117						106						80
Depreciation, accretion and other amortization			(11)						7						47
Net gain on Enhanzed Re novation			—						(275)						—
Losses (income) from equity method investments			18						(13)						74
Other adjustments			2						5						13
Changes in:
Reinsurance balances recoverable on paid and unpaid losses			248						142						375
Losses and loss adjustment expenses			(1,041)						(624)						(151)
Defendant asbestos and environmental liabilities			(22)						(40)						(31)
Other operating assets and liabilities			(138)						(376)						(571)
Funds held			254						(296)						(1,174)
Cash from (used in) operating activities:
Cash consideration for the Enhanzed Re novation			—						94						—
Sales and maturities of trading securities			1,198						1,530						2,376
Purchases of trading securities			(339)						(492)						(1,450)
Net cash flows provided by operating activities			483						523						257
INVESTING ACTIVITIES:
Sales and maturities of available-for-sale securities			$	2,102					$	2,132					$	2,502
Purchase of available-for-sale securities			(1,774)						(1,959)						(2,295)
Sale of subsidiary			4						—						—
Purchase of other investments			(991)						(911)						(1,552)
Proceeds from other investments			848						530						420
Proceeds from the sale of equity method investments			20						48						—
Acquisition, net of cash acquired (1)			76						—						—
Other			1						12						6
Net cash flows provided by (used in) investing activities			286						(148)						(919)
FINANCING ACTIVITIES:
Dividends on preferred shares			$	(36)					$	(36)					$	(36)
Dividends paid to noncontrolling interests			—						—						(55)
Acquisition of noncontrolling and redeemable noncontrolling shareholders’ interests in subsidiaries			(6)						(294)						—
Repurchase of shares			—						(531)						(163)
Issuance of debt, net of issuance costs (2)			—						—						494
Repayment of debt (2)			—						—						(356)
Net cash flows used in financing activities			(42)						(861)						(116)
EFFECT OF EXCHANGE RATE CHANGES ON FOREIGN CURRENCY CASH, CASH EQUIVALENTS AND RESTRICTED CASH			(3)						(14)						16

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NET INCREASE (DECREASE) IN CASH, CASH EQUIVALENTS AND RESTRICTED CASH			724						(500)						(762)
CASH, CASH EQUIVALENTS AND RESTRICTED CASH, BEGINNING OF YEAR			830						1,330						2,092
CASH, CASH EQUIVALENTS AND RESTRICTED CASH, END OF YEAR			$	1,554					$	830					$	1,330

(1) Gross cash within the business acquired was $121 million and cash paid as consideration for the business was $45 million resulting in net cash acquired of $76 million.

(2) We borrowed and fully repaid $150 million of loans under our revolving credit facility during 2023.

Supplemental Cash Flow Information:
Income taxes (received) paid, net of refunds			$	(13)					$	16					$	3
Interest paid			88						88						86
Reconciliation to Consolidated Balance Sheets:
Cash and cash equivalents			$	1,098					$	564					$	822
Restricted cash and cash equivalents			456						266						508
Cash, cash equivalents and restricted cash			$	1,554					$	830					$	1,330
Non-cash operating activities:
Novation of future policy holder benefits			$	—					828						$	—
Funds held directly managed transferred in exchange on novation of future policy holder benefits			—						(949)						—
Other assets / liabilities transferred on novation of future policy holder benefits			—						(62)						—
Losses and loss adjustment expenses transferred in connection with settlement of participation in Atrium's Syndicate 609			—						173						—
Investments transferred in connection with settlement of participation in Atrium's Syndicate 609			—						(173)						—
Non-cash investing activities:
Unsettled purchases of available-for-sale securities and other investments			$	(1)					$	(5)					$	(1)
Unsettled sales of available-for-sale securities and other investments			19						1						6
Receipt of available-for-sale securities as consideration in exchange for assumption of reinsurance contract liabilities			16						113						—
Receipt of available-for-sale debt securities as consideration in exchange for assumption of liabilities			—						—						508
AFS securities received as consideration for assumption of liabilities			22						—						—
Redemption of NCI			(106)						—						—
Non-cash financing activities:
Settlement of loan receivable as partial consideration for RNCI redemption			$	—					15						—
Transfer of equity interest in Northshore as partial consideration for RNCI redemption			—						48						—
Redemption of NCI (Note 19)			106						—						—

See accompanying notes to the consolidated financial statements.

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ENSTAR GROUP LIMITED

NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS

December 31, 2024, 2023 and 2022

1. MERGER AGREEMENT

On July 29, 2024, Enstar Group Limited (the “Company,” “we,” “us,” or “our”) entered into an Agreement and Plan of Merger (the “Merger Agreement”) with Elk Bidco Limited (the “Parent”), an exempted company limited by shares existing under the laws of Bermuda. The Parent is backed by equity commitments from investment vehicles managed or advised by affiliates of Sixth Street Partners, LLC (“Sixth Street”). Pursuant to the Merger Agreement, there will be a series of mergers (collectively, the "Merger") resulting in the Company surviving the Merger as a wholly-owned subsidiary of the Parent.

Under the terms of the Merger Agreement, all the Company’s issued and outstanding ordinary shares, par value $1.00 per share, will be converted into the right to receive $338 in cash per ordinary share, except for shares held  by Sixth Street and certain shareholders who will reinvest in the merged entity. The total consideration to be paid to our shareholders is approximately $5.1 billion. Completion of the Merger remains subject to certain conditions, including certain regulatory approvals. The Merger is expected to close in mid-2025.

In connection with the Merger Agreement, any Company restricted stock awards, restricted stock unit awards, deferred stock awards, and performance shares that are outstanding immediately prior to completion of the Merger will generally become vested and are included in the consideration. As part of the consideration, Enstar has agreed to a return of capital of $500 million to the Company’s shareholders, which is included as part of the total $338 per ordinary share in cash to be received at the close of the Merger. Upon completion of the transaction, the Company's ordinary shares will no longer be publicly listed, and the Company will become a privately held company.

The Merger Agreement contains termination rights for the Company and Sixth Street upon the occurrence of certain events, including, among others:

1.if the consummation of the Merger does not occur on or before July 29, 2025 (the “Closing Date”); except that if the effective time of the Merger has not occurred by July 29, 2025 due to the fact that all required applicable regulatory approvals have not been obtained on acceptable terms but all other conditions to closing have been satisfied (other than those conditions that by their terms are to be satisfied at the closing, each of which is capable of being satisfied) or (to the extent permitted by law) waived, the Closing Date would be automatically extended by another six months; and

2.if Sixth Street wishes to terminate the Merger Agreement upon the occurrence of a Specified Debt Event of Default (as defined in the Merger Agreement).

Upon termination of the Merger Agreement by Sixth Street, under certain circumstances, Sixth Street would be required to pay the Company a termination fee of $265 million, or if Sixth Street terminates the Merger Agreement upon a Specified Debt Event of Default, a termination fee of $97 million.

Fees and other expenses that are contingent on the closing of the Merger are estimated to range from $90 million to $105 million for consulting and advisory, legal services and employee related bonuses. These contingent fees and expenses will not be accrued and will be recognized in our financial statements in the period when the Merger closes and will be paid using our financial resources and not from any of the merger consideration (which is being paid entirely to ordinary shareholders).

Non-contingent Merger related costs, such as those related to legal services, filing fees, administrative fees and employee expenses have been expensed as incurred within general and administrative expenses within these financial statements.

The Company’s Shareholders approved the Merger Agreement on November 6, 2024, at a formal shareholders’ meeting. The Company and Sixth Street are working to complete the Merger and anticipate receiving all requisite regulatory approvals by mid-2025.

Enstar Group Limited | 2024 Form 10-K                  120

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2. BUSINESS OVERVIEW AND BASIS OF PRESENTATION

Business

Enstar Group Limited ("Enstar") is a leading global (re)insurance group that offers innovative capital release solutions through its network of group companies operating in Bermuda, the United States, the United Kingdom, Liechtenstein, Belgium and Australia. Our core focus is acquiring and managing (re)insurance companies and portfolios of (re)insurance business in run-off.

Our voting ordinary shares are listed on the NASDAQ Global Select Market under the ticker symbol "ESGR". Unless the context indicates otherwise, the terms "Enstar," "we," "us" or "our" mean Enstar Group Limited and its consolidated subsidiaries and the term "Parent Company" means Enstar Group Limited and not any of its consolidated subsidiaries.

Basis of Presentation

The accompanying consolidated financial statements and related notes have been prepared in accordance with accounting principles generally accepted in the United States ("U.S. GAAP"). All intercompany accounts and transactions have been eliminated. Certain comparative information has been reclassified to conform to the current presentation.

The consolidated financial statements include the accounts of Enstar Group Limited, our controlled subsidiaries (generally through a greater than 50 percent ownership of voting rights and voting interests), and variable interest entities (“VIE”s) of which we are the primary beneficiary. Equity investments in entities that we do not consolidate, including corporate entities in which we have significant influence and partnership and partnership-like entities in which we have more than minor influence over the operating and financial policies, are accounted for under the equity method unless we have elected the fair value option.

Prior to the fourth quarter ending December 31, 2022, all our material subsidiaries were accounted for on a calendar year end basis. Enhanzed Re Ltd., one of our wholly-owned subsidiaries, was accounted for on a fiscal year ending September 30 basis. In the fourth quarter 2022, substantially all Enhanzed Re’s operations were ceased through a series of commutation, novation and termination actions. These actions are described in Note 12 to these financial statements, which included a description of the impacts recorded in the first quarter 2023. After these actions, all of our material subsidiaries are on a calendar year end basis.

Use of Estimates, Risks and Uncertainties

The preparation of financial statements in accordance with U.S. GAAP requires us to make estimates and assumptions that affect the reported amount of assets and liabilities, disclosure of contingent assets and liabilities at the date of the financial statements and the reported amounts of revenues and expenses during the reporting period. Actual results could differ from those estimates.

The estimation of unpaid claim liabilities at any given point in time is subject to a high degree of uncertainty for a several reasons. A significant amount of time can lapse between the assumption of risk, the occurrence of a loss event, the reporting of the event to an (re)insurance company and the ultimate payment of the claim on the loss event. Certain estimates for unpaid claim liabilities involve considerable uncertainty due to significant coverage litigation and it can be unclear whether past claim experience will be representative of future claim experience.

We are subject to economic factors such as interest rates, inflation, foreign exchange rates, adverse reserve developments, regulation, tax policy changes, political risks and other market risks that can impact our strategy, operations, and results.

Enstar Group Limited | 2024 Form 10-K                  121

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Item 8 | Notes to Consolidated Financial Statements | Note 3 - Significant Accounting Policies

3. SIGNIFICANT ACCOUNTING POLICIES

The following table identifies our significant accounting policies presented in other notes to our consolidated financial statements:

Significant Accounting Policies						Note Reference(s)
•Acquisitions						Note 6 - Business Acquisitions
•Short-term investments and fixed maturities •Allowance for credit losses •Equity securities •Other investments, at fair value •Equity method investments •Funds held						Note 7 - Investments
•Derivative instruments						Note 8 - Derivatives and Hedging Instruments
•Reinsurance Balances Recoverable on Paid and Unpaid Losses						Note 9 - Reinsurance Balances Recoverable on Paid and Unpaid Losses
•Deferred Charge Assets and Deferred Gain Liabilities						Note 10 - Deferred Charge Assets and Deferred Gain Liabilities
•Losses and LAE						Note 11 - Losses and Loss Adjustment Expenses
•Defendant Asbestos and Environmental Liabilities •Insurance Balances Recoverable						Note 13 - Defendant Asbestos and Environmental Liabilities
•Variable Interest Entities						Note 15 - Variable Interest Entities
•Earnings Per Share						Note 21 - Earnings Per Share
•Share-Based Compensation						Note 22 - Share-Based Compensation
•Income Taxes						Note 23 - Income Taxation

Other Significant Accounting Policies

Retroactive Reinsurance Contracts

For each of our reinsurance agreements, we determine whether the agreement provides indemnification against loss or liability relating to insurance risk in accordance with applicable accounting standards. We review all contractual features, including those that may limit the amount of insurance risk to which the reinsurer is subject or features that delay the timely reimbursement of claims.

Cessions under reinsurance agreements do not discharge our obligations under the assumed reinsurance contracts.

If we determine that a reinsurance agreement does not expose us or the reinsurer to a reasonable possibility of a significant loss from insurance risk, we record the agreement using the deposit method of accounting. Deposits received are included in other liabilities and deposits made are included within other assets. As amounts are paid or received, consistent with the underlying contracts, the deposit assets or liabilities are adjusted. Interest on such deposits is recorded as other revenues or other expenses, as appropriate. Periodically, we evaluate the adequacy of the expected payments or recoveries and adjust the deposit asset or liability through other revenues or other expenses, as appropriate.

Retroactive reinsurance contracts provide indemnification for losses and loss adjustment expenses ("LAE") with respect to past loss events. We do not record any income or expense on recognition of the contracts assets and liabilities. Any subsequent remeasurement of the value of liabilities is recorded to net incurred losses and LAE within the consolidated statements of operations.

Prospective reinsurance and insurance contracts

For prospective reinsurance of short-duration contracts that meet the criteria for reinsurance accounting, amounts received (paid) are recorded as assumed (ceded) premiums and assumed (ceded) unearned premiums. Assumed (ceded) unearned premiums are reflected as premiums within the consolidated statement of operations and, losses and loss adjustment expenses (reinsurance balances recoverable on paid and unpaid losses) within the consolidated balance sheet. Such amounts are amortized through net earned premiums over the remaining contract period in proportion to the amount of insurance protection provided.

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Item 8 | Notes to Consolidated Financial Statements | Note 3 - Significant Accounting Policies

Premiums on property and casualty insurance contracts are recognized as revenue on a pro rata basis over the applicable contract term.

Unearned Premium Reserves and Premiums Receivable

Unearned premium reserves, included within other liabilities on the consolidated balance sheets, represent the unexpired portion of policy premiums. For retrospectively rated contracts as well as those contracts whose written premium amounts are recorded based on premium estimates at inception, changes to accrued premiums arising from changes to these estimates are reflected as changes in premium balances receivable where appropriate.

Premiums receivable are reported net of an allowance for expected credit losses as appropriate. The allowance is based upon our ongoing review of amounts outstanding, historical loss data, including delinquencies and write-offs, current and forecasted economic conditions and other relevant factors. The credit risk on our premiums receivable balances is substantially reduced where we can cancel the underlying policy if the policyholder does not pay the related premium.

Acquisition Costs

Acquisition costs, consisting principally of incremental costs including, commissions and brokerage expenses and certain premium taxes and fees incurred at the time a contract or policy is issued and which are directly related to the successful efforts of acquiring new insurance contracts or renewing existing insurance contracts, are deferred and amortized over the period in which the related premiums are earned.

Deferred acquisition costs (“DAC”), recorded within other assets on the consolidated balance sheets, are limited to their estimated realizable value by line of business based on the related unearned premiums, anticipated claims and claim expenses and anticipated investment income.

Cash and cash equivalents

Cash equivalents include money market funds, fixed interest deposits and all highly liquid debt instruments purchased with an original maturity of three months or less. Securities included within cash equivalents are stated at estimated fair value, while other investments included within cash equivalents are stated at amortized cost which approximates estimated fair value.

Foreign Exchange

Assets, liabilities and operations of foreign affiliates and subsidiaries, as well as investments accounted for under the equity method, are recorded based on the functional currency of each entity. The determination of the functional currency is made based on the appropriate economic and management indicators. For most of our foreign operations, the local currency is the functional currency.

Assets and liabilities of foreign affiliates and subsidiaries are translated from the functional currency to our reporting currency U.S. dollars, at the exchange rates in effect at each year-end and revenues and expenses are translated at the average exchange rates during the year. The resulting translation adjustments are charged or credited directly to OCI, net of applicable taxes. Gains and losses from foreign currency transactions, including the effect of re-measurement of monetary assets and liabilities to the appropriate functional currency, are reported separately in the consolidated statement of operations in the period in which they occur.

New Accounting Standards Adopted

ASU 2023-07 - Improvements to Reportable Segment Disclosures

In November 2023, the FASB issued ASU 2023-07, which includes the following amendments to Topic 280 Segment Reporting:

•Disclose, on an annual and interim basis, significant segment expenses that are regularly provided to the chief operating decision maker (“CODM”) and included within the segment measure of profit or loss;

•Disclose, on an annual and interim basis, an amount for other segment items by reportable segment and a description of its composition;

•Disclose, on an interim basis, all annual disclosures about a reportable segment’s profit or loss and assets currently required by Topic 280;

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Item 8 | Notes to Consolidated Financial Statements | Note 3 - Significant Accounting Policies

•Clarify that an entity is not precluded from reporting one or more additional measure(s) of segment profit or loss if the CODM uses more than one measure in assessing segment performance and deciding how to allocate resources;

•Disclose the title and position of the CODM and an explanation of how the CODM uses the reported measure(s) of segment profit or loss in assessing segment performance and deciding how to allocate resources; and

•Require an entity with a single reportable segment to provide all disclosures required by the amendments in ASU 2023-07 and all existing segment disclosures in Topic 280.

These amendments were effective for annual reporting periods beginning after December 15, 2023 and interim reporting periods beginning after December 15, 2024.

We adopted ASU 2023-07 in our annual financial statements for the year ended December 31, 2024, which was applied retrospectively to all prior periods presented. Refer to Note 5 for the expanded segment disclosures.

Recently Issued Accounting Pronouncements Not Yet Adopted

ASU 2023-09 - Improvements to Income Tax Disclosures

In December 2023, the FASB issued ASU 2023-09, which includes the following amendments to Topic 740 Income Taxes:

•Disclose, on an annual basis, specific categories in the rate reconciliation;

•Disclose, on an annual basis, additional information for reconciling items that meet a quantitative threshold (if the effect of those reconciling items is equal to or greater than 5% of the amount computed by multiplying pretax income (or loss) by the applicable statutory income tax rate);

•Disclose, on an annual basis, the amount of income taxes paid (net of refunds received) disaggregated by federal (national), state, and foreign taxes;

•Disclose, on an annual basis, the amount of income taxes paid (net of refunds received) disaggregated by individual jurisdictions in which income taxes paid (net of refunds received) is equal to or greater than 5% of total income taxes paid (net of refunds received);

•Disclose income (or loss) from continuing operations before income tax expense (or benefit) disaggregated between domestic and foreign;

•Disclose income tax expense (or benefit) from continuing operations disaggregated by federal (national), state, and foreign;

•Eliminates the requirement to disclose the nature and estimate of the range of the reasonably possible change in the unrecognized tax benefits balance in the next 12 months or make a statement that an estimate of the range cannot be made; and

•Eliminates the requirement to disclose the cumulative amount of each type of temporary difference when a deferred tax liability is not recognized because of the exceptions to comprehensive recognition of deferred taxes related to subsidiaries and corporate joint ventures.

These amendments are effective for annual reporting periods beginning after December 15, 2024, and should be applied prospectively, however retrospective application is permitted. Early adoption is permitted.

Adopting ASU 2023-09 will require us to expand our income tax disclosures. We expect to prospectively adopt this ASU within our annual financial statements for the year ended December 31, 2025.

2024-03 - Disaggregation of Income Statement Expenses

In November 2024, the FASB issued ASU 2024-03, which resulted in the addition of Subtopic 220-40 Reporting Comprehensive Income - Expense Disaggregation Disclosures and includes the following amendments:

•Disclose the amounts of employee compensation, depreciation, intangible asset amortization, and certain other costs and expenses included in each relevant expense caption and include certain amounts that are already required to be disclosed under existing generally accepted accounting principles in the same disclosure;

Enstar Group Limited | 2024 Form 10-K                  124

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Item 8 | Notes to Consolidated Financial Statements | Note 3 - Significant Accounting Policies

•Disclose a qualitative description of the amounts remaining in relevant expense captions that are not separately disaggregated quantitatively; and

•Disclose the total amount of selling expenses and, on an annual basis, an entity’s definition of selling expenses.

These amendments are effective for annual reporting periods beginning after December 15, 2026 and interim reporting periods beginning after December 15, 2027, and must be applied prospectively with an option for retrospective application. Early adoption is permitted.

Adopting ASU 2024-03 will require us to expand our disclosures related to costs and expenses. We expect to adopt the new guidance in the period of effectiveness.

4. SIGNIFICANT NEW BUSINESS

We define new business as material transactions, which generally take the form of reinsurance or direct business transfers.

Signed and closed reinsurance agreements

During the year ended December 31, 2024, we closed reinsurance transactions with R&Q (Accredited), IAG, SiriusPoint, QBE, and James River. Additionally, in July 2024 we closed a transaction to reinsure certain 2019 and 2020 business written by a third-party capital platform which uses Insurance Linked securities (“ILS”) to fund its risks, for which we received premium of $294 million.

The table below sets forth a summary of new significant reinsurance business that we closed between January 1, 2024 and December 31, 2024:

Line of Business												Consideration Received						Net Loss Reserves Assumed						DCA (1)																														Type of Transaction						Remaining Limit upon Acquisition						Jurisdiction
												(in millions of U.S. dollars)
Diversified mix including asbestos, general casualty, and workers’ compensation												$	282					$	297					$	15																													LPT and ADC						$	111					U.S., U.K. and Europe
Property catastrophe and COVID-19 exposures												294						294						—																														LPT						Varies(2)						Global
Product & public liability, compulsory third-party motor, professional risks, and workers’ compensation												200						202						2																														ADC						240						Australia
Workers’ compensation												300						355						55																														LPT						266						U.S.
U.S. commercial liability, general aviation, and workers’ compensation												357						392						35																														LPT						178						U.S.
General casualty, product liability, and commercial auto liability												52						76						24																														ADC						—						U.S.
Total 2024												$	1,485					$	1,616					$	131

(1) Where the estimated ultimate losses payable exceed the consideration received at the inception of the agreement, a deferred charge asset (“DCA”) is recorded. Refer to Note 10 for additional information.

(2) The limits vary dependent on each individual covered contract under the agreement.

Signed reinsurance agreements not closed as of December 31, 2024

The table below sets forth a summary of new reinsurance business that we have signed during the year ended December 31, 2024 with AXIS along with a novation of reinsurance related to casualty business, that had yet to close of December 31, 2024.

Line of Business

Agreement Date

Type of Transaction

Estimated Reserves (1)

(in millions of U.S. dollars)

Diversified mix including liability, professional risk, and motor

December 13, 2024

LPT

$

2,290

Casualty (2)

December 13, 2024

Novation

175

Total

$

2,465

(1) Estimated reserves are subject to changes following the closing of the transactions.

Enstar Group Limited | 2024 Form 10-K                  125

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Item 8 | Notes to Consolidated Financial Statements | Note 4 - Significant New Business

(2) Transaction closed on January 28, 2025.

Enstar Group Limited | 2024 Form 10-K                  126

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Item 8 | Notes to Consolidated Financial Statements | Note 5 - Segment Information

5. SEGMENT INFORMATION

Effective January 1, 2024, we have two segments that align with how our chief operating decision maker ("CODM"), our Chief Executive Officer, views our business, assesses performance and allocates resources to our business components. In addition, we report certain results of operations that are not directly attributable to our reportable segments in Corporate & Other which does not qualify as an operating segment.

•Run-off Segment: The Run-off segment is a function of development and settlement of assumed run-off books of business which consists of our acquired property and casualty and other (re)insurance business, including our defendant asbestos and environmental (“A&E”) businesses and StarStone International (from January 1, 2021) following our decision to place it into an orderly run-off.

Our primary objective of the Run-off segment is to recognize favorable prior period development in our net incurred losses and LAE (run-off liability earnings or “RLE”) over time by settling claims in a timely, cost efficient manner using our claims management expertise, including settling claims for lower than outstanding ultimate loss estimates and implementation of reinsurance and commutation strategies.

The Run-off segment results are comprised of net premiums earned, other income, net incurred losses and LAE, acquisition costs and general and administrative expenses.

•Investments Segment: The Investments segment consists of our investment activities and the performance of our investment portfolio.

Our primary objective of the Investments segment is to obtain the highest possible risk and capital adjusted returns while maintaining prudent diversification of assets and operating within the constraints of a global regulated (re)insurance company. We additionally consider the liquidity requirements and duration of our claims, policyholder benefits and contract liabilities.

The Investments segment results are comprised of net investment income, net realized gains (losses), fair value changes in trading securities, funds held and other investments, general and administrative expenses and income from equity method investments.

Effective January 1, 2024, each of our Assumed Life and Legacy Underwriting reportable segments were determined to no longer meet the definition of reportable segments as they no longer engage in any active business activities following the series of commutation and novation transactions in Enhanzed Re and the settlement of the arrangements between SGL No. 1, Arden, and Atrium. Given the cessation of business activities and that all remaining activities are not expected to be material, all residual income or expense of the former Assumed Life and Legacy Underwriting reportable segments have been prospectively included within our Corporate and Other activities.

•Former Assumed Life: The former Assumed Life segment previously consisted of Enhanzed Re’s life and property aggregate excess of loss (catastrophe) business.

In August 2022, Enhanzed Re entered into a Master Agreement with Cavello and Allianz SE, pursuant to which a series of commutation and novation agreements were completed which ceased any continuing reinsurance obligations for this segment. We recognized the impact of transactions that closed in the fourth quarter of 2022 in the first quarter of 2023 due to the quarter lag in reporting.

The former Assumed Life segment results were comprised of net premiums earned, other income, net incurred losses and LAE, policyholder benefit expenses, acquisition costs and general and administrative expenses.

•Former Legacy Underwriting Segment: The former Legacy Underwriting segment was previously comprised of SGL No.1's 25% gross share of the 2020 and prior underwriting years of Atrium's Syndicate 609 at Lloyd's, offset by the contractual transfer of the results of that business to the Atrium entities that were divested in an exchange transaction (the “Exchange Transaction”).

There is no net retention for Enstar on Atrium's 2020 and prior underwriting years. The contractual arrangements between SGL No. 1, Arden and Atrium relating to the reinsurance agreements and the Capacity Lease Agreement were settled in the second quarter of 2023.

The former Legacy Underwriting segment results were previously comprised of net premiums earned, net investment income, net realized gains (losses), fair value changes in trading securities, funds held and other

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Item 8 | Notes to Consolidated Financial Statements | Note 5 - Segment Information

investments, other income (expense), net incurred losses and LAE, acquisition costs and general and administrative expenses.

Management measures segment performance based on segment income (loss), which is used by the CODM to allocate resources (including employees and financial or capital resources) for each segment. The CODM uses segment income (loss) to assess the Run-off segment, which is predominately a function of the development of our net incurred losses and LAE, as well as the Investment segment, which is predominately a function of investment income and returns. Segment income (loss) is derived by including certain items from total income and net income (loss) attributable to Enstar ordinary shareholders, as defined above. Income and expense items that are not directly attributable to our reportable segments are included within our Corporate and Other activities, which do not qualify as an operating segment. These include:

•holding company income and expenses,

•the amortization of net DCAs on retroactive reinsurance contracts,

•the amortization of fair value adjustments associated with the acquisition of companies,

•changes in the discount rate and risk margin components of the fair value of assets and liabilities related to our assumed retroactive reinsurance contracts for which we have elected the fair value option,

•corporate expenses not allocated to our reportable segments,

•debt servicing costs,

•net foreign exchange gains (losses),

•gains (losses) arising on the purchases and sales of subsidiaries (if any),

•income tax benefit (expense),

•net income (losses) from discontinued operations, net of income tax (if any),

•net (income) loss attributable to noncontrolling interest, and

•preferred share dividends.

The amortization of DCAs, fair value adjustments and changes in the discount rate and risk margin components of the fair value of assets and liabilities related to our assumed retroactive reinsurance contracts for which we have elected the fair value option form part of Corporate and Other activities as the CODM evaluates the performance of the Run-off segment (and previously, the Legacy Underwriting segment) without consideration of these amounts.

Expenses that are directly attributable to our reportable segments are disclosed under those segments while non-direct expenses, as well as costs related to shared services that are not directly attributable to our reportable segments, are allocated to our reportable segments as well as to our Corporate and Other activities, on the basis of the actual or proportion of benefit derived from the services provided.

Our assets are reviewed on a consolidated basis by management for decision making purposes since they support business operations across our reportable segments and our Corporate and Other activities. We do not allocate assets to our reportable segments except for reinsurance balances recoverable on paid and unpaid losses and goodwill that are directly attributable to the Run-off segment.

Enstar Group Limited | 2024 Form 10-K                  128

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Item 8 | Notes to Consolidated Financial Statements | Note 5 - Segment Information

The following table sets forth select consolidated statements of operations results by segment for the years ended December 31, 2024, 2023, and 2022:

			2024
			Run-off						Investments						Total
			(in millions of U.S. dollars)
REVENUES			$	79					$	1,098					$	1,177
Losses from equity method investments			—						(18)						(18)
EXPENSES
Net incurred losses and LAE			(159)						—						(159)
Defendant asbestos and environmental expenses			32						—						32
Salaries and benefit expenses			118						23						141
Professional fee expenses			29						4						33
Goodwill impairment			63						—						63
Other segment items (1)			40						13						53
Segment net income (loss)			$	(44)					$	1,040					$	996
Reconciliation of revenues
Segment revenues															$	1,177
Corporate and Other															28
Total revenues															$	1,205
Reconciliation of segment net income (loss) to Net income attributable to Enstar Ordinary Shareholders
Segment net income															$	996
Corporate and Other:
Other income															28
Net incurred losses and LAE(2)															(33)
Defendant asbestos and environmental expenses (3)															(8)
Amortization of net deferred charge assets															(117)
Corporate and Other general and administrative expenses															(173)
Interest expense															(89)
Net foreign exchange gains															39
Income tax expense															(62)
Less: Net income attributable to noncontrolling interest															(5)
Less: Dividends on preferred shares															(36)
Total - Corporate and Other net loss															(456)
Net income attributable to Enstar Ordinary Shareholders															$	540

(1) Other segment items for each reportable segment includes:

•Run-off – acquisition costs, IT-related expenses, banking fees, and other general and administrative expenses

•Investments – banking fees and other general and administrative expenses

(2) Net incurred losses and LAE for Corporate and Other activities includes the fair value adjustments associated with the acquisition of companies and the changes in the discount rate and risk margin components of the fair value of assets and liabilities related to our assumed retroactive reinsurance contracts for which we have elected the fair value option.

(3) Includes the amortization of fair value adjustments associated with the acquisition of DCo, LLC (“DCo”) and Morse TEC LLC (“Morse TEC”) for Corporate and Other activities.

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Item 8 | Notes to Consolidated Financial Statements | Note 5 - Segment Information

			2023
			Run-off						Investments						Former Assumed Life												Total
			(in millions of U.S. dollars)
REVENUES			$	52					$	1,110					$	277											$	1,439
Income from equity method investments			—						13						—												13
EXPENSES
Net incurred losses and LAE			(196)						—						—												(196)
Defendant asbestos and environmental expenses			(1)						—						—												(1)
Salaries and benefit expenses			113						25						—												138
Professional fee expenses			33						4						—												37
Other segment items (1)			41						14						—												55
Segment net income			$	62					$	1,080					$	277											$	1,419
Reconciliation of revenues
Segment revenues																											$	1,439
Corporate and Other																											2
Total revenues																											$	1,441
Reconciliation of segment net income (loss) to net income attributable to Enstar Ordinary Shareholders
Segment net income																											$	1,419
Corporate and Other:
Other income																											2
Net incurred losses and LAE																											(95)
Defendant asbestos and environmental expenses																											(13)
Amortization of net deferred charge assets																											(106)
Corporate and Other general and administrative expenses																											(149)
Interest expense																											(90)
Income tax benefit																											250
Less: Net income attributable to noncontrolling interest																											(100)
Less: Dividends on preferred shares																											(36)
Total - Corporate and Other net loss																											(337)
Net income attributable to Enstar Ordinary Shareholders																											$	1,082

(1) Other segment items for each reportable segment includes:

•Run-off – acquisition costs, IT-related expenses, banking fees, and other general and administrative expenses

•Investments – banking fees and other general and administrative expenses

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Item 8 | Notes to Consolidated Financial Statements | Note 5 - Segment Information

			2022
			Run-off						Investments						Former Assumed Life						Former Legacy Underwriting						Total
			(in millions of U.S. dollars)
REVENUES			$	59					$	(1,159)					$	17					$	10					$	(1,073)
Losses from equity method investments			—						(74)						—						—						(74)
EXPENSES
Net incurred losses and LAE			(442)						—						(55)						7						(490)
Defendant asbestos and environmental expenses			(3)						—						—						—						(3)
Salaries and benefit expenses			95						22						4						—						121
Professional fee expenses			18						4						2						2						26
Other segment items (1)			52						11						26						1						90
Segment net income (loss)			$	339					$	(1,270)					$	40					$	—					$	(891)
Reconciliation of revenues
Segment revenues																											$	(1,073)
Corporate and Other																											19
Total revenues																											$	(1,054)
Reconciliation of segment net income (loss) to net income attributable to Enstar Ordinary Shareholders
Segment net loss																											$	(891)
Corporate and Other:
Other income																											19
Net incurred losses and LAE																											218
Defendant asbestos and environmental expenses																											(7)
Amortization of net deferred charge assets																											(80)
Corporate and Other general and administrative expenses																											(142)
Interest expense																											(89)
Net foreign exchange gains																											15
Income tax benefit																											12
Less: Net loss attributable to noncontrolling interest																											75
Less: Dividends on preferred shares																											(36)
Total - Corporate and Other net loss																											(15)
Net loss attributable to Enstar Ordinary Shareholders																											$	(906)

(1) Other segment items for each reportable segment includes:

•Run-off – acquisition costs, IT-related expenses, banking fees, and other general and administrative expenses

•Investments – banking fees and other general and administrative expenses

•Assumed Life – future policyholder benefit expenses and general and administrative expenses

•Legacy Underwriting – acquisition costs

Enstar Group Limited | 2024 Form 10-K                  131

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Item 8 | Notes to Consolidated Financial Statements | Note 5 - Segment Information

Gross Premiums Written by Geographical Area

The following tables summarize our gross premiums written by geographical region, which is based upon the location of the subsidiaries underwriting the policies, for the years ended December 31, 2024, 2023 and 2022 (2024 and 2023 only consisted of the Run-off Segment):

																																																			2024												2023
																																																			Total/Run-off						%						Total/Run-off						%
																																																			(In millions of U.S. dollars, except percentages)
United States																																																			$	7					64		%				$	98					97		%
United Kingdom																																																			2						18		%				6						6		%
Europe																																																			1						9		%				(3)						(3)		%
Other																																																			1						9		%				—						—		%
Total																																																			$	11					100		%				$	101					100		%

			2022
			Run-off												Assumed Life												Legacy Underwriting																		Total
			Total						%						Total						%						Total						%																		Total						%
			(In millions of U.S. dollars, except percentages)
United States			$	3					60		%				$	—					—		%				$	8					100		%																$	11					44		%
United Kingdom(1)			(7)						(140)		%				—						—		%				—						—		%																(7)						(28)		%
Europe			1						20		%				12						100		%				—						—		%																13						52		%
Asia			8						160		%				—						—		%				—						—		%																8						32		%
Total			$	5					100		%				$	12					100		%				$	8					100		%																$	25					100		%

(1)    Gross premiums written were negative for Run-off segment business located in the U.K., primarily because of an adjustment to premiums written.

Enstar Group Limited | 2024 Form 10-K                  132

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Item 8 | Notes to Consolidated Financial Statements | Note 6 - Business Acquisitions

6. BUSINESS ACQUISITIONS

We record business acquisition assets and liabilities at their estimated fair value. The fair values of each of the acquired (re)insurance assets and liabilities are derived from probability-weighted ranges of the associated projected cash flows, based on actuarially prepared information and our run-off strategy.

Our run-off strategy is expected to be different from the seller's, who generally do not specialize in running off (re)insurance liabilities.

The key assumptions used by us in the valuation of acquired companies are (i) the projected payout, timing and amount of claims liabilities; (ii) the related projected timing and amount of reinsurance collections; (iii) an appropriate discount rate, which is applied to determine the present value of the future cash flows; (iv) the estimated unallocated LAE to be incurred over the life of the run-off; (v) the impact of any accelerated run-off strategy; and (vi) an appropriate risk margin.

The difference between the nominal carrying values of the acquired reinsurance liabilities and assets as of the acquisition date and their fair value is recorded as a fair value adjustment ("FVA") on the consolidated balance sheet. The FVA is amortized over the estimated payout period of the acquired outstanding losses and LAE and reinsurance balances recoverable. We carry unamortized FVA balances on the following consolidated balance sheet captions: losses and loss adjustment expenses, defendant asbestos and environmental liabilities and reinsurance balances recoverable on paid and unpaid losses.

To the extent the actual payout experience after the acquisition is materially faster or slower than anticipated at the time of the acquisition as a result of, (i) our active claims management strategies, which include commutations and policy buybacks, (ii) an adjustment to the estimated ultimate loss reserves, (iii) changes in bad debt provisions, or (iv) changes in estimates of future run-off costs following accelerated payouts, then the amortization of the FVA is adjusted to reflect such changes.

The difference between the fair value of net assets acquired and the purchase price is recorded as goodwill and included as an asset on the consolidated balance sheet or as a gain from bargain purchase in the consolidated statements of operations.

Enhanzed Re

On December 28, 2022, Enhanzed Re, our majority owned (75.1%) subsidiary at the time, acquired Allianz’s remaining 24.9% interest for $175 million. The purchase consideration was based on the final net book value of Enhanzed Re as of December 31, 2022. Following the repurchase, Enhanzed Re became a wholly-owned subsidiary of Enstar.

Signed and closed business acquisitions as of December 31, 2024

On November 5, 2024, we closed an agreement to purchase all of the voting and non-voting shares in a Class 3B Bermuda-based reinsurer and segregated accounts company within the property catastrophe ILS market for a purchase price of $45 million. As part of the acquisition, we acquired $129 million of assets and $69 million of liabilities.

Enstar Group Limited | 2024 Form 10-K                  133

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Item 8 | Notes to Consolidated Financial Statements | Note 7 - Investments

7. INVESTMENTS

We hold:

i.trading portfolios of short-term and fixed maturities and equities, carried at fair value;

ii.AFS portfolios of short-term and fixed maturities, carried at fair value;

iii.other investments carried at fair value;

iv.equity method investments; and

v.funds held.

Short-term and Fixed Maturities

Short-term investments comprise investments with a maturity greater than three months up to one year from the date of purchase. Fixed maturities comprise investments with a maturity of greater than one year from the date of purchase.

Short-term and fixed maturities classified as trading are carried at fair value, with realized gains and losses and fair value changes included in net income and reported as fair value changes in trading securities, funds held and other investments.

Short-term and fixed maturities classified as available-for-sale ("AFS") are carried at fair value, with unrealized gains and losses excluded from net income and reported as a separate component of accumulated other comprehensive income (loss) ("AOCI"). Realized gains and losses on sales of investments classified as AFS are recognized in the consolidated statements of operations.

The costs of short-term and fixed maturities are adjusted for amortization of premiums and accretion of discounts, recognized using the effective yield method and included in net investment income. For mortgage-backed and asset-backed investments, and any other holdings for which there is a prepayment risk, prepayment assumptions are evaluated and reviewed on a regular basis.

Investment purchases and sales are recorded on a trade-date basis. Realized gains and losses on the sale of investments are based upon specific identification of the cost of investments.

Asset Types

The fair values of the underlying asset categories comprising our short-term and fixed maturities classified as trading and AFS as of December 31, 2024 and 2023:

			2024
			Fixed maturities, trading						Fixed maturities, AFS						Short-term investments, trading						Short-term investments, AFS												Total
			(in millions of U.S. dollars)
U.S. government and agency			$	13					$	213					$	—					$	194											$	420
U.K. government			15						29						—						—												44
Other government			91						266						—						2												359
Corporate			917						2,324						1						19												3,261
Municipal			30						79						—						—												109
Residential mortgage-backed			48						373						—						—												421
Commercial mortgage-backed			102						682						—						—												784
Asset-backed			47						725						—						—												772
Total fixed maturity and short-term investments			$	1,263					$	4,691					$	1					$	215											$	6,170

Enstar Group Limited | 2024 Form 10-K                  134

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Item 8 | Notes to Consolidated Financial Statements | Note 7 - Investments

			2023
			Fixed maturities, trading						Fixed maturities, AFS						Short-term investments, trading						Short-term investments, AFS												Total
			(in millions of U.S. dollars)
U.S. government and agency			$	76					$	212					$	—					$	38											$	326
U.K. government			21						51						—						—												72
Other government			144						245						—						2												391
Corporate			1,349						2,758						2						22												4,131
Municipal			49						93						—						—												142
Residential mortgage-backed			55						432						—						—												487
Commercial mortgage-backed			138						703						—						—												841
Asset-backed			117						767						—						—												884
Total fixed maturity and short-term investments			$	1,949					$	5,261					$	2					$	62											$	7,274

Included within residential mortgage-backed securities as of December 31, 2024 were securities issued by U.S. governmental agencies with a fair value of $234 million (December 31, 2023: $306 million).

Included within commercial mortgage-backed securities as of December 31, 2024 were securities issued by U.S. governmental agencies with a fair value of $57 million (December 31, 2023: $73 million)

Contractual Maturities

The contractual maturities of our short-term and fixed maturities, classified as trading and AFS, are shown below. Actual maturities may differ from contractual maturities because issuers may have the right to call or prepay obligations with or without call or prepayment penalties.

As of December 31, 2024						Amortized Cost						Fair Value						% of Total Fair Value
						(in millions of U.S. dollars)
One year or less						$	497					$	491					8.0		%
More than one year through five years						1,723						1,630						26.4		%
More than five years through ten years						1,237						1,121						18.2		%
More than ten years						1,278						951						15.4		%
Residential mortgage-backed						459						421						6.8		%
Commercial mortgage-backed						822						784						12.7		%
Asset-backed						763						772						12.5		%
						$	6,779					$	6,170					100.0		%

Enstar Group Limited | 2024 Form 10-K                  135

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Item 8 | Notes to Consolidated Financial Statements | Note 7 - Investments

Unrealized Gains and Losses on AFS Short-Term and Fixed Maturities

The amortized cost, unrealized gains and losses, allowance for credit losses and fair values of our short-term and fixed maturities classified as AFS as of December 31, 2024 and 2023 were as follows:

																		Gross Unrealized Losses
As of December 31, 2024						Amortized Cost						Gross Unrealized Gains						Non-Credit Related Losses						Allowance for Credit Losses						Fair Value
						(in millions of U.S. dollars)
U.S. government and agency						$	426					$	1					$	(20)					$	—					$	407
U.K. government						32						—						(3)						—						29
Other government						292						—						(24)						—						268
Corporate						2,602						7						(266)						—						2,343
Municipal						94						—						(15)						—						79
Residential mortgage-backed						409						2						(38)						—						373
Commercial mortgage-backed						711						4						(33)						—						682
Asset-backed						714						13						(2)						—						725
						$	5,280					$	27					$	(401)					$	—					$	4,906

																		Gross Unrealized Losses
As of December 31, 2023						Amortized Cost						Gross Unrealized Gains						Non-Credit Related Losses						Allowance for Credit Losses						Fair Value
						(in millions of U.S. dollars)
U.S. government and agency						$	268					$	1					$	(19)					$	—					$	250
U.K. government						49						3						(1)						—						51
Other government						250						5						(8)						—						247
Corporate						3,040						23						(268)						(15)						2,780
Municipal						107						1						(15)						—						93
Residential mortgage-backed						466						3						(37)						—						432
Commercial mortgage-backed						760						1						(57)						(1)						703
Asset-backed						764						10						(7)						—						767
						$	5,704					$	47					$	(412)					$	(16)					$	5,323

Enstar Group Limited | 2024 Form 10-K                  136

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Item 8 | Notes to Consolidated Financial Statements | Note 7 - Investments

Gross Unrealized Losses on AFS Short-term and Fixed Maturities

The following table summarizes our short-term and fixed maturities classified as AFS that were in a gross unrealized loss position, for which an allowance for credit losses has not been recorded, as of December 31, 2024 and 2023:

						12 Months or Greater												Less Than 12 Months												Total
As of December 31, 2024						Fair Value						Gross Unrealized Losses						Fair Value						Gross Unrealized Losses						Fair Value						Gross Unrealized Losses
						(in millions of U.S. dollars)
U.S. government and agency						$	77					$	(16)					$	116					$	(4)					$	193					$	(20)
U.K. government						8						(2)						15						(1)						23						(3)
Other government						45						(8)						203						(16)						248						(24)
Corporate						1,327						(235)						620						(31)						1,947						(266)
Municipal						69						(14)						6						(1)						75						(15)
Residential mortgage-backed						198						(37)						66						(1)						264						(38)
Commercial mortgage-backed						351						(29)						117						(4)						468						(33)
Asset-backed						21						(1)						124						(1)						145						(2)
Total short-term and fixed maturity investments						$	2,096					$	(342)					$	1,267					$	(59)					$	3,363					$	(401)

						12 Months or Greater												Less Than 12 Months												Total
As of December 31, 2023						Fair Value						Gross Unrealized Losses						Fair Value						Gross Unrealized Losses						Fair Value						Gross Unrealized Losses
						(in millions of U.S. dollars)
U.S. government and agency						$	135					$	(18)					$	43					$	(1)					$	178					$	(19)
U.K. government						9						(1)						4						—						13						(1)
Other government						70						(8)						10						—						80						(8)
Corporate						1,854						(265)						243						(3)						2,097						(268)
Municipal						78						(15)						2						—						80						(15)
Residential mortgage-backed						267						(36)						41						(1)						308						(37)
Commercial mortgage-backed						410						(48)						225						(9)						635						(57)
Asset-backed						239						(6)						100						(1)						339						(7)
Total short-term and fixed maturities						$	3,062					$	(397)					$	668					$	(15)					$	3,730					$	(412)

As of December 31, 2024 and 2023, the number of securities classified as AFS in an unrealized loss position for which an allowance for credit loss is not recorded was 3,688 and 2,156, respectively. Of these securities, the number of securities that had been in an unrealized loss position for twelve months or longer was 2,267 and 1,736, respectively.

The contractual terms of most of these investments do not permit the issuers to settle the securities at a price less than the amortized cost basis of the security. While interest rates have increased and credit spreads have widened, and in certain cases credit ratings were downgraded, we currently do not expect the issuers of these fixed income securities to settle them at a price less than their amortized cost basis and therefore it is expected that we will recover the entire amortized cost basis of each security. Furthermore, we do not intend to sell the securities that are currently in an unrealized loss position, and it is also not more likely than not that we will be required to sell the securities before the recovery of their amortized cost bases.

Enstar Group Limited | 2024 Form 10-K                  137

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Item 8 | Notes to Consolidated Financial Statements | Note 7 - Investments

Allowance for Credit Losses on AFS Fixed Maturities

Each reporting period we identify any credit losses on our investment portfolios not measured at fair value through net income. Credit losses on our fixed income securities, AFS are recognized through an allowance account which is deducted from the amortized cost basis of the security, with the net carrying value of the security presented on the consolidated balance sheet at the amount expected to be collected.

To calculate the amount of the credit loss, we compare the present value of the expected future cash flows with the amortized cost basis of the fixed income securities, AFS, with the amount of the credit loss recognized being limited to the excess of the amortized cost basis over the fair value of the fixed income securities, AFS, effectively creating a “fair value floor”.

For our fixed income securities, AFS that we do not intend to sell or for which it is more likely than not that we will not be required to sell before an anticipated recovery in value, we separate the credit loss component of any unrealized losses from the amount related to all other factors and record the credit loss component in net realized gains (losses) in our consolidated statements of operations. The unrealized losses related to non-credit factors is recorded in other comprehensive income. The allowance for credit losses account is adjusted for any additional credit losses, write-offs and subsequent recoveries and is reflected in our consolidated statements of operations.

For our fixed income securities, AFS where we record a credit loss, a determination is made as to the cause of the credit loss and whether we expect a recovery in the fair value of the security. For our fixed income securities, AFS where we expect a recovery in fair value, the constant effective yield method is utilized, and the investment is amortized to par.

For our fixed income securities, AFS that we intend to sell or for which it is more likely than not that we will be required to sell before an anticipated recovery in fair value, the full amount of the unrealized loss is included in net realized gains (losses). The new cost basis of the investment is the previous amortized cost basis less the credit loss recognized in net realized gains (losses). The new cost basis is not adjusted for any subsequent recoveries in fair value.

Our allowance for credit losses is derived based on various data sources, multiple key inputs and forecast scenarios. These include default rates specific to the individual security, vintage of the security, geography of the issuer of the security, industry analyst reports, credit ratings and consensus economic forecasts.

To determine the credit losses on our fixed income securities, AFS, we use the probability of default (“PD”) and loss given default (“LGD”) methodology through a third-party proprietary tool which calculates the expected credit losses based on a discounted cash flow method. The tool uses effective interest rates to discount the expected cash flows associated with each AFS security to determine its fair value, which is then compared with its amortized cost basis to derive the credit loss on the security.

The methodology and inputs used to determine the credit loss by security type are as follows:

•Corporate and government securities: Expected cashflows are derived that are specific to each security. The PD is based on a quantitative model that converts agency ratings to term structures that vary by country, industry and the state of the credit cycle. This is used along with macroeconomic forecasts to produce scenario conditioned PDs. The LGD is based on default studies provided by a third party which we use along with macroeconomic forecasts to produce scenario conditioned LGDs.

•Municipal securities: Expected cash flows are derived that are specific to each security. The PD model produces scenario conditioned PD output over the lifetime of the municipal security. These PDs are based on key macroeconomic and instrument specific risk factors. The LGD is derived based on a model which uses assumptions specific to the municipal securities.

For corporate, government and municipal securities, we use an explicit reversion and a three year forecast period, which we consider to be a reasonable duration during which an economic forecast could continue to be reliable.

•Asset-backed, commercial and residential mortgaged-backed securities: Expected cash flows are derived that are specific to each security. The PD and LGD for each security is based on a quantitative model that generates scenario conditioned PD and LGD term structures based on the underlying collateral type, waterfall and other trustee information. This model also considers prepayments. For these security types, there is no explicit reversion and the forecasts are deemed reasonable and supportable over the life of the portfolio.

Enstar Group Limited | 2024 Form 10-K                  138

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Item 8 | Notes to Consolidated Financial Statements | Note 7 - Investments

We report the investment income accrued on our fixed income securities, AFS within accrued investment income and therefore separately from the underlying fixed income securities, AFS. Due to the short-term period during which accrued investment income remains unpaid, which is typically six months or less since the coupon on our debt securities is paid semi-annually or more frequently, we elected not to establish an allowance for credit losses on our accrued investment income balances. Accrued investment income is written off through net realized gains (losses) at the time the issuer of the debt security defaults or is expected to default on payments.

Uncollectible fixed income securities are written off when we determine that no additional payments of principal or interest will be received.

The following table provides a reconciliation of the beginning and ending allowance for credit losses on our AFS debt securities:

									December 31, 2024																		December 31, 2023
									Corporate												Commercial mortgage backed												Total						Other government						Corporate						Commercial mortgage backed						Total
									(in millions of U.S. dollars)
Allowance for credit losses, beginning of year									$	(15)											$	(1)											$	(16)					$	(1)					$	(32)					$	—					$	(33)
Allowances for credit losses on securities for which credit losses were not previously recorded									(1)												—												(1)						—						(3)						(4)						(7)
Reductions for securities sold during the year									1												—												1						—						6						—						6
Decrease to the allowance for credit losses on securities that had an allowance recorded in the previous period									15												1												16						1						14						3						18
Allowance for credit losses, end of year									$	—											$	—											$	—					$	—					$	(15)					$	(1)					$	(16)

During the years ended December 31, 2024 and 2023, we did not have any write-offs charged against the allowance for credit losses or any recoveries of amounts previously written-off.

Equity Investments

We hold investments in publicly traded equities, exchange-traded funds, privately held equities and warrants. Our equity investments are carried at fair value with realized and unrealized gains and losses included in our consolidated statements of operations and recorded as fair value changes in trading securities, funds held and other investments.

We may elect to measure a privately held equity without a readily determinable fair value that does not qualify for the practical expedient to estimate fair value at its cost less impairment, if any.

The following table summarizes our equity investments as of December 31, 2024 and 2023:

			2024						2023
			(in millions of U.S. dollars)
Privately held equity investments in common and preferred stocks			$	460					$	344
Publicly traded equity investments in common and preferred stocks			176						275
Exchange-traded funds			151						82
Warrants and other			16						—
Total			$	803					$	701

Our publicly traded equity investments in common and preferred stocks predominantly trade on major exchanges and are managed by our external advisors. Our investments in exchange-traded funds also trade on major exchanges.

Our privately held equity investments in common and preferred stocks are direct investments in companies that we believe offer attractive risk adjusted returns and/or offer other strategic advantages. Each investment may have its

Enstar Group Limited | 2024 Form 10-K                  139

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Item 8 | Notes to Consolidated Financial Statements | Note 7 - Investments

own unique terms and conditions and there may be restrictions on disposals. There is no active market for these investments23.

Other Investments, at fair value

Other investments include investments in limited partnerships and limited liability companies (collectively "private equity funds") and hedge funds, fixed income funds, equity funds, private credit funds, real estate funds, collateralized loan obligation ("CLO") equities and CLO equity funds that carry their investments at fair value.

We have elected the fair value option for certain of our other investments that would otherwise be accounted for as an equity method investment. The primary reason for electing the fair value option is because we believe this measurement basis is consistent with the applicable accounting guidance used by the investment funds themselves.

Our other investments are stated at fair value, which ordinarily will be the most recently reported net asset value ("NAV") as advised by the fund manager or administrator. The NAV is based on the fund manager's or administrator's valuation of the underlying holdings in accordance with the fund's governing documents. Many of our fund investments publish NAVs daily and provide daily liquidity while others report on a monthly or quarterly basis. Unrealized gains and losses on other investments are included in net income and reported as fair value changes in trading securities, funds held and other investments.

The following table summarizes our other investments carried at fair value as of December 31, 2024 and 2023:

						2024						2023
						(in millions of U.S. dollars)
Private equity funds						$	1,926					$	1,617
Private credit funds						864						625
Hedge funds						410						491
Real estate funds						401						269
Fixed income funds						369						605
CLO equity funds						162						182
CLO equities						52						60
Equity funds						4						4
Total						$	4,188					$	3,853

The following is a description of the nature of each of these investment categories:

•Private equity funds include primary, secondaries diversified by asset classes, regional vintage and sectors and direct co-investment opportunities.

•Private credit funds invest in direct senior or collateralized loans.

•Hedge funds invest in fixed income, equity and other investments.

•Real estate funds comprise of real estate funds that invest primarily in commercial real estate equity.

•Fixed income funds comprise several positions in diversified fixed income funds that are managed by third-party managers. Underlying investments vary from high-grade corporate bonds to non-investment grade senior secured loans and bonds, in both liquid and illiquid markets. The liquid fixed income funds have regularly published prices.

•CLO equity funds invest primarily in the equity tranches of term-financed securitizations of diversified pools of corporate bank loans.

•CLO equities comprise investments in the equity tranches of term-financed securitizations of diversified pools of corporate bank loans.

•Equity funds invest primarily in public equities.

23 Refer to Note 24 for further information on certain privately held equity investments.

Enstar Group Limited | 2024 Form 10-K                  140

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Item 8 | Notes to Consolidated Financial Statements | Note 7 - Investments

Other investments, including equities measured at fair value using NAV as a practical expedient

We use NAV as a practical expedient to fair value certain of our other investments, including equities. Due to a lag in the valuations of certain funds reported by the managers, we may record changes in valuation with up to a three-month lag24. We regularly review and discuss fund performance with the fund managers to corroborate the reasonableness of the reported net asset values and to assess whether any events have occurred within the lag period that would affect the valuation of the investments.

Certain of our other investments are subject to restrictions on redemptions and sales that are determined by the governing documents, which limits our ability to liquidate those investments. These restrictions may include lock-ups, redemption gates, restricted share classes or side pockets, restrictions on the frequency of redemption and notice periods.

Certain of our other investments may not have any restrictions governing their sale, but there is no active market and no guarantee that we will be able to execute a sale in a timely manner. In addition, even if these investments are not eligible for redemption or sales are restricted, we may still receive income distributions from those other investments.

The table below details the estimated period by which proceeds would be received if we had provided notice of our intent to redeem or initiated a sales process as of December 31, 2024 for our investments measured at fair value using NAV as a practical expedient:

						Less than 1 Year						1-2 years						2-3 years						More than 3 years						Not Eligible/ Restricted						Total						Redemption Frequency (1)
						(in millions of U.S. dollars)
Equities
Privately held equity investments						$	—					$	—					$	—					$	—					$	71					$	71					not eligible/ restricted
Other investments
Hedge funds						410						—						—						—						—						410						monthly to bi-annually
Fixed income funds						330						—						—						—						34						364						monthly to quarterly
Private equity funds						66						—						—						—						1,860						1,926						quarterly for unrestricted amount
Private credit funds						30						—						—						—						471						501						not eligible / restricted
CLO equity funds						161						—						—						—						1						162						quarterly to bi-annually
Real estate funds						—						—						—						—						401						401						not eligible / restricted
Total						$	997					$	—					$	—					$	—					$	2,838					$	3,835

(1) Redemption frequency relates to unrestricted amounts.

Equity Method Investments

Investments that we do not consolidate but in which we have significant influence over the operating and financial policies of the investee are classified as equity method investments and are accounted for using the equity method of accounting unless we have elected the fair value option.

In applying the equity method of accounting, investments are initially recorded at cost and are subsequently adjusted based on our proportionate share of net income or loss of the investee, net of any distributions received from the investee.

24 The valuation of our other investments is described in Note 14.

Enstar Group Limited | 2024 Form 10-K                  141

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Item 8 | Notes to Consolidated Financial Statements | Note 7 - Investments

We typically record our proportionate share of an investee's net income or loss on a quarter lag in line with the timing of when they report their financial information to us. Any adjustments made to the carrying value of our equity method investees are based on the most recently available financial information from the investees.

Changes in the carrying value of such investments are recorded in our consolidated statements of operations as income (losses) from equity method investments. Any decline in the value of our equity method investments considered by management to be other-than-temporary is reflected in our consolidated statements of operations in the period in which it is determined.

During 2023, we divested of our equity interest in Citco and recognized a gain of $5 million, which is included in income from equity method investments.

The table below shows our equity method investments as of December 31, 2024 and 2023:

									2024																		2023
									Ownership %						Carrying Value												Ownership %						Carrying Value
									(in millions of U.S. dollars)
Monument Re (1)									24.6		%				$	19											20.0		%				$	95
Core Specialty									19.9		%				281												19.9		%				225
Positive Physicians Holdings, Inc.									27.0		%				13												27.0%						14
															$	313																	$	334

(1) As of December 31, 2024, we own 24.6% of the common shares in Monument Re. We converted all of our preferred shares in Monument Midco to common shares in Monument Re on January 2, 2024. As of December 31, 2023, we owned 20.0% of the common shares in Monument Re as well as preferred shares in Monument Midco which had fixed dividend yields (where declared).

Enstar Group Limited | 2024 Form 10-K                  142

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Item 8 | Notes to Consolidated Financial Statements | Note 7 - Investments

Summarized Financial Information

The following is the aggregated summarized financial information of all our equity method investees, including those for which the fair value option was elected and would otherwise be accounted for as an equity method investment, and may be presented on a lag due to the availability of financial information from the investee: 

						2024						2023
						(in millions of U.S. dollars)
Balance Sheet
Total assets						$	69,237					$	59,859
Total liabilities						49,137						45,430

						2024						2023						2022
						(in millions of U.S. dollars)
Operating Results
Total income						$	12,854					$	14,610					$	6,524
Total expenses						12,101						12,989						6,885
Net income (loss)						$	753					$	1,621					$	(361)

The following table presents the carrying value by ownership percentage of our equity method investees, including those for which the fair value option was elected:

						2024												2023
						Equity Method Investments						Fair Value Option						Equity Method Investments						Fair Value Option
						(in millions of U.S. dollars)
Ownership percentage
20%-99%						$	32					$	1,439					$	109					$	1,208
3%-19%						281						780						225						825
Total						$	313					$	2,219					$	334					$	2,033

Funds Held

Under funds held arrangements, the reinsured company has retained funds that would otherwise have been remitted to us. The funds held balance is credited with investment income and losses paid are deducted.

We present funds held as a single category within the consolidated balance sheets. The following table summarizes the components of funds held as of December 31, 2024 and 2023:

			2024						2023
			(in millions of U.S. dollars)
Funds held - directly managed			$	2,446					$	2,502
Funds held by reinsured companies			2,533						2,749
Total funds held			$	4,979					$	5,251

Funds held arrangements where we receive the underlying portfolio economics and the contractual right to direct the asset allocation strategies are known as "Funds held - directly managed". Funds held arrangements where we receive a fixed crediting rate or other contractually agreed return are known as "Funds held by reinsured companies". Where we receive a contractually agreed return, we evaluate whether we are required to recognize an embedded derivative.

Funds held by reinsured companies are carried at cost and any embedded derivative is carried at fair value.

Enstar Group Limited | 2024 Form 10-K                  143

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Item 8 | Notes to Consolidated Financial Statements | Note 7 - Investments

Funds held - directly managed are carried at fair value because it represents the aggregate of funds held at cost and the value of an embedded derivative. The embedded derivative relates to our contractual right to receive the return on the underlying investment portfolio and the performance risk of the individual assets supporting the reinsurance contract.

We include the estimated fair value of these embedded derivatives in the consolidated balance sheets with the host contract to reflect the expected settlement of these features with the host contract25.

The investment returns on both categories of funds held are recognized in net investment income and fair value changes in trading securities, funds held and other investments, respectively. The change in the fair value of the embedded derivative is included in fair value changes in trading securities, funds held and other investments.

Funds Held - Directly Managed

The following table summarizes the components of the investments collateralizing the funds held - directly managed as of December 31, 2024 and 2023:

															2024																		2023
															(in millions of U.S. dollars)
Funds held - directly managed, at cost															$	2,587																	$	2,608
Fair value changes in:
Accumulated change in fair value - embedded derivative accounting															(141)																		(106)
Funds held - directly managed, at fair value															$	2,446																	$	2,502

Most of our funds held - directly managed is comprised of short-term and fixed maturities.

Funds Held by Reinsured Companies

Pursuant to the terms of the Aspen Insurance Holdings transaction entered into in 2022, in addition to earning a fixed crediting rate (“base crediting rate”) on the funds withheld, as of October 1, 2022 and through September 30, 2025 we will also receive a variable return (together, the “full crediting rate”).

The nature of the arrangement results in an embedded derivative, which represents the fair value of the amount by which all future interest payments on the funds withheld balance made at the full crediting rate are expected to exceed all future interest payments made on the funds withheld balance at the base crediting rate.

The following table summarizes the components of our funds held by reinsured companies:

						2024						2023
						(in millions of U.S. dollars)
Fund held by reinsured companies, at amortized cost						$	2,528					$	2,709
Fair value of embedded derivative						5						40
Funds held by reinsured companies						$	2,533					$	2,749

The changes in in funds held are generally driven by net paid losses.

25 Refer to Note 8 for our accounting policy on embedded derivatives.

Enstar Group Limited | 2024 Form 10-K                  144

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Item 8 | Notes to Consolidated Financial Statements | Note 7 - Investments

Net Investment Income

Major categories of net investment income for the years ended December 31, 2024, 2023 and 2022 are summarized as follows: 

						2024						2023						2022
						(in millions of U.S. dollars)
Fixed maturities						$	319					$	326					$	237
Short-term investments and cash and cash equivalents						43						38						10
Funds held						224						211						151
Investment income from fixed maturities, cash and cash equivalents						586						575						398
Equity investments						39						41						39
Other investments						67						51						43
Investment income from equities and other investments						106						92						82
Gross investment income						692						667						480
Investment expenses						(41)						(20)						(25)
Net investment income						$	651					$	647					$	455

Net Realized Gains (Losses) and Fair Value Changes

Components of net realized and fair value changes for the years ended December 31, 2024, 2023 and 2022 were as follows:

						2024						2023						2022
						(in millions of U.S. dollars)
Net realized (losses) gains on sale:
Gross realized gains on fixed maturities, AFS						$	11					$	5					$	6
Gross realized losses on fixed maturities, AFS						(35)						(81)						(89)
Decrease (increase) in allowance for expected credit losses on fixed maturities, AFS						15						11						(28)
Total net realized losses on sale						$	(9)					$	(65)					$	(111)
Fair value changes in trading securities, funds held and other investments:
Fixed maturities, trading						$	(25)					$	84					$	(503)
Funds held - directly managed						(14)						47						(567)
Equity securities						176						167						(290)
Other investments						325						225						(125)
Investment derivatives						(6)						5						(18)
Total fair value changes in trading securities, funds held and other investments						$	456					$	528					$	(1,503)
Net realized losses and fair value changes in trading securities, funds held and other investments						$	447					$	463					$	(1,614)

The gross realized gains and losses on AFS investments included in the table above resulted from sales of $1.4 billion, $1.8 billion and $2.1 billion for the years ended December 31, 2024, 2023 and 2022, respectively.

For the years ended December 31, 2024, 2023 and 2022, fair value changes in trading securities, funds held and other investments recorded within the statement of operations relating to equity securities still held on the balance sheet date were $105 million, $109 million and $(269) million, respectively.

Enstar Group Limited | 2024 Form 10-K                  145

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Item 8 | Notes to Consolidated Financial Statements | Note 7 - Investments

Restricted Assets

We utilize trust accounts to collateralize business with our (re)insurance counterparties. We are also required to maintain investments and cash and cash equivalents on deposit with regulatory authorities and Lloyd's to support our (re)insurance operations. The investments and cash and cash equivalents on deposit are available to settle (re)insurance liabilities. Collateral generally takes the form of assets held in trust, letters of credit or funds held. The assets used as collateral are primarily highly rated fixed maturities. The carrying value of our restricted assets, including restricted cash of $456 million and $266 million, as of December 31, 2024 and 2023, respectively, was as follows: 

						2024						2023
						(in millions of U.S. dollars)
Collateral in trust for third party agreements						$	4,832					$	5,301
Assets on deposit with regulatory authorities						63						80
Collateral for secured letter of credit facilities						45						78
Funds at Lloyd’s (“FAL”) (1)						229						389
						$	5,169					$	5,848

(1) We managed and provided capacity for one Lloyd’s syndicate as of December 31, 2024 and 2023. Lloyd's determines the required capital principally through the use of an internal model that calculates a solvency capital requirement for each syndicate. This capital is referred to as FAL and will be drawn upon if a syndicate has a loss that cannot be funded from other sources. We also utilize unsecured letters of credit for a significant portion of our FAL, as described in Note 18.

Enstar Group Limited | 2024 Form 10-K                  146

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Item 8 | Notes to Consolidated Financial Statements | Note 8 - Derivatives and Hedging Instruments

8. DERIVATIVES AND HEDGING INSTRUMENTS

Accounting for Derivatives

Freestanding Derivatives

Freestanding derivatives are recorded on trade-dates and carried on the consolidated balance sheet either as assets within other assets or as liabilities within other liabilities at estimated fair value. We do not offset the estimated fair value amounts recognized for derivatives executed with the same counterparty under the same master netting agreement.

If a derivative is not designated as an accounting hedge or its use in managing risk does not qualify for hedge accounting, changes in the estimated fair value of the derivative are reported in fair value changes in trading securities, funds held and other investments included in our consolidated statements of operations.

Hedge Accounting

To qualify for hedge accounting, at the inception of the hedging relationship, we formally document the risk management objective and strategy for undertaking the hedging transaction, as well as the designation of the hedge.

We have qualifying net investment in foreign operation (“NIFO”) hedges. We recognize changes in the estimated fair value of the hedging derivatives within OCI, consistent with the translation adjustment for the hedged net investment in the foreign operation.

Our documentation sets forth how the hedging instrument is expected to hedge the designated risks related to the hedged item and sets forth the method that will be used to retrospectively and prospectively assess the hedging instrument’s effectiveness. A derivative designated as a hedging instrument must be assessed as being highly effective in offsetting the designated risk of the hedged item. Hedge effectiveness is formally assessed at inception and at least quarterly throughout the life of the designated hedging relationship. Assessments of hedge effectiveness are also subject to interpretation and estimation and different interpretations or estimates may have a material effect on the amount reported in net income.

When hedge accounting is discontinued pursuant to a NIFO hedge (due to a revaluation, payment of a dividend or the disposal of our investment in a foreign operation), the derivative continues to be carried on the balance sheet at its estimated fair value. Deferred gains and losses recorded in OCI pursuant to a discontinued NIFO hedge are recognized immediately in net foreign exchange losses (gains) in our consolidated statements of operations.

Embedded Derivatives

We are party to certain reinsurance agreements that have embedded derivatives. We also have embedded derivatives on our convertible bond portfolio, recorded within fixed maturities, trading on the consolidated balance sheets. We assess each identified embedded derivative to determine whether it is required to be bifurcated. The embedded derivative is bifurcated from the host contract and accounted for as a freestanding derivative if:

•the combined instrument is not accounted for in its entirety at estimated fair value with changes in estimated fair value recorded in net income;

•the terms of the embedded derivative are not clearly and closely related to the economic characteristics of the host contract; and

•a separate instrument with the same terms as the embedded derivative would qualify as a derivative instrument.

Such embedded derivatives are carried on the consolidated balance sheet at estimated fair value with the host contract and changes in their estimated fair value are generally reported within fair value changes in trading securities, funds held and other investments.

Derivative Strategies

We are exposed to various risks relating to our ongoing business operations, including interest rate, foreign currency exchange rate, credit and equity price risks. We use a variety of strategies to manage these risks, including the use of derivatives.

Enstar Group Limited | 2024 Form 10-K                  147

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Item 8 | Notes to Consolidated Financial Statements | Note 8 - Derivatives and Hedging Instruments

Derivatives are financial instruments with values derived from interest rates, foreign currency exchange rates, credit spreads and/or other financial indices. The types of derivatives we use include swaps and forwards.

Foreign currency derivatives

We use foreign currency exchange rate derivatives, including foreign currency forwards, to reduce the risk from fluctuations in foreign currency exchange rates associated with our assets and liabilities denominated in foreign currencies. We also use foreign currency derivatives to hedge the foreign currency exchange rate risk associated with certain of our net investments in foreign operations.

In a foreign currency forward transaction, we agree with another party to deliver a specified amount of an identified currency at a specified future date. The price is agreed upon at the time of the contract and payment for such a contract is made at the specified future date. We utilize foreign currency forwards in fair value, NIFO hedges and nonqualifying hedging relationships.

Interest rate derivatives

We use interest rate derivatives, specifically interest rate swaps, to reduce our exposure to changes in interest rates.

Interest rate swaps are used by us primarily to reduce market risks from changes in interest rates and to alter interest rate exposure arising from mismatches between assets and liabilities (duration mismatches). In an interest rate swap, we agree with another party to exchange, at specified intervals, the difference between fixed rate and floating rate interest amounts as calculated by reference to an agreed notional amount. We utilize interest rate swaps in nonqualifying hedging relationships.

In February 2023, we entered into a two-month forward starting receive fixed, pay floating interest rate swap with a notional value of $800 million to partially mitigate the risk that interest rates could decrease prior to our receipt of the cash consideration for the QBE LPT transaction. Following the expiration of the forward period in April 2023, we took delivery of a three-year receive fixed, pay floating interest rate swap. The notional value of the swap was subsequently partially unwound as the consideration received was invested. The swap was fully unwound in July 2023.

In June 2024, we entered into four one-month forward interest rate swaps each with a different underlying swap term of 2 to 5 years, receiving a fixed rate and paying a floating rate with a notional value of $125 million. The interest rate swaps have an end date of July 2026, July 2027, July 2028, and July 2029 with notional values of $46 million, $50 million, $17 million, and $12 million, respectively. The interest rate swaps were to (1) partially mitigate the risk that interest rates could decrease prior to our receipt of the premium consideration and (2) reduce asset and liability mismatch risk driven by investment restrictions for the LPT transaction related to property catastrophe and COVID-19 exposures signed in June 2024, which closed in the third quarter of 2024 as disclosed in Note 4.

Additionally, in June 2024, we entered into two one-month forward interest rate swaps, receiving a fixed rate and paying a floating rate with a notional value of AUD $195 million (USD $130 million) to partially mitigate the risk that interest rates could decrease prior to our receipt of the consideration for the ADC transaction related to product & public liability, compulsory third-party motor, professional risks, and workers’ compensation business signed in June 2024 and which closed in the third quarter of 2024 as disclosed in Note 4. The swap was terminated in September 2024. For the year ended December 31, 2024, we recognized a gain from fair value changes of the derivatives of $5 million.

In August 2024, we entered into a one-month forward interest rate swap, receiving a fixed rate and paying a floating rate with a notional value of $308 million to partially mitigate the risk that interest rates could decrease prior to our receipt of the consideration for the LPT transaction related to general aviation and workers’ compensation signed in August 2024, which closed in the fourth quarter of 2024 as disclosed in Note 4. The swap was terminated in December 2024. For the year ended December 31, 2024, we recognized a loss from fair value changes of the derivatives of $5 million.

In December 2024, we entered into three three-month forward interest rate swaps, receiving a fixed rate and paying a floating rate with a notional value of $823 million, £252 million, and €383 million to partially mitigate the risk that

Enstar Group Limited | 2024 Form 10-K                  148

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Item 8 | Notes to Consolidated Financial Statements | Note 8 - Derivatives and Hedging Instruments

interest rates could decrease prior to our receipt of the consideration for the LPT transaction related to a diversified mix of business including liability, professional risk, and motor signed in December, 2024.

The following table presents the gross notional amounts and estimated fair values of our derivatives recorded within other assets and other liabilities on the consolidated balance sheets as of December 31, 2024 and 2023:

						2024																		2023
												Fair Value (1)																		Fair Value (1)
						Gross Notional Amount						Assets						Liabilities						Gross Notional Amount						Assets						Liabilities
						(in millions of U.S. dollars)
Derivatives designated as hedging instruments
Foreign currency forward contracts						$	227					$	2					$	—					$	424					$	1					$	6
Derivatives not designated as hedging instruments
Foreign currency forward contracts						282						3						1						313						3						3
Interest rate swaps						1,660						—						6						—						—						—
Others						—						—						—						14						—						—
Total						$	2,169					$	5					$	7					$	751					$	4					$	9

(1) Refer to Note 14 for additional information regarding the fair value of our derivatives.

The following table presents the net gains and losses relating to our derivative instruments for the years ended December 31, 2024, 2023 and 2022:

												Amount of Net Gains (Losses)
						Location of gain (loss) recognized on derivatives						2024						2023						2022
												(in millions of U.S. dollars)
Derivatives designated as hedging instruments
Foreign currency forward contracts						Accumulated other comprehensive income (loss)						$	13					$	(15)					$	50
Derivatives not designated as hedging instruments
Foreign currency forward contracts						Net foreign exchange gains (losses)						10						9						(10)
Interest rate swap						Fair value changes in trading securities, funds held and other investments						(7)						7						—
Others						Fair value changes in trading securities, funds held and other investments						—						(2)						—

Enstar Group Limited | 2024 Form 10-K                  149

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Item 8 | Notes to Consolidated Financial Statements | Note 9 - Reinsurance Balances Recoverable on Paid and Unpaid Losses

9. REINSURANCE BALANCES RECOVERABLE ON PAID AND UNPAID LOSSES

Amounts recoverable from reinsurers are estimated in a manner consistent with the underlying liability for losses and LAE. We report our reinsurance balances recoverable on paid and unpaid losses net of an allowance for estimated uncollectible amounts.

Our allowance for estimated uncollectible reinsurance is derived based on various data sources, multiple key inputs and forecast scenarios. These include the duration of the collection period, credit quality, changes in reinsurer credit standing, default rates specific to the individual reinsurer, the geographical location of the reinsurer, contractual disputes with reinsurers over individual contentious claims, contract language or coverage issues, industry analyst reports and consensus economic forecasts.

To determine the allowance for estimated uncollectible reinsurance, we use the PD and LGD methodology whereby each reinsurer is allocated an appropriate PD percentage based on the expected payout duration by portfolio. This PD percentage is then multiplied by an appropriate LGD percentage to arrive at an overall credit allowance percentage which is then applied to the reinsurance balance recoverable for each reinsurer, net of any specific bad debt provisions, collateral or other contract related offsets, to arrive at the overall allowance for estimated uncollectible reinsurance by reinsurer.

Amounts deemed to be uncollectible, including amounts due from known insolvent reinsurers, are written off against the allowance.

Changes in the allowance, as well as any subsequent collections of amounts previously written off, are reported as part of the net incurred losses and LAE in our consolidated statements of operations.

On an ongoing basis, we also evaluate and monitor the credit risk of our reinsurers, including those under voluntary schemes of arrangement, to minimize our exposure to significant losses from potential insolvencies.

The following tables provide the total reinsurance balances recoverable on paid and unpaid losses.

																														December 31, 2024																														December 31, 2023
																														(in millions of U.S. dollars)
Recoverable from reinsurers on unpaid:
Outstanding losses and IBNR																														$	683																													$	836
ULAE																														4																														5
Fair value adjustments - acquired companies																														(5)																														(5)
Fair value adjustments - fair value option																														(54)																														(62)
Total reinsurance reserves recoverable																														628																														774
Paid losses recoverable																														84																														183
Total																														$	712																													$	957
Reconciliation to Consolidated Balance Sheet:
Reinsurance balances recoverable on paid and unpaid losses																														$	533																													$	740
Reinsurance balances recoverable on paid and unpaid losses - fair value option																														179																														217
Total																														$	712																													$	957

Certain of our subsidiaries and assumed portfolios, prior to acquisition, used retrocessional agreements to reduce their exposure to the risk of (re)insurance assumed.

The fair value adjustments, determined on acquisition of (re)insurance subsidiaries, are based on the estimated timing of loss and LAE recoveries and an assumed interest rate equivalent to a risk free rate for securities with similar duration to the acquired reinsurance balances recoverable on paid and unpaid losses plus a spread for credit risk, and are amortized over the estimated recovery period, as adjusted for accelerations in timing of payments as a result of commutation settlements26.

26The determination of the fair value adjustments on the retroactive reinsurance contracts for which we have elected the fair value option is described in Note 14.

Enstar Group Limited | 2024 Form 10-K                  150

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Item 8 | Notes to Consolidated Financial Statements | Note 9 - Reinsurance Balances Recoverable on Paid and Unpaid Losses

The decrease in reinsurance balances on paid and unpaid losses from December 31, 2023 to December 31, 2024 was primarily due to cash collections, adverse ceded development and foreign exchange movement.

Top Ten Reinsurers

			December 31, 2024																		December 31, 2023
			Number						Total ($)						%						Number						Total ($)						%
			(in millions of U.S. dollars, except for number of top 10 reinsurers)
Information regarding top ten reinsurers:
Top 10 reinsurers rated A- or better			8						$	328											8						$	436
Top 10 non-rated reinsurers:
Due from a U.S. state backed reinsurer that is supported by assessments on active auto writers operating within the state									136																		149
Due from a U.S. Workers' Compensation Reinsurance Pool that is secured through an allocation to insurers actively writing workers' compensation in the covered state									42																		42
Total top 10 non-rated reinsurers			2						178												2						191
Total top 10 reinsurers									506						71.1		%										627						65.5		%
Other reinsurers > $1 million									186						26.1		%										316						33.0		%
Other reinsurers < $1 million									20						2.8		%										14						1.5		%
Total									$	712					100.0		%										$	957					100.0		%
Single reinsurers that represent 10% or more of total reinsurance balance recoverables as of December 31, 2024 and 2023:
Lloyd's Syndicates (1)									$	96																	$	135
Michigan Catastrophic Claims Association(2)									$	136																	$	149

(1) Lloyd's Syndicates are rated AA- by Standard & Poor's and A+ by A.M. Best.

(2) U.S. state backed reinsurer that is supported by assessments on active auto writers operating within the state.

The table below provides a reconciliation of the beginning and ending allowance for estimated uncollectible reinsurance balances for the years ended December 31, 2024 and 2023:

			2024						2023
			(in millions of U.S. dollars)
Allowance for estimated uncollectible reinsurance, beginning of year			$	131					$	131
Effect of exchange rate movement			(1)						1
Current period change in the allowance			(5)						2
Write-offs charged against the allowance			(2)						—
Recoveries collected			(7)						(3)
Allowance for estimated uncollectible reinsurance, end of year			$	116					$	131

Enstar Group Limited | 2024 Form 10-K                  151

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Item 8 | Notes to Consolidated Financial Statements | Note 10 - Deferred Charge Assets and Deferred Gain Liabilities

10. DEFERRED CHARGE ASSETS AND DEFERRED GAIN LIABILITIES

If, at the inception of a retroactive reinsurance contract, the estimated liabilities for losses and LAE exceed the premiums received, a deferred charge asset (“DCA”) is recorded for this difference. In contrast, if the premiums received are more than the estimated undiscounted ultimate losses payable, a deferred gain liability (“DGL”) is recorded (although given time value of money and earnings of investable assets, deferred gain liabilities are rare in practice).

The consideration that we charge the ceding companies under retroactive reinsurance contracts may be lower than our estimate of losses and LAE liabilities as these liabilities may not be settled for many years. Our contractual counterparties (cedants) settle the consideration upon inception of the contract and we invest the consideration received over an extended period of time, thereby generating investment income. As a result, we expect to generate profits from these retroactive reinsurance contracts when taking into account the consideration received and expected investment income, less contractual obligations and expenses.

We amortize the originating DCA balances over the estimated claim payment period of the related contracts with the amortization adjusted prospectively at each reporting period to reflect new estimates of the pattern and timing of remaining losses and LAE payments. We present the amortization of our net DCAs and DGLs as a separate line item in our consolidated statements of operations.

DCAs are assessed at each reporting period for impairment based on the expected yields from the investment income of the underlying assets supporting the specific acquired insurance contract liabilities. There were no impairments identified in any of the periods reported.

Deferred Charge Assets and Deferred Gain Liabilities

The following table presents the net deferred charge assets and deferred gain liabilities activity for the years ended December 31, 2024, 2023 and 2022:

			2024																		2023																		2022
			DCA						DGL						Net						DCA						DGL						Net						DCA						DGL						Net
			(in millions of U.S. dollars)
Beginning carrying value			$	731					$	—					$	731					$	658					$	—					$	658					$	599					$	1					$	598
Recorded during the period			131						—						131						179						—						179						140						—						140
Amortization			(117)						—						(117)						(106)						—						(106)						(81)						(1)						(80)
Ending carrying value			$	745					$	—					$	745					$	731					$	—					$	731					$	658					$	—					$	658

Enstar Group Limited | 2024 Form 10-K                  152

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

11. LOSSES AND LOSS ADJUSTMENT EXPENSES

The liability for losses and LAE, also referred to as loss reserves, represents both gross estimates before reinsurance for unpaid reported losses (Outstanding Loss Reserves, or "OLR") and losses that have been IBNR, estimated using actuarial methods. We recognize an asset for the portion of the liability that we expect to recover from reinsurers. LAE reserves include allocated LAE ("ALAE") and unallocated LAE (“ULAE). ALAE are linked to the settlement of an individual claim or loss, whereas ULAE are based on our estimates of future costs to administer the claims. IBNR includes amounts for unreported claims, development on known claims and reopened claims.

Our loss reserves cover multiple lines of business, including asbestos, environmental, general casualty, workers' compensation, marine, aviation and transit, construction defect, professional indemnity/directors and officers, motor, property and other lines of business.

We establish reserves for unpaid reported losses and LAE based on reports from brokers, ceding companies and insureds and these represent the estimated ultimate cost of events or conditions that have been reported to or specifically identified by us.

The reserves for IBNR losses are established by us based on actuarially determined estimates of ultimate losses and LAE. Inherent in the estimate of ultimate losses and LAE are expected trends in claim severity and frequency, historical loss experience, industry statistics and other factors which may vary significantly as claims are settled.

These estimates are reviewed regularly and are subject to the impact of future changes in the factors noted above as well as economic conditions including the impact of inflation, legal and judicial developments, and medical cost trends.

Any subsequent remeasurement of our reserves will be recorded in net income in the period in which they become known and reflected as part of the net increase or reduction in the estimates of ultimate losses included within net incurred losses and LAE in the consolidated statements of operations.

Prior period development ("PPD") arises from changes to loss estimates recognized in the current calendar year that relate to loss reserves established in previous calendar years.

Our estimates, at inception and on an ongoing basis, do not include an estimate for potential future commutations and policy buybacks. Commutations and policy buybacks are often unique and circumstance-based, and each commutation or policy buyback is separately negotiated. Therefore, the successful execution of one commutation or policy buyback does not necessarily impact the likelihood of other commutations or policy buybacks occurring in the future.

Commutations and policy buybacks provide an opportunity for us to exit exposures to certain policies and insureds generally at a discount to our estimate of the ultimate liability and provide us with the ability to eliminate exposure to further losses which can be beneficial to us as they legally extinguish liabilities in full, reducing the potential for future adverse loss development and future claims handling costs.

Commutations of acquired companies’ exposures have the effect of accelerating the payout of claims compared to the probability-weighted ranges of actuarially projected cash flows that we applied when estimating the fair values of assets and liabilities at the time of acquisition.

Commutations are only executed directly with (re)insureds and any changes in ultimate losses are recognized upon the execution of a commutation or policy buyback with the (re)insured.

Any material acceleration of payout together with the impact of any material loss reserve savings in any period will also accelerate the amortization of any associated fair value adjustments in that period.

Our (re)insurance subsidiaries also establish provisions for ULAE for LAE relating to run-off costs for the estimated duration of the run-off, such as internal claim management or associated operational support costs, which are included in the liability for losses and LAE. These provisions are assessed at each reporting date, and provisions relating to future periods are adjusted to reflect any changes in estimates of the periodic run-off costs or the duration of the run-off, including the impact of any acceleration of the run-off period that may be caused by commutations. Provisions relating to the current period together with any adjustment to future run-off provisions are included in net incurred losses and LAE in the consolidated statements of operations.

Enstar Group Limited | 2024 Form 10-K                  153

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Fair Value Option

We have elected to apply the fair value option for certain reinsurance contracts including, LPTs and reinsurance to close ("RITC") transactions. This is an irrevocable election that applies to all balances under the reinsurance contract, including reinsurance balances recoverable on paid and unpaid losses and the liability for losses and LAE. The primary reason for electing the fair value option was to reduce the earnings volatility created by carrying the liabilities for losses and LAE at cost and the assets supporting those liabilities at fair value. During 2017 and 2018, we elected the fair value option on select new business and classified the supporting portfolio investments as trading securities, whereby all changes in fair value were recorded in the statements of operations. Commencing in 2019, we discontinued electing the fair value option on new business to better align with our evolving investment objectives.

We use an internal model to calculate the fair value of the liability for losses and LAE and the reinsurance balances recoverable on paid and unpaid losses. The nominal amounts related to reinsurance balances recoverable on paid and unpaid losses and the liability for losses and LAE are inputs in our internal model. These liabilities are included in losses and LAE, at fair value on the consolidated balance sheets, and the changes in the liability are included in net incurred losses and LAE on the consolidated statements of operations.

Enstar Group Limited | 2024 Form 10-K                  154

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

The table below provides a consolidated reconciliation of the beginning and ending liability for losses and LAE.

			2024						2023						2022
			(in millions of U.S. dollars)
Balance as of January 1			$	12,359					$	13,007					$	13,258
Reinsurance reserves recoverable on unpaid losses			(774)						(996)						(1,332)
Net balance as of January 1			11,585						12,011						11,926
Net incurred losses and LAE:
Current period:
Increase in estimates of net ultimate losses			22						28						46
Increase in provisions for ULAE			1						2						2
Total current period			23						30						48
Prior periods:
Reduction in estimates of net ultimate losses			(105)						(157)						(403)
Reduction in provisions for ULAE			(77)						(69)						(135)
Amortization of fair value adjustments (1)			13						17						(18)
Changes in fair value - fair value option (2)			20						78						(200)
Total prior periods			(149)						(131)						(756)
Total net incurred losses and LAE			(126)						(101)						(708)
Net paid losses:
Current period			(2)						—						(3)
Prior periods			(2,265)						(2,467)						(1,677)
Total net paid losses			(2,267)						(2,467)						(1,680)
Other changes:
Effect of exchange rate movement			(149)						87						(187)
Change in net liability for losses and LAE at fair value - Instrument-specific credit risk			10						(21)						—
Acquired business (3)			66						—						—
Assumed business (3)			1,657						2,215						2,660
Ceded business (4)			—						(139)						—
Total other changes			1,584						2,142						2,473
Net balance as of December 31			10,776						11,585						12,011
Reinsurance reserves recoverable on unpaid losses			628						774						996
Balance as of December 31			$	11,404					$	12,359					$	13,007
Reconciliation to Consolidated Balance Sheet:
Loss and loss adjustment expenses			$	10,407					$	11,196
Loss and loss adjustment expenses, at fair value			997						1,163
Total			$	11,404					$	12,359

(1) 2022 amortization of fair value adjustments includes accelerated amortization of $33 million representing the remaining risk margin fair value adjustment liability originally recorded upon acquisition of the Enhanzed Re catastrophe reinsurance business. The liability was released following the commutation of the catastrophe business back to Allianz.    

(2) Comprises discount rate and risk margin components.

(3) Amounts from 2024 correspond to the net loss reserves assumed from signed and closed reinsurance agreements described in Note 4 and Note 6, as well as other individually insignificant closed transactions.

(4) 2023 ceded business represents the settlement of our participation in Atrium’s Syndicate 609 relating to the 2020 and prior underwriting years, comprised of losses and LAE expenses of $173 million, net of reinsurance reserves recoverable of $34 million.

Enstar Group Limited | 2024 Form 10-K                  155

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Prior Period Development (“PPD”)

Net Reduction in Estimates of Net Ultimate Losses

The following table summarizes the (reductions) increases in estimates of net ultimate losses related to prior years by segment and line of business:

																					2024						2023						2022
																					(in millions of U.S. dollars)
Run-off segment:
Asbestos																					$	33					$	23					$	(14)
Environmental																					35						(1)						(6)
General casualty																					21						127						57
Workers' compensation																					(91)						(200)						(318)
Marine, aviation and transit																					(19)						(2)						(56)
Construction defect																					(15)						17						(25)
Professional indemnity/Directors and Officers																					(55)						(11)						(10)
Motor																					(29)						(28)						74
Property																					7						(68)						(35)
All Other																					8						(14)						(22)
Total Run-off segment																					(105)						(157)						(355)
Total Former Assumed Life segment																					—						—						(52)
Total Former Legacy Underwriting segment																					—						—						4
Total																					$	(105)					$	(157)					$	(403)

2024: The reduction in estimates of net ultimate losses of $105 million related to prior periods was driven by development in the following Run-off segment lines of business:

•Workers’ Compensation - The workers' compensation line of business experienced $91 million of favorable development, most notably in our 2019 and 2021 acquisition years, as a result of continued favorable incurred development driven by lower severity trends on certain existing claims, reduced levels of expected frequency of claims for excess workers’ compensation, and favorable claim settlements, including accelerated and favorable claim settlement patterns on certain portfolios, and an ADC contract where the cedants have experienced continued favorable ground-up performance.

•Professional indemnity/ Directors and Officers - The professional indemnity/directors and officers line of business experienced $55 million of favorable development, most notably in our 2021 acquisition year, as a result of continued favorable ground-up claims experience on an ADC contract.

•Motor - The motor line of business experienced $29 million of favorable development, most notably in our 2023 acquisition year, because of favorable claim development.

•Marine, Aviation and Transit - The marine, aviation, and transit line of business experienced $19 million of favorable development, most notably in our 2022 acquisition years, because of favorable claim development.

•General Casualty - The experience in the general casualty reserves was adverse by $21 million. This was driven by higher average incurred severities as compared to assumptions, most notably in our 2020 and 2023 acquisition years.

•Environmental - The experience in the environmental reserves was adverse by $35 million. This was driven by higher than expected claim costs and claim filings, most notably in our 2016 and 2021 acquisition years.

•Asbestos - The experience in the asbestos reserves was adverse by $33 million. This was driven by an increase in asbestos filings, most notably in our 2019 acquisition year.

Enstar Group Limited | 2024 Form 10-K                  156

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

2023: The reduction in estimates of net ultimate losses of $157 million related to prior periods was primarily driven by development in the following Run-off segment lines of business:

•Workers’ Compensation - The workers' compensation line of business experienced $200 million of favorable development, most notably in our 2018, 2019 and 2021 acquisition years, because of lower severity trends on certain existing claims, reduced levels of expected frequency of claims for excess workers’ compensation and favorable claim settlements, including accelerated and favorable claim settlement patterns on certain portfolios.

•Property - The property line of business experienced $68 million of favorable development, most notably in the 2022 acquisition year, because of continued favorable claims experience; and

•General Casualty - The experience in the general casualty reserves was adverse by $127 million. This was driven by higher average incurred severities as compared to assumptions, most notably in our 2019 and 2020 acquisition years. Our 2020 acquisition year general casualty liabilities experienced additional claim reporting latency and unexpected increased severity on a small number of large New York Labor Law claims which resulted in increased loss estimates. Our 2019 acquisition year ADC general casualty liabilities showed ground up adverse development which has resulted in higher loss estimates.

2022: The reduction in estimates of net ultimate losses of $403 million related to prior periods was primarily driven by development in the following Run-off segment lines of business:

•Workers’ Compensation - The workers' compensation line of business experienced $318 million of favorable development, most notably in our 2017 and 2019 to 2021 acquisition years, as a result of lower severity trends on certain existing claims, reduced levels of expected frequency of claims for excess workers’ compensation; favorable claim settlements, including accelerated and favorable claim settlement patterns on certain portfolios; and an ADC contract where the cedants have experienced continued favorable ground-up performance.

During 2022, we also completed 15 commutations that resulted in a net reduction of ultimate losses of $11 million in our workers' compensation line of business.

•Motor - The experience in the motor line was adverse by $74 million due to higher-than-expected claims severity relating to our 2020 acquisition year.

•General Casualty - The experience in the general casualty reserves was adverse by $57 million, including adverse development on an LPT portfolio from our 2020 acquisition year, partially offset by favorable development on certain of our 2019 and 2021 ADC contracts. Notably, our 2020 acquisition year general casualty liabilities experienced additional claim reporting latency and unexpected increased severity on a small number of large New York Labor Law claims which resulted in increased loss estimates. Our 2019 and 2021 acquisition year ADC general casualty liabilities show a continued pattern of ground up favorable development which has resulted in lower estimates of our reserves for these exposures.

•Marine, Aviation and Transit - The marine, aviation and transit line of business experienced a $56 million reduction in estimates of net ultimate losses due to favorable experience across a variety of claim types of favorable development because of favorable experience across a variety of claim types, related to the 2014, 2018 and 2019 acquisition years.

Our Assumed Life segment also experienced favorable claim activity on our 2021 acquisition year catastrophe business. During 2022, we commuted back to Allianz the catastrophe reinsurance business originally ceded to Enhanzed Re by Allianz and recognized a favorable commutation gain of $59 million, of which $26 million contributed to a favorable reduction in estimates of net ultimate losses. The remaining $33 million represented the accelerated amortization of the remaining fair value adjustment liability and is included within amortization of fair value adjustments.

Reduction in Provisions for ULAE

During 2024, 2023 and 2022, the favorable reduction in provisions for ULAE was driven by ULAE provision adjustments from our run-off operations, due to the corresponding reductions in loss reserves and the associated cost of managing such liabilities, which favorably impacted PPD.

Enstar Group Limited | 2024 Form 10-K                  157

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Changes in Fair Value - Fair Value Option

During 2024, PPD was adversely impacted by changes in the fair value of liabilities for which we previously elected the fair value option of $20 million, which was primarily driven by an increase in the average payout period of the underlying liabilities.

During 2023, PPD was adversely impacted by changes in the fair value of liabilities for which we previously elected the fair value option of $78 million, which was primarily driven by an increase in the average payout period of the underlying liabilities and a decrease in global corporate bond yields.

During 2022, decreases in the fair value of liabilities for which we have elected the fair value option of $200 million, were primarily driven by an increase in corporate bond yields, which favorably impacted PPD.

Reconciliation of the Net Liability for Losses and LAE, Prior to the Provision for Bad debt to the Gross Liability for Losses and LAE included in the Consolidated Balance Sheet

The table below presents the reconciliation of the loss development tables disclosed further below to the liability for losses and LAE in the consolidated balance sheet for our Run-off segment. Loss development tables that we presented are those that are most significant to our financial statements.

						December 31, 2024
						Net Liability for Losses and LAE, Prior to Provision for Bad Debt						Provision for Bad Debt						Net Liability for Losses and LAE						Reinsurance Recoverable on Liabilities for Losses and LAE						Gross Liabilities for Losses and LAE
						(in millions of U.S. dollars)
Presented in the loss development tables:
Asbestos						$	1,403					$	16					$	1,419					$	68					$	1,487
General casualty						3,535						7						3,542						66						3,608
Workers' compensation						1,897						1						1,898						177						2,075
Professional indemnity/Directors and Officers						1,607						1						1,608						76						1,684
Motor						545						2						547						158						705
Excluded from the loss development tables:
Environmental						303						3						306						11						317
Marine, aviation and transit						306						2						308						27						335
Construction defect						210						—						210						—						210
Property						183						1						184						73						257
Other						666						2						668						27						695
Total OLR and IBNR						10,655						35						10,690						683						11,373
ULAE						394						—						394						4						398
Fair value adjustments - acquired companies						(94)						—						(94)						(5)						(99)
Fair value adjustments - fair value option						(214)						—						(214)						(54)						(268)
Total						$	10,741					$	35					$	10,776					$	628					$	11,404

Loss Development Information

Methodology for Establishing Reserves (Excluding Asbestos and Environmental Claims)

We perform our analysis of loss reserves and IBNR by each portfolio that we have acquired. Exposures for each portfolio are separated into homogenous reserving classes, generally lines of business, within each portfolio. Each reserving class contains either direct insurance or assumed reinsurance reserves and groups of relatively similar types of risks and exposures and lines of business written.

Based upon the exposure characteristics and the nature of available data for each individual reserving class, we select loss development extrapolation methods to calculate an estimate of ultimate losses.

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

We establish our recorded reserves as an estimate of unpaid losses for each class primarily by utilizing actuarial expertise and projection methods. The actuarial methodologies are selected after consideration of exposure characteristics, data limitations, and strengths and weaknesses of each method applied.

We use generally accepted actuarial methodologies to estimate ultimate losses and LAE, including:

•Cumulative Reported and Paid Loss Development Methods: The Cumulative Reported (Case Incurred) Loss Development method estimates ultimate losses by multiplying cumulative reported losses (paid losses plus case reserves) by a cumulative development factor.

Historical "age-to-age" loss development factors (“LDFs”) are calculated to measure the relative development of an accident year from one maturity point to the next. Age-to-age LDFs are then selected based on these historical factors. The selected age-to-age LDFs are used to project the ultimate losses.

The Cumulative Paid Loss Development Method is mechanically identical to the Cumulative Reported Loss Development Method described above, but the paid method does not rely on case reserves or claim reporting patterns in making projections.

•Incremental Reported and Paid Loss Development Methods: Incremental incurred and paid analyses are performed in cases where cumulative data is not available. The concept of the incremental loss development methods is like the cumulative loss development methods described above, in that the pattern of historical paid or incurred losses is used to project the remaining future development.

•IBNR-to-Case Outstanding Method: This method requires the estimation of consistent cumulative paid and reported (case) incurred loss development patterns and age-to-ultimate LDFs, either from data that is specific to the segment being analyzed or from applicable benchmark or industry data. These patterns imply a specific expected relationship between IBNR, including both development on known claims (bulk reserve) and losses on true late reported claims, and reported case incurred losses.

•Bornhuetter-Ferguson Expected Loss Projection Reported and Paid Methods: The Bornhuetter-Ferguson Expected Loss Projection method produces expected unreported losses by multiplying the expected losses, which are based on initial selected ultimate loss ratios by year, by the unreported percentage. The unreported percentage is calculated as one minus the reciprocal of the selected cumulative incurred LDFs. Finally, the expected unreported losses are added to the current reported losses to produce ultimate losses.

The calculations underlying the Bornhuetter-Ferguson Expected Loss Projection method based on paid loss data are similar to the Bornhuetter-Ferguson calculations based on reported losses, with the exception that paid losses and unpaid percentages replace reported losses and unreported percentages.

•Reserve Run-off Method: This method first projects the future values of case reserves for all underwriting years to future ages of development by selecting a run-off pattern of case reserves based on the observed run-off ratios at each age of development. Once the ratios have been selected, they are used to project the future values of case reserves.

A paid on reserve factor is selected in a similar way. The ratios of the observed amounts paid during each development period to the respective case reserves at the beginning of the periods are used to estimate how much will be paid on the case reserves during each development period. These paid on reserve factors are then applied to the case reserve amounts that were projected during the first phase of this method. A summation of the resulting paid amounts yields an estimate of the liability.

We also consider additional information, such as, but not limited to, changes in the legal, regulatory and judicial environment; medical cost trends and general inflation; and adjust the estimate of ultimate losses as deemed necessary.

Paid-to-date losses are then deducted from the estimate of ultimate losses and LAE to arrive at an estimated total loss reserve, and reported outstanding case reserves are then deducted from estimated total loss reserves to calculate the estimated IBNR reserve.

These estimates are reviewed regularly and, as experience develops and new information becomes known, the reserves are adjusted as necessary. We generally perform a full review of each portfolio annually and additionally we perform interim reviews quarterly to ascertain whether changes to claims paid or case reserve amounts have varied from our expectations developed during the last annual reserve review. In this event, we consider the timing

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

and magnitude of the actual versus expected development and may record an interim adjustment to our recorded reserves.

Asbestos and Environmental Reserving Methodologies

The ultimate losses from A&E claims cannot be estimated using traditional actuarial reserving methods that extrapolate losses to an ultimate basis using loss development, and therefore use alternative actuarial projection methods. Claims are spread across multiple policy years, generally from 1985 and prior, based on the still evolving case law in each jurisdiction, making historical development patterns unreliable to forecast the future claim payments.

As such, we estimate IBNR reserves for each of our portfolios with A&E exposures separately using the following methodologies:

•Paid Survival Ratio Method: In this method, our historical calendar year payments are examined to determine an expected future annual average payment amount. This amount is multiplied by an expected number of future payment years to estimate a reserve.

Trends in calendar year payment activity are considered when selecting an expected future annual average payment amount (which is derived from an expected paid survival ratio) and accepted industry benchmarks are used in determining an expected number of future payment years.

•Paid Market Share Method: In this method, our estimated market share is applied to the industry estimated unpaid losses or estimate of industry ultimate losses. The ratio of our historical calendar year payments to industry historical calendar year payments is examined to estimate our market share. This ratio is then applied to the estimate of industry unpaid losses or estimate of industry ultimate losses.

•Reserve-to-Paid Method: In this method, the ratio of estimated industry reserves to industry paid-to-date losses is multiplied by our paid-to-date losses to estimate our reserves.

•IBNR - Case Ratio Method: In this method, the ratio of estimated industry IBNR reserves to industry case reserves is multiplied by our case reserves to estimate our IBNR reserves.

•Ultimate-to-Incurred Method: In this method, the ratio of estimated industry ultimate losses to industry incurred-to-date losses is applied to our incurred-to-date losses to estimate our IBNR reserves.

•Decay Factor Method: In this method, a decay factor is directly applied to our payment data to estimate future payments. The decay factors were selected based on a review of our own decays and industry decays.

•Asbestos Ground-up Exposure Analysis Using Frequency-Severity Method: This method is used when we have policy and claim data at the defendant or claimant level. In a frequency-severity method there are two components that need to be estimated, namely, (1) the number of claims that will ultimately be settled with payment and (2) the average claim indemnity and related estimated legal costs. Legal costs are derived based on assumptions relating to legal cost to indemnity cost ratios.

The estimate of the number of claims that will ultimately be settled with payment is based on assumptions relating to expected future claim filings (derived from epidemiological forecasts of asbestos disease incident) and claim dismissal rates.

The net liability for unpaid losses and LAE as of December 31, 2024 and 2023 included $1.7 billion and $1.8 billion, respectively, which represented an estimate of the net ultimate liability for A&E claims. The gross liability for such claims as of December 31, 2024 and 2023 was $1.8 billion and $1.9 billion, respectively.

The decreases on a net and gross basis, respectively, in 2024 were primarily due to net paid losses during the year.

Disclosures of Incurred and Paid Loss Development, IBNR, Claims Counts and Payout Percentages

The loss development tables set forth our historic incurred and paid loss development through December 31, 2024, net of reinsurance, as well as the cumulative number of reported claims, IBNR balances, and other supplementary information for our segment lines of business with material net losses and LAE balances as of December 31, 2024.

The following factors are relevant to the loss development information presented in the tables below:

•Level of Disaggregation: In addition to accident year, we have disaggregated the information in the loss development tables by segment, line of business and acquisition year. We have presented only the last 10

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

years of portfolio acquisitions as we believe that the current activity on the preceding acquisition years is not meaningful. We have presented only our Run-off segment as we retain no net economic interest in the activity of our Legacy Underwriting segment. We have not presented empty rows where we did not acquire any business for that combination of line of business, acquisition and accident year.

We present acquisition year information so that the impact of take-on positions from acquired and assumed business (as described below) is additionally separated and provides a consistent trend of the development of our ultimate loss reserves.

•StarStone International: Effective January 1, 2021, StarStone International (a previously active underwriting business we had discontinued) reserves were transferred from the Legacy Underwriting segment to the Run-off segment.

The Starstone International loss development tables are prospectively presented on a standalone basis from the 2014 date of acquisition. Additionally, the loss development information has been included in the Run-off segment loss development tables as an acquisition in 2021.

•Cessions to Enhanzed Re: As a result of the Step Acquisition of Enhanzed Re, the Run-off segment business previously ceded to Enhanzed Re became subject to elimination upon consolidation. As such, the loss development disclosures presented for the Run-off segment have been restated to exclude the historical incurred and paid loss development related to these cessions.

•Acquired and Assumed Business: Acquired and assumed net reserves arising from business acquisitions and retroactive reinsurance agreements are included in the loss development tables on a prospective basis as the loss reserves are effectively re-underwritten at the date that they are acquired or assumed.

We believe that the historical loss development prior to our acquisition is not relevant with respect to our own experience managing these acquired loss reserves. Furthermore, the information required to prepare the loss development disclosures on a retrospective basis is not always available to us or reliable.

•Commutations and Policy Buybacks: The loss development tables include the net incurred effect of agreeing a commutation or policy buyback in the year in which the commutation or policy buyback is contractually agreed and the related settlement in the year in which it is paid or received.

We do not recast prior years to remove commuted or bought back claims, since this practice would eliminate any historical favorable or adverse development we may have experienced on the commuted loss and LAE reserves.

•Net Liabilities for Losses and LAE and Net Paid Losses and LAE: The loss development tables include reported case reserves and IBNR liabilities as well as cumulative paid losses, both of which include ALAE and are net of reinsurance recoveries.

The loss development tables exclude ULAE and fair value adjustments related to both business acquisitions and retroactive reinsurance agreements for which we have elected the fair value option.

•PPD: PPD included in the loss development tables is calculated as follows: i) for acquisition years 2023 and prior, subtract the 2023 calendar year net cumulative incurred losses and ALAE from the 2024 calendar year for all accident years excluding 2024; and ii) add the result of subtracting the 2024 acquisition year net reserves acquired from the 2024 net cumulative incurred losses and ALE for all accident year excluding 2024.

•Foreign Exchange: The loss development tables exclude the impact of foreign exchange rates. Historical amounts are disclosed on a constant-currency basis, which is achieved by using constant foreign exchange rates between years in the loss development tables, and translating prior year amounts denominated in currencies other than the U.S. dollar, which is our reporting currency, using the closing exchange rates as of December 31, 2024.

•Reported Claim Counts: Reported claim counts are included in the loss development tables on a cumulative basis. We measure claim frequency information on an individual claim count basis as follows:

◦The claim frequency information includes direct and assumed open and closed claims at the claimant level. Reported claims that are closed without a payment are included within our cumulative number of reported claims because we typically incur claim adjustment expenses on them prior to their closure.

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

◦The claim count numbers exclude counts related to claims within policy deductibles where the insured is responsible for the payment of losses within the deductible layer.

◦Individual claim counts related to certain assumed reinsurance contracts such as excess-of-loss and quota share treaties are not available to us, and the losses arising from these treaties have been treated as single claims for the purposes of determining claim counts. Therefore, each treaty year within the reinsurance contract is deemed a single claim because the detailed underlying individual claim information is generally not reported to us by our cedants.

◦For certain insurance facilities and business produced or managed by managing general agents, coverholders and third party administrators where the underlying claims data is reported to us in an aggregated format, the information necessary to provide cumulative claims frequency is not available. In such cases, we typically record a “block” claim in our system.

Our reported claim frequency information is subject to the following inherent limitations when analyzing our loss experience and severity:

◦Claim counts are presented only on a reported and not on an ultimate basis. Reported claim counts include open claims which have outstanding reserves but excludes claim counts that may relate to IBNR. As such the reported claims are consistent with reported losses, which can be calculated by subtracting IBNR losses from incurred losses. However, the reported claim counts are inconsistent with the losses in the incurred loss development tables, which include IBNR losses, and to losses in the paid loss development tables, which exclude outstanding reserves.

◦Reported claim counts have not been adjusted for ceded reinsurance, which may distort any measures of frequency or severity.

◦For lines of business that have a mix of primary and excess layer exposures, such as our general casualty and workers’ compensation lines of business, the reported claim counts may fluctuate from period to period between exposure layers, thereby distorting any measure of frequency and severity.

◦The use of our reported claim frequency information to project ultimate loss payouts by disaggregated disclosure category or line of business may not be as meaningful as claim count information related to individual contracts at a more granular level.

•Annual Percentage Payout: Annual percentage payout disclosures are based on the payout of claims by age, net of reinsurance. Claim age reflects the number of years that have lapsed since the original acquisition to the date the claim is paid, or in the case of StarStone International, the number of years that have lapsed since the claim’s accident year to the date the claims is paid.

There may be occasions where, due to our claims management strategies (including commutations and policy buybacks) or due to the timing of claims payments relative to the associated recovery, the cash received from reinsurance recoveries is greater than the cash paid out to our claimants, (i.e. a net recovery rather than a net payout for a particular calendar year), thereby resulting in a negative annual percentage payout for that calendar year.

•Supplemental Information: The information related to net incurred and paid loss development for all calendar years preceding the year ended December 31, 2024, as well as 2014 and prior accident year and all acquisition year information (including net acquired reserves), and the related historical average claims payout percentage disclosure is unaudited and is presented as supplementary information.

Enstar Group Limited | 2024 Form 10-K                  162

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
Asbestos
												Net cumulative incurred losses and allocated loss adjustment expenses																														Year Ended December 31, 2024			As of December 31, 2024
												For the years ended December 31
Acquisition Year			Accident Year			Net Acquired Reserves						2016			2017			2018			2019			2020			2021			2022			2023			2024						PPD			IBNR			Cumulative number of claims
												(in millions of U.S. dollars, except cumulative number of claims)
												Unaudited
2016			2014 and Prior			$	507					$	506		$	565		$	563		$	582		$	632		$	635		$	635		$	636		$	626					$	(10)		$	77		2,118
2017			2014 and Prior			870									801			748			785			795			776			763			785			797						12			394			6,939
2018			2014 and Prior			54												49			46			3			1			—			(1)			(1)						—			1			31
2019			2014 and Prior			366															367			354			356			355			356			401						45			89			1,393
2021			2014 and Prior			386																					386			385			385			371						(14)			70			2,059
2024			2014 and Prior			81																														81						—			57			5,446
			Grand Total			$	2,264																													$	2,275					$	33		$	688		17,986
Net cumulative paid losses and ALAE (from table below)																																	(1,021)
2015 to 2024 acquisition years - net liabilities for losses and ALAE																																	1,254
2014 and prior acquisition years - net liabilities for losses and ALAE / net increase (reduction) in estimates of net ultimate losses related to prior years																																	149						—
Total net liabilities for losses and ALAE / net increase (reduction) in estimates of net ultimate losses related to prior years																																	$	1,403					$	33

Run-off Segment
Asbestos
																		Net cumulative paid losses and allocated loss adjustment expenses
																		For the years ended December 31
Acquisition Year			Accident Year															2016			2017			2018			2019			2020			2021			2022			2023			2024
																		(in millions of U.S. dollars)
																		Unaudited
2016			2014 and Prior															$	20		$	71		$	124		$	183		$	228		$	268		$	299		$	332		$	378
2017			2014 and Prior																		17			49			83			122			162			200			246			297
2018			2014 and Prior																					(1)			(3)			(2)			(2)			(2)			(2)			(2)
2019			2014 and Prior																								4			51			105			139			175			215
2021			2014 and Prior																														(1)			52			85			132
2024			2014 and Prior																																							1
			Grand Total																																							$	1,021

Enstar Group Limited | 2024 Form 10-K                  163

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
Asbestos
			Annual Percentage Payout of Incurred Losses since Year of Acquisition, Net of Reinsurance
			Year 1			Year 2			Year 3			Year 4			Year 5			Year 6			Year 7			Year 8			Year 9
Acquisition Year			Unaudited
2016			3.19		%	8.15		%	8.47		%	9.42		%	7.19		%	6.39		%	4.95		%	5.27		%	7.35		%
2017			2.13		%	4.02		%	4.27		%	4.89		%	5.02		%	4.77		%	5.77		%	6.43		%
2018			100.00		%	200.00		%	(100.00)		%	—		%	—		%	—		%	—		%
2019			1.00		%	11.72		%	13.47		%	8.48		%	8.98		%	9.98		%
2021			(0.27)		%	14.29		%	8.89		%	12.67		%
2024			1.23		%

Enstar Group Limited | 2024 Form 10-K                  164

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
General Casualty
																		Net cumulative incurred losses and allocated loss adjustment expenses																																	Year Ended December 31, 2024			As of December 31, 2024
																		For the years ended December 31
Acquisition Year			Accident Year			Net Reserves Acquired												2015			2016			2017			2018			2019			2020			2021			2022			2023			2024						PPD			IBNR			Cumulative number of claims
						(in millions of U.S. dollars, except cumulative number of claims)
						Unaudited
2015			2014 and Prior			$	162											$	111		$	118		$	126		$	125		$	137		$	132		$	133		$	135		$	136		136						$	—		$	(4)		6,777
2015			2015			4												10			9			9			11			16			21			18			19			18			18						—			1			1,345
2015			2016			—															2			2			2			2			3			5			5			5			5						—			1			250
2015			2017			—																		—			—			—			—			—			—			—			—						—			—			37
2015			2018			—																					2			1			1			1			1			1			1						—			1			12
2015			2019			—																								2			2			2			2			2			2						—			2			1
2015			2020			—																											2			2			2			2			2						—			2			—
2015			2021			—																														1			1			1			1						—			1			—
			Total			166												121			129			137			140			158			161			162			165			165			165						—			4			8,422
2016			2014 and Prior			—															4			9			8			8			6			5			4			4			4						—			—			1,787
			Total			—															4			9			8			8			6			5			4			4			4						—			—			1,787
2017			2014 and Prior			199																		177			160			144			140			138			136			136			136						—			1			406
			Total			199																		177			160			144			140			138			136			136			136						—			1			406
2018			2014 and Prior			222																					195			183			172			176			178			182			197						15			12			54,001
2018			2015			89																					89			94			90			91			98			109			125						16			3			3,187
2018			2016			62																					62			79			82			81			88			95			83						(12)			5			3,385
2018			2017			38																					41			42			49			52			50			48			47						(1)			3			1,046
2018			2018			40																					40			41			39			36			34			42			45						3			2			659
2018			2019			—																								7			6			7			7			7			7						—			—			10
2018			2020			—																											—			—			—			—			—						—			—			1
2018			2021			—																														—			—			—			—						—			—			1
2018			2022			—																																	—			—			—						—			—			1
2018			2024			—																																							—									—			1
			Total			451																					427			446			438			443			455			483			504						21			25			62,292
2019			2014 and Prior			56																								48			47			66			49			57			57						—			15			3,985
2019			2015			70																								63			59			67			55			76			66						(10)			11			1,355
2019			2016			34																								32			31			37			40			51			43						(8)			13			2,720
2019			2017			40																								48			48			59			74			88			88						—			21			1,959
2019			2018			49																								49			50			54			52			68			86						18			29			414
2019			2019			—																								1			2			2			2			2			2						—			—			250
2019			2020			—																											—			—			—			—			—						—			—			148
2019			2021			—																														—			—			1			1						—			—			82
2019			2022			—																																	—			—			—						—			—			56
2019			2023			—																																				—			—						—			—			8
2019			2024			—																																							—									—			2
			Total			249																								241			237			285			272			343			343						—			89			10,979
2020(1)			2014 and Prior			79																											79			71			96			101			116						15			8			678
2020(1)			2015			61																											61			52			67			75			76						1			8			362
2020(1)			2016			67																											68			68			92			109			110						1			16			488
2020(1)			2017			50																											45			54			71			82			93						11			20			545
2020(1)			2018			60																											56			47			62			71			79						8			17			375
2020(1)			2019			109																											108			99			88			104			112						8			35			511

Enstar Group Limited | 2024 Form 10-K                  165

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
General Casualty
																		Net cumulative incurred losses and allocated loss adjustment expenses																																	Year Ended December 31, 2024			As of December 31, 2024
																		For the years ended December 31
Acquisition Year			Accident Year			Net Reserves Acquired												2015			2016			2017			2018			2019			2020			2021			2022			2023			2024						PPD			IBNR			Cumulative number of claims
						(in millions of U.S. dollars, except cumulative number of claims)
						Unaudited
2020(1)			2020			84																											83			94			83			58			54						(4)			18			552
			Total			510																											500			485			559			600			640						40			122			3,511
2021			2014 and Prior			268																														273			259			347			310						(37)			276			15,756
2021			2015			137																														140			132			129			122						(7)			75			7,093
2021			2016			194																														204			198			198			188						(10)			129			7,911
2021			2017			297																														306			326			339			323						(16)			181			6,768
2021			2018			376																														371			414			350			320						(30)			226			5,875
2021			2019			424																														428			480			449			454						5			276			4,810
2021			2020			61																														76			43			46			38						(8)			2			902
2021			2021			—																														1			—			1			—						(1)			—			188
2021			2022			—																																	—			—			—						—			—			139
2021			2023			—																																				—			—						—			—			25
			Total			1,757																														1,799			1,852			1,859			1,755						(104)			1,165			49,467
2022(1)			2014 and Prior			805																											192			158			568			486			583						97			69			189,591
2022(1)			2015			256																											80			65			171			152			140						(12)			23			16,750
2022(1)			2016			308																											75			102			69			214			181						(33)			39			16,159
2022(1)			2017			348																											91			98			216			229			221						(8)			47			18,604
2022(1)			2018			384																											84			97			401			281			245						(36)			71			17,947
2022(1)			2019			436																											94			136			460			496			462						(34)			72			18,102
2022(1)			2020			—																											—			—			—			(2)			(2)						—			—			—
2022(1)			2023			—																																				1			1						—			—			—
			Total			2,537																											616			656			1,885			1,857			1,831						(26)			321			277,153
2023			2014 and Prior			91																																				98			125						27			8			148,990
2023			2015			15																																				15			18						3			4			38,404
2023			2016			21																																				23			28						5			(1)			36,346
2023			2017			41																																				39			48						9			14			34,482
2023			2018			55																																				56			64						8			11			31,525
2023			2019			94																																				111			114						3			30			14,566
2023			2020			122																																				125			126						1			68			3,742
2023			2021			71																																				66			80						14			59			4
2023			2022			16																																				12			14						2			12			—
			Total			526																																				545			617						72			205			308,059
2024			2014 and Prior			45																																							45						—			27			1,144
2024			2015			7																																							7						—			5			4
2024			2016			6																																							6						—			3			8
2024			2017			9																																							9						—			7			12
2024			2018			16																																							16						—			15			15
2024			2019			16																																							16						—			15			43
2024			2020			11																																							11						—			10			43
2024			2021			77																																							77						—			49			149
2024			2022			92																																							92						—			60			188
2024			2023			85																																							85						—			73			97
			Total			364																																							364						—			264			1,703

Enstar Group Limited | 2024 Form 10-K                  166

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
General Casualty
																		Net cumulative incurred losses and allocated loss adjustment expenses																																	Year Ended December 31, 2024			As of December 31, 2024
																		For the years ended December 31
Acquisition Year			Accident Year			Net Reserves Acquired												2015			2016			2017			2018			2019			2020			2021			2022			2023			2024						PPD			IBNR			Cumulative number of claims
						(in millions of U.S. dollars, except cumulative number of claims)
						Unaudited
			Grand Total			$	6,759																																						$	6,359					$	3		$	2,196		723,779
Net cumulative paid losses and ALAE (from table below)																																				(2,898)
2015 to 2024 acquisition years - net liabilities for losses and ALAE																																				3,461
2014 and prior acquisition years - net liabilities for losses and ALAE / net increase (reduction) in estimates of net ultimate losses related to prior years																																				74						18
Total net liabilities for losses and ALAE / net increase (reduction) in estimates of net ultimate losses related to prior years																																				$	3,535					$	21

(1) In 2022, we entered an LPT agreement with Aspen, which absorbed the Aspen ADC agreement we entered in 2020. As such, we have reclassified the net reserves acquired in acquisition year 2020 and the net cumulative incurred losses and allocated loss adjustment expenses recorded through December 31, 2022 to acquisition year 2022.

Run-off Segment
General Casualty
															Net cumulative paid losses and allocated loss adjustment expenses
															For the years ended December 31
Acquisition Year			Accident Year												2015			2016			2017			2018			2019			2020			2021			2022			2023			2024
															(in millions of U.S. dollars)
															Unaudited
2015			2014 and Prior												$	24		$	45		$	65		$	84		$	102		$	113		$	116		$	122		$	130		137
2015			2015												1			1			2			5			11			13			13			17			17			17
2015			2016															—			—			—			1			1			2			4			5			5
			Total												25			46			67			89			114			127			131			143			152			159
2016			2014 and Prior															1			2			2			3			4			3			3			3			3
			Total															1			2			2			3			4			3			3			3			3
2017			2014 and Prior																		34			67			87			100			105			112			116			118
			Total																		34			67			87			100			105			112			116			118
2018			2014 and Prior																					21			56			85			104			119			132			153
2018			2015																					17			32			44			58			67			91			103
2018			2016																					11			33			47			56			66			79			83
2018			2017																					—			12			24			32			37			44			47
2018			2018																					—			9			17			26			30			38			40
2018			2019																								2			3			6			6			7			7
			Total																					49			144			220			282			325			391			433
2019			2014 and Prior																								11			15			17			14			15			8
2019			2015																								3			12			15			24			32			46
2019			2016																								(2)			(1)			(1)			3			5			9
2019			2017																								7			10			14			16			17			16
2019			2018																								1			3			4			5			4			3
2019			2019																								—			1			1			1			1			3
2019			2021																														—			—			—			1
			Total																								20			40			50			63			74			86

Enstar Group Limited | 2024 Form 10-K                  167

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
General Casualty
															Net cumulative paid losses and allocated loss adjustment expenses
															For the years ended December 31
Acquisition Year			Accident Year												2015			2016			2017			2018			2019			2020			2021			2022			2023			2024
															(in millions of U.S. dollars)
															Unaudited
2020			2014 and Prior																											9			25			63			84			102
2020			2015																											10			21			37			51			60
2020			2016																											10			34			53			73			89
2020			2017																											4			24			38			50			66
2020			2018																											—			17			33			56			59
2020			2019																											—			19			33			61			76
2020			2020																											2			9			20			23			35
			Total																											35			149			277			398			487
2021			2014 and Prior																														4			17			28			34
2021			2015																														9			18			30			37
2021			2016																														16			24			37			64
2021			2017																														24			51			78			108
2021			2018																														6			44			67			111
2021			2019																														3			26			41			109
2021			2020																														9			17			20			24
			Total																														71			197			301			487
2022			2014 and Prior																																	26			103			304
2022			2015																																	8			35			64
2022			2016																																	9			43			73
2022			2017																																	11			51			90
2022			2018																																	10			47			87
2022			2019																																	12			242			288
2022			2020																																	—			5			15
2022			2023																																				2			2
			Total																																	76			528			923
2023			2014 and Prior																																				9			33
2023			2015																																				3			7
2023			2016																																				7			17
2023			2017																																				4			13
2023			2018																																				17			30
2023			2019																																				23			46
2023			2020																																				13			36
2023			2021																																				1			11
2023			2022																																				2			2
			Total																																				79			195
2024			2014 and Prior																																							4
2024			2015																																							1
2024			2016																																							1
2024			2017																																							1
			Total																																							7
			Grand Total																																							$	2,898

Enstar Group Limited | 2024 Form 10-K                  168

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
General Casualty
			Annual Percentage Payout of Incurred Losses since Year of Acquisition, Net of Reinsurance
			Year 1			Year 2			Year 3			Year 4			Year 5			Year 6			Year 7			Year 8			Year 9			Year 10
Year of Acquisition			Unaudited
2015			15.15		%	12.73		%	12.73		%	13.33		%	15.15		%	7.88		%	2.42		%	7.27		%	5.45		%	4.24		%
2016			25.00		%	25.00		%	—		%	25.00		%	25.00		%	(25.00)		%	—		%	—		%	—		%
2017			25.09		%	24.35		%	14.76		%	9.59		%	3.69		%	5.16		%	2.95		%	1.39		%
2018			9.72		%	18.85		%	15.08		%	12.30		%	8.53		%	13.10		%	8.35		%
2019			5.83		%	5.83		%	2.92		%	3.79		%	3.21		%	3.50		%
2020			5.47		%	17.81		%	20.00		%	18.91		%	13.91		%
2021			4.05		%	7.18		%	5.93		%	10.60		%
2022			4.15		%	24.68		%	21.57		%
2023			12.80		%	18.80		%
2024			1.92		%

Enstar Group Limited | 2024 Form 10-K                  169

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
Workers' Compensation
									Net cumulative incurred losses and allocated loss adjustment expenses																																	Year Ended December 31, 2024			As of December 31, 2024
									For the years ended December 31
Acquisition Year			Accident Year			Net Reserves Acquired			2015			2016			2017			2018			2019			2020			2021			2022			2023			2024						PPD			IBNR			Cumulative number of claims
						(in millions of U.S. dollars, except cumulative number of claims)
						Unaudited
2015			2014 and Prior			$	1,382		$	1,269		$	956		$	901		$	853		$	810		$	798		$	783		$	779		$	768		$	763					$	(5)		$	27		18,143
2015			2015			7			22			16			15			15			14			15			14			14			14			14						—			—			5,280
2015			2016			—						1			1			1			1			1			1			—			—			—						—			—			10,722
2015			2017			—									—			—			—			—			—			—			—			—						—			—			2,251
2015			2018			—												—			—			—			—			—			—			—						—			—			10
			Total			1,389			1,291			973			917			869			825			814			798			793			782			777						(5)			27			36,406
2016			2014 and Prior			466						466			434			421			410			395			391			387			386			385						(1)			9			10,533
			Total			466						466			434			421			410			395			391			387			386			385						(1)			9			10,533
2017			2014 and Prior			145									104			112			117			110			104			84			79			80						1			9			21
			Total			145									104			112			117			110			104			84			79			80						1			9			21
2018			2014 and Prior			305												295			282			272			275			261			248			243						(5)			48			8,401
2018			2015			37												37			33			32			30			29			26			25						(1)			4			1,328
2018			2016			44												45			40			39			40			37			35			37						2			8			1,362
2018			2017			53												55			49			47			47			46			43			43						—			7			1,193
2018			2018			65												65			60			60			55			56			48			48						—			7			984
2018			2019			—															21			21			21			21			20			20						—			—			123
2018			2020			—																		—			—			—			—			—						—			—			2
2018			2021			—																					—			—			—			—						—			—			1
			Total			504												497			485			471			468			450			420			416						(4)			74			13,394
2019			2014 and Prior			65															64			64			72			70			65			61						(4)			28			17,151
2019			2015			55															54			54			44			42			39			37						(2)			17			4,269
2019			2016			82															82			83			61			57			53			51						(2)			21			5,049
2019			2017			87															88			90			66			62			57			54						(3)			25			2,436
2019			2018			119															119			119			82			71			63			59						(4)			32			373
2019			2019			—															—			—			—			—			—			—						—			—			14
2019			2020			—																		—			—			—			—			—						—			—			3
2019			2021			—																					—			—			—			—						—			—			1
			Total			408															407			410			325			302			277			262						(15)			123			29,296
2020			2014 and Prior			208																		121			106			91			90			89						(1)			19			24
2020			2015			2																		2			2			1			1			1						—			—			56
2020			2016			3																		3			3			3			2			2						—			—			131
2020			2017			2																		2			2			1			1			1						—			—			129
2020			2018			10																		10			8			8			7			8						1			—			335
2020			2019			32																		32			26			26			26			24						(2)			1			677
2020			2020			32																		33			26			28			29			29						—			2			1,225
			Total			289																		203			173			158			156			154						(2)			22			2,577
2021			2014 and Prior			1,045																					981			798			690			625						(65)			110			23,494
2021			2015			43																					35			30			33			32						(1)			9			3,776
2021			2016			55																					54			49			45			43						(2)			14			3,974
2021			2017			45																					46			42			40			42						2			11			5,966
2021			2018			66																					63			55			54			57						3			22			6,703
2021			2019			47																					47			42			36			36						—			6			5,509

Enstar Group Limited | 2024 Form 10-K                  170

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
Workers' Compensation
									Net cumulative incurred losses and allocated loss adjustment expenses																																	Year Ended December 31, 2024			As of December 31, 2024
									For the years ended December 31
Acquisition Year			Accident Year			Net Reserves Acquired			2015			2016			2017			2018			2019			2020			2021			2022			2023			2024						PPD			IBNR			Cumulative number of claims
						(in millions of U.S. dollars, except cumulative number of claims)
						Unaudited
2021			2020			46																					57			55			53			52						(1)			1			7,628
2021			2021			—																					23			19			19			17						(2)			4			4,137
2021			2022			—																								3			3			2						(1)			—			29
2021			2023			—																											—			—						—			—			2
2021			2024			—																														—						—			—			1
			Total			1,347																					1,306			1,093			973			906						(67)			177			61,219
2022			2014 and Prior			5																								7			2			3						1			—			5,549
2022			2015			3																								5			3			4						1			—			530
2022			2016			2																								1			3			1						(2)			—			604
2022			2017			5																								5			3			6						3			—			943
2022			2018			11																								9			9			7						(2)			3			3,547
2022			2019			18																								11			6			5						(1)			2			22,518
			Total			44																								38			26			26						—			5			33,691
2024			2014 and Prior			23																														28						5			10			256
2024			2015			3																														3						—			2			13
2024			2016			3																														3						—			2			27
2024			2017			2																														1						(1)			1			39
2024			2018			3																														2						(1)			1			70
2024			2019			15																														14						(1)			10			498
2024			2020			24																														22						(2)			13			1,079
2024			2021			82																														81						(1)			41			2,586
2024			2022			102																														102						—			42			4,350
2024			2023			113																														113						—			66			5,072
2024			2024			49																														51									36			1,692
			Total			419																														420						(1)			224			15,682
			Grand Total			$	5,011																													$	3,426					$	(94)		$	670		$	202,819
Net cumulative paid losses and ALAE (from table below)																																				(1,664)
2015 to 2024 acquisition years - net liabilities for losses and ALAE																																				1,762
2014 and prior acquisition years - net liabilities for losses and ALAE / net increase (reduction) in estimates of net ultimate losses related to prior years																																				135						3
Total net liabilities for losses and ALAE / net increase (reduction) in estimates of net ultimate losses related to prior years																																				$	1,897					$	(91)

Enstar Group Limited | 2024 Form 10-K                  171

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
Workers' Compensation
															Net cumulative paid losses and allocated loss adjustment expenses
															For the years ended December 31
Acquisition Year			Accident Year												2015			2016			2017			2018			2019			2020			2021			2022			2023			2024
															(in millions of U.S. dollars)
															Unaudited
2015			2014 and Prior												$	107		$	243		$	344		$	422		$	476		$	510		$	542		$	556		$	583		$	601
2015			2015												3			8			10			11			12			12			12			13			13			13
			Total												110			251			354			433			488			522			554			569			596			614
2016			2014 and Prior															41			76			104			143			175			198			215			236			256
			Total															41			76			104			143			175			198			215			236			256
2017			2014 and Prior																		26			33			46			57			61			53			58			63
			Total																		26			33			46			57			61			53			58			63
2018			2014 and Prior																					8			43			73			89			106			129			141
2018			2015																					1			3			8			11			14			18			19
2018			2016																					—			5			8			13			16			21			23
2018			2017																					—			7			10			12			16			24			27
2018			2018																					—			29			34			36			37			39			40
2018			2019																								13			16			16			16			19			19
			Total																					9			100			149			177			205			250			269
2019			2014 and Prior																								3			4			5			5			5			6
2019			2015																								3			4			4			4			4			4
2019			2016																								5			9			10			11			12			12
2019			2017																								2			4			5			7			8			8
2019			2018																								1			1			1			1			1			1
			Total																								14			22			25			28			30			31
2020			2014 and Prior																											2			10			14			22			27
2020			2015																											—			—			—			—			1
2020			2016																											—			1			1			2			2
2020			2017																											—			1			1			1			1
2020			2018																											—			1			4			4			5
2020			2019																											1			10			15			19			21
2020			2020																											1			10			18			23			26
			Total																											4			33			53			71			83
2021			2014 and Prior																														20			58			112			151
2021			2015																														3			8			12			16
2021			2016																														5			14			18			20
2021			2017																														7			13			23			28
2021			2018																														5			12			17			21
2021			2019																														8			17			24			27
2021			2020																														23			37			44			47
2021			2021																														4			10			13			15
			Total																														75			169			263			325
2022			2014 and Prior																																	—			1			1
2022			2015																																	—			1			2
2022			2016																																	—			1			3
2022			2017																																	—			2			3

Enstar Group Limited | 2024 Form 10-K                  172

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
Workers' Compensation
															Net cumulative paid losses and allocated loss adjustment expenses
															For the years ended December 31
Acquisition Year			Accident Year												2015			2016			2017			2018			2019			2020			2021			2022			2023			2024
															(in millions of U.S. dollars)
															Unaudited
2022			2018																																	—			3			4
2022			2019																																	—			—			1
			Total																																	—			8			14
2024			2014 and Prior																																							2
2024			2021																																							1
2024			2022																																							2
2024			2023																																							3
2024			2024																																							1
			Total																																							9
			Grand Total																																							$	1,664

Run-off Segment
Workers' Compensation
			Annual Percentage Payout of Incurred Losses since Year of Acquisition, Net of Reinsurance
			Year 1			Year 2			Year 3			Year 4			Year 5			Year 6			Year 7			Year 8			Year 9			Year 10
Year of Acquisition			Unaudited
2015			14.16		%	18.15		%	13.26		%	10.17		%	7.08		%	4.38		%	4.12		%	1.93		%	3.47		%	2.32		%
2016			10.65		%	9.09		%	7.27		%	10.13		%	8.31		%	5.97		%	4.42		%	5.45		%	5.19		%
2017			32.50		%	8.75		%	16.25		%	13.75		%	5.00		%	(10.00)		%	6.25		%	6.25		%
2018			2.16		%	21.88		%	11.78		%	6.73		%	6.73		%	10.82		%	4.57		%
2019			5.34		%	3.05		%	1.15		%	1.15		%	0.76		%	0.38		%
2020			2.60		%	18.83		%	12.99		%	11.69		%	7.79		%
2021			8.28		%	10.38		%	10.38		%	6.79		%
2022			—		%	30.41		%	21.28		%
2024			2.14		%

Enstar Group Limited | 2024 Form 10-K                  173

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
Professional Indemnity / Directors and Officers
																		Net cumulative incurred losses and allocated loss adjustment expenses																														Year Ended December 31, 2024			As of December 31, 2024
																		For the years ended December 31
Acquisition Year			Accident Year			Net Reserves Acquired												2016			2017			2018			2019			2020			2021			2022			2023			2024						PPD			IBNR			Cumulative number of claims
						(in millions of U.S. dollars, except cumulative number of claims)
						Unaudited
2016			2014 and Prior			$	111											$	108		$	110		$	110		$	98		$	96		$	92		$	89		$	86		$	80					$	(6)		$	(4)		3,014
			Total			111												108			110			110			98			96			92			89			86			80						(6)			(4)			3,014
2018			2014 and Prior			401																		399			356			352			345			332			338			326						(12)			(1)			69,760
2018			2015			45																		60			67			66			53			58			47			43						(4)			—			3,846
2018			2016			15																		34			37			51			66			71			88			84						(4)			1			2,202
2018			2017			1																		3			7			7			10			11			27			27						—			1			204
2018			2018			—																		—			1			1			1			1			(1)			(1)						—			—			14
2018			2019			—																					—			—			—			—			—			—						—			—			8
2018			2020			—																								—			—			1			1			—						(1)			1			24
2018			2021			—																											—			—			—			—						—			—			3
2018			2022			—																														—			—			—						—			—			1
			Total			462																		496			468			477			475			474			500			479						(21)			2			76,062
2019			2014 and Prior			124																					91			79			76			74			93			83						(10)			2			18,296
2019			2015			62																					58			35			34			33			28			29						1			2			4,667
2019			2016			15																					35			45			54			47			42			43						1			3			5,436
2019			2017			6																					18			35			38			41			44			46						2			2			3,174
2019			2018			—																					5			5			5			5			(4)			(5)						(1)			—			391
2019			2019			—																					2			1			2			2			2			2						—			—			64
2019			2020			—																								—			—			—			—			—						—			—			41
2019			2021			—																											—			—			—			—						—			—			7
2019			2022			—																														—			—			—						—			—			12
2019			2023			—																																	—			—						—			—			9
			Total			207																					209			200			209			202			205			198						(7)			9			32,097
2020(1)			2014 and Prior			1																								1			1			1			1			1						—			—			49
2020(1)			2015			1																								1			1			—			—			1						1			—			3
2020(1)			2016			—																								—			—			—			—			—						—			—			8
2020(1)			2017			1																								1			1			(1)			(1)			(1)						—			—			43
2020(1)			2018			13																								13			14			12			12			10						(2)			1			126
2020(1)			2019			32																								32			21			31			32			35						3			2			157
2020(1)			2020			35																								35			37			32			32			31						(1)			3			165
			Total			83																								83			75			75			76			77						1			6			551
2021			2014 and Prior			102																											112			90			49			44						(5)			11			13,200
2021			2015			43																											45			33			25			21						(4)			5			2,947
2021			2016			46																											45			38			34			25						(9)			6			2,545
2021			2017			74																											67			67			66			63						(3)			7			3,246
2021			2018			141																											132			119			110			87						(23)			26			3,507
2021			2019			175																											161			185			173			134						(39)			42			3,672
2021			2020			47																											39			26			11			14						3			10			1,035
2021			2021			—																											10			9			10			5						(5)			3			273
2021			2022			—																														2			11			1						(10)			—			68
2021			2023			—																																	—			—						—			—			5
			Total			628																											611			569			489			394						(95)			110			30,498

Enstar Group Limited | 2024 Form 10-K                  174

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
Professional Indemnity / Directors and Officers
																		Net cumulative incurred losses and allocated loss adjustment expenses																														Year Ended December 31, 2024			As of December 31, 2024
																		For the years ended December 31
Acquisition Year			Accident Year			Net Reserves Acquired												2016			2017			2018			2019			2020			2021			2022			2023			2024						PPD			IBNR			Cumulative number of claims
						(in millions of U.S. dollars, except cumulative number of claims)
						Unaudited
2022 (1)			2014 and Prior			67																								25			39			114			67			79						12			12			23,401
2022 (1)			2015			46																								16			16			32			55			46						(9)			13			5,222
2022 (1)			2016			45																								16			26			20			45			39						(6)			12			6,565
2022 (1)			2017			90																								16			25			54			56			79						23			23			7,327
2022 (1)			2018			85																								13			24			108			104			97						(7)			(1)			8,852
2022 (1)			2019			180																								68			35			110			138			145						7			31			9,845
2022 (1)			2020			48																								—			—			—			—			2						2			—			—
2022 (1)			2022			—																														—			—			1						1			—			—
2022 (1)			2023			—																																	—			1						1			—			—
			Total			561																								154			165			438			465			489						24			90			61,212
2023			2014 and Prior			148																																	202			169						(33)			3			4,961
2023			2015			53																																	44			56						12			(9)			2,146
2023			2016			69																																	82			80						(2)			60			3,466
2023			2017			250																																	284			255						(29)			55			6,401
2023			2018			185																																	166			218						52			26			7,591
2023			2019			256																																	258			273						15			54			6,135
2023			2020			229																																	217			235						18			77			1,907
2023			2021			27																																	25			23						(2)			25			159
2023			2022			3																																	3			2						(1)			1			—
			Total			1,220																																	1,281			1,311						30			292			32,766
2024			2014 and Prior			5																																				5						—			3			5
2024			2015			—																																				—						—			—			1
2024			2016			1																																				1						—			—			3
2024			2017			2																																				2						—			—			1
2024			2018			1																																				1						—			1			20
2024			2019			1																																				1						—			—			11
2024			2020			5																																				5						—			3			19
2024			2021			50																																				50						—			32			109
2024			2022			56																																				56						—			30			137
2024			2023			37																																				37						—			29			63
			Total			158																																				158						—			98			369
			Grand Total			$	3,430																																			$	3,186					$	(74)		$	603		236,569
Net cumulative paid losses and ALAE (from table below)																																	(1,621)
2015 to 2024 acquisition years - net liabilities for losses and ALAE																																	1,565
2014 and prior acquisition years - net liabilities for losses and ALAE / net increase (reduction) in estimates of net ultimate losses related to prior years																																	42						19
Total net liabilities for losses and ALAE / net increase (reduction) in estimates of net ultimate losses related to prior years																																	$	1,607					$	(55)

(1) In 2022, we entered an LPT agreement with Aspen, which absorbed the Aspen ADC agreement we entered in 2020. As such, we have reclassified the net reserves acquired in acquisition year 2020 and the net cumulative incurred losses and allocated loss adjustment expenses recorded through December 31, 2022 to acquisition year 2022.

Enstar Group Limited | 2024 Form 10-K                  175

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
Professional Indemnity / Directors and Officers
						Net cumulative paid losses and allocated loss adjustment expenses
						For the years ended December 31
Acquisition Year			Accident Year									2016			2017			2018			2019			2020			2021			2022			2023			2024
												(in millions of U.S. dollars)
												Unaudited
2016			2014 and Prior									$	9		$	19		$	30		$	28		$	31		$	39		$	42		$	53		$	58
			Total									9			19			30			28			31			39			42			53			58
2018			2014 and Prior															67			116			117			143			180			216			223
2018			2015															17			20			26			22			22			19			27
2018			2016															8			24			37			45			58			72			77
2018			2017															—			2			5			8			9			24			30
2018			2018															—			1			1			1			1			(1)			(1)
			Total															92			163			186			219			270			330			356
2019			2014 and Prior																		13			16			31			34			54			55
2019			2015																		10			7			9			11			14			17
2019			2016																		9			21			26			36			33			35
2019			2017																		3			14			16			26			41			44
2019			2018																		1			1			3			4			(3)			(5)
2019			2019																		—			—			1			2			2			1
			Total																		36			59			86			113			141			147
2020			2014 and Prior																					1			1			1			1			1
2020			2015																					—			—			—			—			1
2020			2017																					—			(1)			—			(1)			(1)
2020			2018																					—			4			9			10			9
2020			2019																					—			9			21			27			31
2020			2020																					1			8			17			29			27
			Total																					2			21			48			66			68
2021			2014 and Prior																								4			6			23			27
2021			2015																								2			4			11			16
2021			2016																								3			7			13			16
2021			2017																								3			16			28			37
2021			2018																								7			37			49			60
2021			2019																								2			43			54			72
2021			2020																								2			3			5			7
2021			2021																								1			2			4			4
			Total																								24			118			187			239
2022			2014 and Prior																											44			32			46
2022			2015																											2			16			23
2022			2016																											1			13			21
2022			2017																											2			16			36
2022			2018																											1			40			47
2022			2019																											3			55			91
			Total																											53			172			264
2023			2014 and Prior																														45			63
2023			2015																														5			17
2023			2016																														9			51
2023			2017																														43			96

Enstar Group Limited | 2024 Form 10-K                  176

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
Professional Indemnity / Directors and Officers
						Net cumulative paid losses and allocated loss adjustment expenses
						For the years ended December 31
Acquisition Year			Accident Year									2016			2017			2018			2019			2020			2021			2022			2023			2024
												(in millions of U.S. dollars)
												Unaudited
2023			2018																														45			98
2023			2019																														38			89
2023			2020																														40			77
2023			2021																														(4)			(5)
2023			2022																														—			1
			Total																														221			487
2024			2019																																	1
2024			2020																																	1
			Total																																	2
			Grand Total																																	$	1,621

Run-off Segment
Professional Indemnity/Directors & Officers
			Annual Percentage Payout of Incurred Losses since Year of Acquisition, Net of Reinsurance
			Year 1			Year 2			Year 3			Year 4			Year 5			Year 6			Year 7			Year 8			Year 9
Year of Acquisition			Unaudited
2016			11.25		%	12.50		%	13.75		%	(2.50)		%	3.75		%	10.00		%	3.75		%	13.75		%	6.25		%
2018			19.21		%	14.82		%	4.80		%	6.89		%	10.65		%	12.53		%	5.43		%
2019			18.18		%	11.62		%	13.64		%	13.64		%	14.14		%	3.03		%
2020			2.60		%	24.68		%	35.06		%	23.38		%	2.60		%
2021			6.09		%	23.86		%	17.51		%	13.20		%
2022			10.84		%	24.33		%	18.85		%
2023			16.86		%	20.29		%
2024			1.27		%

Enstar Group Limited | 2024 Form 10-K                  177

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
Motor
															Net cumulative incurred losses and allocated loss adjustment expenses																																	Year Ended December 31, 2024			As of December 31, 2024
															For the years ended December 31
Acquisition Year			Accident Year						Net Reserves Acquired						2015			2016			2017			2018			2019			2020			2021			2022			2023			2024						PPD			IBNR			Cumulative number of claims
									(in millions of U.S. dollars, except cumulative number of claims)
									Unaudited
2015			2014 and Prior						$	59					$	73		$	77		$	77		$	77		$	75		$	74		$	74		$	74		$	73		$	73					$	—		$	—		1,799
2015			2015						3						6			6			8			8			8			8			8			8			8			7						(1)			—			1,385
2015			2016						—									1			—			—			—			—			—			1			1			1						—			—			229
2015			2017						—												—			—			—			—			—			—			—			—						—			—			14
2015			2018						—															—			—			—			—			—			—			—						—			—			5
			Total						62						79			84			85			85			83			82			82			83			82			81						(1)			—			3,432
2017			2014 and Prior						21												29			22			22			24			30			28			30			29						(1)			—			150
2017			2015						1												1			2			1			1			1			1			1			1						—			—			15
2017			2016						—												—			—			1			1			1			1			1			1						—			—			4
			Total						22												30			24			24			26			32			30			32			31						(1)			—			169
2018			2014 and Prior						290															246			248			237			230			234			242			249						7			(3)			5,759
2018			2015						115															105			112			107			104			110			109			108						(1)			3			1,048
2018			2016						102															98			104			98			96			97			100			95						(5)			3			642
2018			2017						101															102			98			102			102			103			103			104						1			1			101
2018			2018						181															181			158			160			161			167			166			167						1			3			32
2018			2019						—																		39			39			40			44			43			43						—			—			44
			Total						789															732			759			743			733			755			763			766						3			7			7,626
2019			2014 and Prior						20																		22			20			20			18			19			19						—			1			3,606
			Total						20																		22			20			20			18			19			19						—			1			3,606
2020			2015						2																					3			3			3			3			3						—			—			19
2020			2016						49																					42			49			51			51			51						—			—			223
2020			2017						154																					186			215			231			232			229						(3)			2			1,169
2020			2018						250																					397			415			469			454			447						(7)			8			2,397
			Total						455																					628			682			754			740			730						(10)			10			3,808
2021			2014 and Prior						15																								15			8			5			4						(1)			1			3,071
2021			2015						6																								4			—			(1)			(2)						(1)			(1)			821
2021			2016						7																								6			3			3			2						(1)			—			796
2021			2017						7																								5			3			2			2						—			1			591
2021			2018						7																								7			5			7			8						1			1			1
2021			2019						9																								11			9			19			24						5			1			1
2021			2020						6																								7			5			5			6						1			—			1
			Total						57																								55			33			40			44						4			3			5,282
2022			2014 and Prior						1																											1			—			(1)						(1)			—			29,755
2022			2015						2																											2			—			—						—			—			6,323
2022			2016						3																											3			1			2						1			—			5,055
2022			2017						2																											2			1			1						—			—			5,374
2022			2018						8																											8			1			1						—			—			5,677
2022			2019						—																											—			5			6						1			—			5,791
			Total						16																											16			8			9						1			—			57,975
2023			2014 and Prior						253																														253			233						(20)			54			225
2023			2015						4																														3			3						—			—			86
2023			2016						8																														10			5						(5)			—			253

Enstar Group Limited | 2024 Form 10-K                  178

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
Motor
															Net cumulative incurred losses and allocated loss adjustment expenses																																	Year Ended December 31, 2024			As of December 31, 2024
															For the years ended December 31
Acquisition Year			Accident Year						Net Reserves Acquired						2015			2016			2017			2018			2019			2020			2021			2022			2023			2024						PPD			IBNR			Cumulative number of claims
									(in millions of U.S. dollars, except cumulative number of claims)
									Unaudited
2023			2017						17																														9			8						(1)			—			400
2023			2018						19																														16			14						(2)			1			496
2023			2019						28																														25			29						4			1			698
2023			2020						48																														37			41						4			2			1,136
2023			2021						46																														44			42						(2)			2			2,085
			Total						423																														397			375						(22)			60			5,379
2024			2014 and Prior						14																																	13						(1)			(3)			2
2024			2015						—																																	—						—			—			3
2024			2016						1																																	1						—			1			—
2024			2017						5																																	5						—			4			4
2024			2018						6																																	6						—			4			5
2024			2019						6																																	7						1			2			12
2024			2020						12																																	12						—			9			30
2024			2021						17																																	17						—			11			60
2024			2022						18																																	18						—			15			—
2024			2023						29																																	29						—			26			—
			Total						108																																	108						—			69			116
			Grand Total						$	1,952																																$	2,163					$	(26)		$	150		87,393
Net cumulative paid losses and ALAE (from table below)																																				(1,633)
2015 to 2024 acquisition years - net liabilities for losses and ALAE																																				530
2014 and prior acquisition years - net liabilities for losses and ALAE / net increase (reduction) in estimates of net ultimate losses related to prior years																																				15						(3)
Total net liabilities for losses and ALAE / net increase (reduction) in estimates of net ultimate losses related to prior years																																				$	545					$	(29)

Run-off Segment
Motor
												Net cumulative paid losses and allocated loss adjustment expenses
												For the years ended December 31
Acquisition Year			Accident Year												2015			2016			2017			2018			2019			2020			2021			2022			2023			2024
															(in millions of U.S. dollars)
															Unaudited
2015			2014 and Prior												$	29		$	44		$	52		$	58		$	61		$	63		$	65		$	66		$	66		$	65
2015			2015												3			4			6			7			7			8			8			8			8			8
2015			2016															—			—			—			—			—			—			—			—			1
			Total												32			48			58			65			68			71			73			74			74			74
2017			2014 and Prior																		12			16			19			22			22			26			27			29
2017			2015																		—			—			1			1			1			1			1			1
2017			2016																		—			—			1			1			1			1			1			1
			Total																		12			16			21			24			24			28			29			31
2018			2014 and Prior																					50			111			136			159			173			181			207
2018			2015																					17			54			75			82			91			99			100
2018			2016																					6			41			63			74			82			87			82

Enstar Group Limited | 2024 Form 10-K                  179

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
Motor
												Net cumulative paid losses and allocated loss adjustment expenses
												For the years ended December 31
Acquisition Year			Accident Year												2015			2016			2017			2018			2019			2020			2021			2022			2023			2024
															(in millions of U.S. dollars)
															Unaudited
2018			2017																					—			48			73			83			92			98			101
2018			2018																					—			87			120			136			149			159			163
2018			2019																								22			30			36			40			42			43
			Total																					73			363			497			570			627			666			696
2019			2014 and Prior																								—			1			4			5			5			5
			Total																								—			1			4			5			5			5
2020			2015																											2			3			3			3			3
2020			2016																											25			40			45			48			51
2020			2017																											69			148			196			215			223
2020			2018																											110			247			353			409			428
			Total																											206			438			597			675			705
2021			2014 and Prior																														—			—			—			2
2021			2015																														—			(2)			(3)			(3)
2021			2016																														—			—			—			1
2021			2017																														—			—			—			1
2021			2018																														—			—			—			4
2021			2019																														—			—			—			13
2021			2020																														—			—			—			3
			Total																														—			(2)			(3)			21
2022			2016																																	—			—			1
2022			2018																																	—			—			1
2022			2019																																	—			2			5
			Total																																	—			2			7
			2014 and Prior																																				2			10
2023			2015																																				—			1
2023			2016																																				3			3
2023			2017																																				1			3
2023			2018																																				3			10
2023			2019																																				7			17
2023			2020																																				6			23
2023			2021																																				7			19
			Total																																				29			86
2024			2014 and Prior																																							1
2024			2018																																							1
2024			2019																																							2
2024			2020																																							2
2024			2021																																							2
			Total																																							8
			Grand Total																																							$	1,633

Enstar Group Limited | 2024 Form 10-K                  180

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Table of Contents

Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

Run-off Segment
Motor
			Annual Percentage Payout of Incurred Losses since Year of Acquisition, Net of Reinsurance
			Year 1			Year 2			Year 3			Year 4			Year 5			Year 6			Year 7			Year 8			Year 9			Year 10
Year of Acquisition			Unaudited
2015			39.51		%	19.75		%	12.35		%	8.64		%	3.70		%	3.70		%	2.47		%	1.23		%	—		%	—		%
2017			38.71		%	12.90		%	16.13		%	9.68		%	—		%	12.90		%	3.23		%	6.45		%
2018			9.53		%	37.86		%	17.49		%	9.53		%	7.44		%	5.09		%	3.92		%
2019			—		%	5.26		%	15.79		%	5.26		%	—		%	1.58		%
2020			28.22		%	31.78		%	21.78		%	10.68		%	4.11		%
2021			—		%	(4.55)		%	(2.27)		%	54.55		%
2022			—		%	22.22		%	55.56		%
2023			7.73		%	15.20		%
2024			7.41		%

Enstar Group Limited | 2024 Form 10-K                  181

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

StarStone International

As described above, the loss development information for StarStone International has been included in the Run-off segment loss development tables above as an acquisition in 2021 and also presented separately on a standalone basis from the date of acquisition (April 2014) below.

StarStone International
General Casualty
Net Cumulative Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance																																				For The Year Ended December 31, 2024			As of December 31, 2024
Accident Year			For The Years Ended December 31,
			2015			2016			2017			2018			2019			2020			2021			2022			2023			2024						PPD			IBNR(1)			Cumulative Number of Claims
			(in millions of U.S. dollars, except cumulative number of claims)
			(unaudited)
2014 and Prior			$	100		$	106		$	103		$	110		$	119		$	119		$	120		$	121		$	121		$	129					$	8		$	3		13,440
2015			52			53			55			62			70			67			68			73			74			84						10			3			3,531
2016						55			54			80			103			98			106			103			104			109						5			8			3,647
2017									60			94			132			141			150			160			175			187						12			20			3,674
2018												41			47			50			45			56			52			51						(1)			16			2,697
2019															10			11			16			16			18			32						14			1			1,744
2020																		31			48			34			40			35						(5)			2			854
2021																					1			—			1			—						(1)			—			140
2022																								—			—			—						—			—			91
2023																											—			—						—			—			12
2024																														(1)									(1)			—
																											Total			$	626					$	42		$	52		29,830
(1) Total of IBNR plus expected development on reported losses.
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
Accident Year			For The Years Ended December 31,
			2015			2016			2017			2018			2019			2020			2021			2022			2023			2024
			(in millions of U.S. dollars)
			(unaudited)
2014 and Prior			$	42		$	63		$	73		$	92		$	99		$	103		$	105		$	114		$	116		$	116
2015			3			10			21			31			45			48			55			62			69			71
2016						1			15			32			52			64			78			82			86			97
2017									3			23			61			97			118			129			143			157
2018												2			6			17			21			29			38			38
2019															1			4			5			7			12			25
2020																		1			9			17			21			21
																											Total			$	525
Total outstanding liabilities for unpaid losses and ALAE, net of reinsurance																														$	101

Enstar Group Limited | 2024 Form 10-K                  182

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

The reconciliation of incurred and paid loss development to the liability for unpaid losses and LAE as presented in the tables above for the year ended December 31, 2024 is set forth below:

			2024
			(in millions of U.S. dollars)
Liabilities for unpaid losses and allocated LAE, net of reinsurance			$	101
Reinsurance recoverable on unpaid losses			9
Gross liability for unpaid losses and LAE before unallocated loss adjustment expenses and fair value adjustments			$	110

The following is unaudited supplementary information for average annual historical duration of claims:

			Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance
			Year 1			Year 2			Year 3			Year 4			Year 5			Year 6			Year 7			Year 8			Year 9			Year 10
General Casualty			6.94		%	12.60		%	14.90		%	12.82		%	10.81		%	13.95		%	4.21		%	6.62		%	6.66		%	1.19		%

Enstar Group Limited | 2024 Form 10-K                  183

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

StarStone International
Workers' Compensation
Net Cumulative Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance																																				For The Year Ended December 31, 2024			As of December 31, 2024
			For The Years Ended December 31,
Accident Year			2015			2016			2017			2018			2019			2020			2021			2022			2023			2024						PPD			IBNR(1)			Cumulative Number of Claims
			(in millions of U.S. dollars, except cumulative number of claims)
			(unaudited)
2014 and Prior			$	119		$	119		$	117		$	118		$	118		$	118		$	118		$	118		$	117		$	118					$	1		$	—		5,388
2015			42			43			40			39			38			37			36			36			34			34						—			—			2,893
2016						55			53			53			56			52			52			52			51			51						—			—			2,932
2017									41			41			38			40			40			39			37			35						(2)			—			2,612
2018												37			37			38			37			37			36			35						(1)			—			3,410
2019															17			23			25			25			25			27						2			—			3,856
2020																		30			41			35			34			35						1			—			2,848
2021																					8			4			4			3						(1)			2			108
2022																								3			3			3						—			—			17
																														$	341					$	—		$	2		24,064
(1) Total of IBNR plus expected development on reported losses.
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
			For The Years Ended December 31,
Accident Year			2015			2016			2017			2018			2019			2020			2021			2022			2023			2024
			(in millions of U.S. dollars)
			(unaudited)
2014 and Prior			$	108		$	111		$	113		$	115		$	115		$	115		$	115		$	116		$	117		$	116
2015			5			17			26			30			32			33			33			34			34			34
2016						7			25			36			43			45			47			49			50			50
2017									6			17			27			32			34			35			36			34
2018												13			23			27			29			31			33			34
2019															3			17			19			22			24			23
2020																		5			20			27			29			28
2021																					—			1			2			2
																														$	321
Total outstanding liabilities for unpaid losses and ALAE, net of reinsurance																														$	20

Enstar Group Limited | 2024 Form 10-K                  184

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

The reconciliation of incurred and paid loss development to the liability for unpaid losses and LAE as presented in the tables above for the year ended December 31, 2024 is set forth below:

			2024
			(in millions of U.S. dollars)
Liabilities for unpaid losses and allocated LAE, net of reinsurance			$	20
Reinsurance recoverable on unpaid losses			—
Gross liability for unpaid losses and LAE before ULAE and fair value adjustments			$	20

The following is unaudited supplementary information for average annual historical duration of claims:

			Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance
			Year 1			Year 2			Year 3			Year 4			Year 5			Year 6			Year 7			Year 8			Year 9			Year 10
Workers Compensation			28.52		%	32.55		%	18.81		%	8.00		%	3.68		%	1.96		%	1.93		%	0.01		%	0.28		%	(0.42)		%

Enstar Group Limited | 2024 Form 10-K                  185

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

StarStone International
Professional Indemnity / Directors and Officers
Net Cumulative Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance																																				For The Year Ended December 31, 2023			As of December 31, 2024
			For The Years Ended December 31,
Accident Year			2015			2016			2017			2018			2019			2020			2021			2022			2023			2024						PPD			IBNR(1)			Cumulative Number of Claims
			(in millions of U.S. dollars, except cumulative number of claims)
			(unaudited)
2014 and Prior			$	51		$	51		$	49		$	54		$	65		$	65		$	70		$	69		$	65		$	63					$	(2)		$	6		7,777
2015			19			25			25			28			28			31			32			30			30			28						(2)			2			1,578
2016						27			26			27			26			23			23			24			21			21						—			1			1,021
2017									31			42			37			31			28			26			22			25						3			1			1,120
2018												31			33			34			36			39			33			35						2			2			1,290
2019															20			26			27			30			21			24						3			8			1,374
2020																		32			27			26			11			21						10			10			1,007
2021																					10			9			10			10						—			3			265
2022																								2			11			1						(10)			—			68
2023																											—			—						—			—			5
																														$	228					$	4		$	33		15,505
(1) Total of IBNR plus expected development on reported losses.
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
Accident Year			For The Years Ended December 31,
			2015			2016			2017			2018			2019			2020			2021			2022			2023			2024
			(in millions of U.S. dollars)
			(unaudited)
2014 and Prior			$	20		$	27		$	30		$	41		$	43		$	46		$	46		$	48		$	48		$	51
2015			2			7			11			14			18			21			21			22			23			25
2016						1			7			13			15			17			18			18			17			18
2017									2			10			16			19			20			20			21			24
2018												3			9			14			19			27			29			33
2019															—			4			5			11			11			14
2020																		—			2			3			5			6
2021																					1			2			4			5
																														$	176
Total outstanding liabilities for unpaid losses and ALAE, net of reinsurance																														$	52

Enstar Group Limited | 2024 Form 10-K                  186

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Item 8 | Notes to Consolidated Financial Statements | Note 11 - Losses and Loss Adjustment Expenses

The reconciliation of incurred and paid loss development to the liability for unpaid losses and LAE as presented in the tables above for the year ended December 31, 2024 is set forth below:

			2024
			(in millions of U.S. dollars)
Liabilities for unpaid losses and allocated LAE, net of reinsurance			$	52
Reinsurance recoverable on unpaid losses			5
Gross liability for unpaid losses and LAE before ULAE and fair value adjustments			$	57

The following is unaudited supplementary information for average annual historical duration of claims:

			Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance
			Year 1			Year 2			Year 3			Year 4			Year 5			Year 6			Year 7			Year 8			Year 9			Year 10
Professional Indemnity / Directors and Officers			11.70		%	19.45		%	14.35		%	13.56		%	8.37		%	6.41		%	3.09		%	3.50		%	2.78		%	5.95		%

Enstar Group Limited | 2024 Form 10-K                  187

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Item 8 | Notes to Consolidated Financial Statements | Note 12 - Future Policyholder Benefits

12. FUTURE POLICYHOLDER BENEFITS

The following disclosure pertains to our future policyholder benefits related to our former business within Enhanzed Re, prior to our exit of that business through a series of commutation, novation and termination actions in 2022 that were recognized in our financial statements in 2023 due to a one-quarter lag in reporting. The former provision for future policyholder benefits included provisions for life contingent liabilities assumed as well as other policy benefits for insureds. The future policyholder benefits were equal to the present value of the future benefits payments and related expenses less the present value of future net premiums.

The assumed liabilities for future policyholder benefits were comprised primarily of in-payment annuity contract liabilities, which were classified as limited-payment contracts. The balances of and changes in liability for future policyholder benefits were as follows:

						December 31, 2023
						(in millions of U.S. dollars)
Beginning Balance as of January 1, 2023						$	821
Benefits paid						(6)
Effect of exchange rate movement						13
Derecognition (1)						(828)
Balance as of December 31						$	—

(1) In November 2022, we completed a novation of the reinsurance of a closed block of life annuity policies, which was recorded in our first quarter 2023 results due to a one quarter reporting lag. See below for additional information.

There were no gross premiums recognized for the year ended December 31, 2023.

Discount rate assumptions associated with liability remeasurement were previously updated at each reporting period to reflect the current upper-medium grade fixed-income instrument yield, with changes in the interest rate from inception to current period reported through accumulated other comprehensive loss.

We previously applied a discount rate methodology to incorporate the currency and duration characteristics of the liabilities. For interest accretion, interest rates were fixed at inception. Significant assumptions to the calculation of future policyholder benefits also included mortality, mortality improvement, and timing of cash flow payments. The assumptions were reviewed at least annually.

Enhanzed Re Master Agreement and Novation of Future Policyholder Benefits

In August 2022, Enhanzed Re entered into a Master Agreement with Cavello, a wholly-owned subsidiary of Enstar, and Allianz. Pursuant to the Master Agreement, Enhanzed Re, Cavello and Allianz agreed to a series of transactions that allowed us to unwind Enhanzed Re’s operations in an orderly manner. The transactions included (i) commuting or novating all of the reinsurance contracts written by Enhanzed Re, (ii) repaying the $70 million of subordinated notes issued by Enhanzed Re to an affiliate of Allianz, and (iii) distributing Enhanzed Re’s excess capital to Cavello and Allianz in accordance with their respective equity ownership.

In November 2022, Enhanzed Re completed a novation of the reinsurance of a closed block of life annuity policies to Monument Re Limited, a subsidiary of Monument Insurance Group Limited (“Monument Re”). We settled the life liabilities and the related assets at carrying value in return for cash consideration of $94 million as of the closing date and recorded other income of $275 million. This amount consisted of a reclassification adjustment of the component of AOCI related to the unlocking of the discount rate assumption into net income. Our net income attributable to Enstar was reduced by the amount attributable to Allianz’s 24.9% noncontrolling interest in Enhanzed Re at the time of the transaction and our other income recorded was subject to deferral as profits emerge from the underlying novated business, which is generally over the expected settlement period of the life annuity policies, to account for our preexisting 20% ownership interest in Monument Re at the time of the transaction.

Enstar Group Limited | 2024 Form 10-K                  188

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Item 8 | Notes to Consolidated Financial Statements | Note 12 - Future Policyholder Benefits

The following table illustrates the calculation of the gain as of the closing date of the novation:

																		(in millions of U.S. dollars)
Calculation of carrying value as of transaction closing:
Funds held - directly managed and other assumed reinsurance recoverables																		$	973
Future policyholder benefits (corresponds to derecognition referenced above)																		(828)
Other assumed reinsurance liabilities																		(12)
Carrying value of net assets																		$	133
Calculation of gain on novation (recorded in first quarter 2023):
Cash consideration received																		$	94
Less: carrying value of net assets																		(133)
Add: reclassification of remeasurement of future policyholder benefits from AOCI and NCI (1)																		363
Amount deferred relating to 20% ownership interest in Monument Re (2)																		(49)
Gain on novation (3)																		275
Net income attributable to noncontrolling interest																		(81)
Gain on novation attributable to Enstar (4)																		$	194

(1) Comprised of $273 million from AOCI and $90 million from NCI.

(2) Calculated as 20% of the net Enstar transaction gain of $243 million (representing $324 million, consisting of the $39 million loss when comparing cash consideration to carrying value plus the $363 million reclassification benefit, less Allianz’s 24.9% share equal to $81 million).

(3) Recognized in other income in our consolidated statements of operations.

(4) Recognized in net income in our consolidated statements of operations.

During the years ended December 31, 2024 and 2023, we amortized $2 million of the deferred gain each year into other income. The remaining deferred gain will be amortized over the expected settlement period of the transferred life annuity policies, or until Monument Re otherwise transfers the portfolio to a third party. The balance of deferred gain as of December 31, 2024 was $45 million.

Enstar Group Limited | 2024 Form 10-K                  189

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Item 8 | Notes to Consolidated Financial Statements | Note 13 - Defendant Asbestos and Environmental Liabilities

13. DEFENDANT ASBESTOS AND ENVIRONMENTAL LIABILITIES

Defendant asbestos and environmental liabilities ("defendant A&E liabilities") on our consolidated balance sheets include amounts for indemnity and defense costs for pending and future asbestos-related claims, determined using standard actuarial techniques for asbestos-related exposures.

We acquired DCo and Morse TEC in 2016 and 2019, respectively. These companies hold liabilities associated with personal injury asbestos claims and environmental claims arising from their legacy manufacturing operations. DCo and Morse TEC continue to process asbestos personal injury claims.

Defendant A&E liabilities also include amounts for environmental liabilities, associated with the acquired companies' properties, relating to estimated clean-up costs associated with DCo’s and Morse TEC’s former operations based on engineering reports.

Changes to our estimate of these liabilities are recorded to changes in defendant asbestos and environmental expenses within the consolidated statements of operations in the period that our estimate is adjusted.

Amounts billed to and due from insurers providing coverage for our defendant A&E liabilities are calculated in accordance with the terms of the individual insurance contracts.

Insurance balances recoverable on our consolidated balance sheets include estimated insurance recoveries relating to our defendant asbestos liabilities. The recorded asset represents our assessment of the capacity of the insurance agreements to indemnify our subsidiaries for the anticipated defense and loss payments for pending claims and projected future claims.

The recognition of these recoveries is based on an assessment of the right to recover under the respective contracts and on the financial strength of the insurers. The recorded asset does not represent the limits of our insurance coverage, but rather the amount we would expect to recover if the accrued and projected loss and defense costs were paid in full.

On an ongoing basis, we evaluate and monitor the credit risk related to our insurers and an allowance for estimated uncollectible insurance balances recoverable on our defendant A&E liabilities ("allowance for estimated uncollectible insurance") is established for amounts considered potentially uncollectible. To determine the allowance for estimated uncollectible reinsurance, we use the PD and LGD methodology whereby each reinsurer is allocated an appropriate PD percentage based on the expected payout duration by portfolio. This PD percentage is then multiplied by an appropriate LGD percentage to arrive at an overall credit allowance percentage which is then applied to the reinsurance balance recoverable for each reinsurer, net of any specific bad debt provisions, collateral or other contract related offsets, to arrive at the overall allowance for estimated uncollectible reinsurance by reinsurer.

Amounts deemed to be uncollectible, including amounts due from known insolvent insurers, are written off against the allowance.

Changes in the allowance, as well as any subsequent collections of amounts previously written off, are reported as part of defendant asbestos and environmental expenses in our consolidated statements of operations.

Included within insurance balances recoverable and defendant A&E liabilities are the fair value adjustments that were initially recognized upon acquisition. These fair value adjustments are amortized in proportion to the actual payout of claims and recoveries.

Enstar Group Limited | 2024 Form 10-K                  190

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Item 8 | Notes to Consolidated Financial Statements | Note 13 - Defendant Asbestos and Environmental Liabilities

The carrying value of the defendant A&E liabilities, insurance recoveries, future estimated expenses and the fair value adjustments related to DCo and Morse TEC as of December 31, 2024 and 2023 was as follows:

			2024						2023
			(in millions of U.S. dollars)
Defendant A&E liabilities:
Defendant asbestos liabilities			$	706					$	734
Defendant environmental liabilities			9						10
Estimated future expenses			32						33
Fair value adjustments			(202)						(210)
Defendant A&E liabilities			545						567
Insurance balances recoverable:
Insurance recoveries related to defendant asbestos liabilities (net of allowance: 2024 - $4; 2023 - $5)			216						217
Fair value adjustments			(44)						(45)
Insurance balances recoverable			172						172
Net liabilities relating to defendant A&E exposures			$	373					$	395

Methodologies for determining liabilities

Defendant Asbestos Liabilities

We review, on an ongoing basis, our own experience in handling asbestos-related claims and trends affecting asbestos-related claims in the U.S. tort system generally, for the purposes of assessing the value of pending asbestos-related claims and the number and value of those that may be asserted in the future, as well as potential recoveries from our insurance carriers with respect to such claims and defense costs.

The actuarial analysis for these asbestos-related exposures utilizes data resulting from claim experience, including input from national coordinating counsel and local counsel, and includes the development of an estimate of the potential value of asbestos-related claims asserted but not yet resolved as well as the number and potential value of asbestos-related claims not yet asserted.

In developing the estimate of liability for potential future claims, the actuarial methods project the potential number of future claims based on our historical claim filings and health studies. The actuarial methods also utilize assumptions based on our historical proportion of claims resolved without payment, historical claim resolution costs for those claims that result in a payment, and historical defense costs. The liabilities are estimated by using pending and projected future claim filings, projected payments rates, average claim resolution amounts and an estimate for defense costs, which is derived based on assumptions relating to defense cost to indemnity cost ratios. We utilize judgment when determining the assumptions related to the expected number of future claims (which includes projected future claims filings and projected payment rates), average claim resolution amounts, and estimated defense costs.

We determine, based on the factors described above, including the actuarial analysis, that their best estimate of the aggregate liability both for asbestos-related claims asserted but not yet resolved and potential asbestos-related claims not yet asserted, including estimated defense costs, was $706 million and $734 million as of December 31, 2024 and 2023, respectively.

Enstar Group Limited | 2024 Form 10-K                  191

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Item 8 | Notes to Consolidated Financial Statements | Note 13 - Defendant Asbestos and Environmental Liabilities

The table below provides a consolidated reconciliation of the beginning and ending liability for defendant A&E liabilities for the years ended December 31, 2024, 2023 and 2022:

			2024						2023						2022
			(in millions of U.S. dollars)
Balance as of January 1			$	567					$	607					$	638
Insurance balances recoverable			(172)						(177)						(213)
Net balance as of January 1			395						430						425
Amounts recorded in defendant asbestos and environmental expenses:
Increase (reduction) in estimate of net ultimate liabilities			33						1						(2)
Reduction in estimated future expenses			(1)						(2)						(1)
Amortization of fair value adjustments			8						13						7
Total defendant asbestos and environmental expenses			40						12						4
Total net (paid claims) recoveries			(62)						(47)						1
Net balance as of December 31			373						395						430
Insurance balances recoverable			172						172						177
Balance as of December 31			$	545					$	567					$	607

Total other expense from our defendant A&E liabilities was $40 million for the year ended December 31, 2024, primarily due to increase in estimate of net ultimate liabilities driven by higher than expect claim costs and filings.

Total other expense was $12 million for the year ended December 31, 2023, primarily due to the amortization of fair value adjustments.

Total other expense was $4 million for the year ended December 31, 2022, primarily due to the amortization of fair value adjustments and partially offset by favorable changes in the estimate of liabilities and future expenses.

Defendant Environmental Liabilities

As a result of our acquisition of DCo and Morse TEC, we have been identified by the United States Environmental Protection Agency and certain U.S. state environmental agencies and private parties as potentially responsible parties ("PRP") at various hazardous waste disposal sites under the Comprehensive Environmental Response, Compensation and Liability Act ("Superfund") and equivalent U.S. state laws.

The PRPs may currently be liable for the cost of clean-up and other remedial activities at 26 such sites. Responsibility for clean-up and other remedial activities at a Superfund site is typically shared among PRPs based on an allocation formula.

We have a liability for defendant environmental liabilities of $9 million and $10 million as of December 31, 2024 and 2023, respectively. The estimate for defendant environmental liabilities is based on information available to us, including an estimate of the allocation of liability among PRPs, the probability that other PRPs will pay the cost apportioned to them, currently available information from PRPs and/or federal or state environmental agencies concerning the scope of contamination and estimated remediation and consulting costs, and remediation alternatives.

Allowance for Estimated Uncollectible Insurance Balances Recoverable on Defendant Asbestos Liabilities

We maintained an allowance for estimated uncollectible insurance balances related to our defendant asbestos liabilities of $4 million and $5 million for the years ended December 31, 2024 and 2023, respectively.

During the years ended December 31, 2024 and 2023, we did not have any new provisions, write-offs charged against the allowance for estimated uncollectible insurance or any recoveries of amounts previously written off.

We did not have significant non-disputed past due balances receivable from our insurers related to our defendant asbestos liabilities, that were older than one year for any of the periods presented. Any balances that are part of ongoing legal activity are estimated to be recovered at the level of our recorded asset which is consistent with our legal advice and past collection experience.

Enstar Group Limited | 2024 Form 10-K                  192

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Item 8 | Notes to Consolidated Financial Statements | Note 14 - Fair Value Measurements

14. FAIR VALUE MEASUREMENTS

Fair Value Hierarchy

Fair value is defined as the price that would be received to sell an asset or paid to transfer a liability (i.e. the "exit price") in an orderly transaction between market participants. We use a fair value hierarchy that gives the highest priority to quoted prices in active markets and the lowest priority to unobservable data. The hierarchy is broken down into three levels as follows:

•Level 1 - Valuations based on unadjusted quoted prices in active markets that we can access for identical assets or liabilities. Valuation adjustments and block discounts are not applied to Level 1 instruments.

•Level 2 - Valuations based on quoted prices in active markets for similar assets or liabilities, quoted prices for identical assets or liabilities in inactive markets, or significant inputs that are observable (e.g. interest rates, yield curves, prepayment speeds, default rates, loss severities, etc.) or can be corroborated by observable market data.

•Level 3 - Valuations based on unobservable inputs where there is little or no market activity. Unadjusted third party pricing sources or management's assumptions and internal valuation models may be used to determine the fair values.

In addition, certain of our other investments are measured at fair value using net asset value ("NAV") per share (or its equivalent) as a practical expedient and have not been classified within the fair value hierarchy above.

Enstar Group Limited | 2024 Form 10-K                  193

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Item 8 | Notes to Consolidated Financial Statements | Note 14 - Fair Value Measurements

We have categorized our assets and liabilities that are recorded at fair value on a recurring and non-recurring basis among levels based on the observability of inputs, or at fair value using NAV per share (or its equivalent) as follows:

						December 31, 2024
						Quoted Prices in Active Markets for Identical Assets (Level 1)						Significant Other Observable Inputs (Level 2)						Significant Unobservable Inputs (Level 3)						Fair Value Based on NAV as Practical Expedient						Total Fair Value
						(in millions of U.S. dollars)
Investments:
Short-term and Fixed maturities:
U.S. government and agency						$	—					$	420					$	—					$	—					$	420
U.K. government						—						44						—						—						44
Other government						—						359						—						—						359
Corporate						—						3,244						17						—						3,261
Municipal						—						109						—						—						109
Residential mortgage-backed						—						421						—						—						421
Commercial mortgage-backed						—						784						—						—						784
Asset-backed						—						742						30						—						772
						—						6,123						47						—						6,170
Funds held (1)						70						2,305						5						71						2,451
Equities:
Privately held equity investments						—						—						389						71						460
Publicly traded equity investments						166						9						1						—						176
Exchange-traded funds						151						—						—						—						151
Warrant and others						—						—						16						—						16
						317						9						406						71						803
Other investments:
Private equity funds						—						—						—						1,926						1,926
Private credit funds						—						363						—						501						864
Hedge funds						—						—						—						410						410
Fixed income funds						—						5						—						364						369
Real estate fund						—						—						—						401						401
CLO equity funds						—						—						—						162						162
CLO equities						—						52						—						—						52
Equity funds						—						4						—						—						4
						—						424						—						3,764						4,188
Total Investments excluding funds held by reinsured companies and equity method investments						$	387					$	8,861					$	458					$	3,906					$	13,612
Reinsurance balances recoverable on paid and unpaid losses:						$	—					$	—					$	179					$	—					$	179
Other Assets:
Derivatives qualifying as hedging						$	—					$	2					$	—					$	—					$	2
Derivatives not qualifying as hedging						—						3						—						—						3
Derivative instruments						$	—					$	5					$	—					$	—					$	5
Losses and LAE:						$	—					$	—					$	997					$	—					$	997
Other Liabilities:
Derivatives qualifying as hedging						$	—					$	—					$	—					$	—					$	—
Derivatives not qualifying as hedging						—						7						—						—						7
Derivative instruments						$	—					$	7					$	—					$	—					$	7

(1) The difference in the amount of funds held shown at fair value and the funds held shown in our consolidated balance sheet relates to the $2.5 billion of funds held by reinsured companies carried at amortized cost.

Enstar Group Limited | 2024 Form 10-K                  194

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Item 8 | Notes to Consolidated Financial Statements | Note 14 - Fair Value Measurements

						December 31, 2023
						Quoted Prices in Active Markets for Identical Assets (Level 1)						Significant Other Observable Inputs (Level 2)						Significant Unobservable Inputs (Level 3)						Fair Value Based on NAV as Practical Expedient						Total Fair Value
						(in millions of U.S. dollars)
Investments:
Short-term and Fixed maturities:
U.S. government and agency						$	—					$	326					$	—					$	—					$	326
U.K government						—						72						—						—						72
Other government						—						391						—						—						391
Corporate						—						4,119						12						—						4,131
Municipal						—						142						—						—						142
Residential mortgage-backed						—						487						—						—						487
Commercial mortgage-backed						—						841						—						—						841
Asset-backed						—						873						11						—						884
						—						7,251						23						—						7,274
Funds held (1)						58						2,342						40						102						2,542
Equities:
Privately held equity investments						—						—						299						45						344
Publicly traded equity investments						243						31						1						—						275
Exchange-traded funds						82						—						—						—						82
						325						31						300						45						701
Other investments:
Private equity funds						—						—						—						1,617						1,617
Private credit funds						—						183						—						442						625
Fixed income funds						—						53						—						552						605
Hedge funds						—						—						—						491						491
Real estate fund						—						—						—						269						269
CLO equity funds						—						—						—						182						182
CLO equities						—						60						—						—						60
Equity funds						—						4						—						—						4
						—						300						—						3,553						3,853
Total Investments excluding funds held by reinsured companies and equity method investments						$	383					$	9,924					$	363					$	3,700					$	14,370
Reinsurance balances recoverable on paid and unpaid losses:						$	—					$	—					$	217					$	—					$	217
Other Assets:
Derivatives qualifying as hedging						$	—					$	1					$	—					$	—					$	1
Derivatives not qualifying as hedging						—						3						—						—						3
Derivative instruments						$	—					$	4					$	—					$	—					$	4
Losses and LAE:						$	—					$	—					$	1,163					$	—					$	1,163
Other Liabilities:
Derivatives qualifying as hedging						$	—					$	6					$	—					$	—					$	6
Derivatives not qualifying as hedging						—						3						—						—						3
Derivative instruments						$	—					$	9					$	—					$	—					$	9

(1) The difference in the amount of funds held shown at fair value and the funds held shown in our consolidated balance sheet relates to the $2.7 billion of funds held by reinsured companies carried at amortized cost.

Enstar Group Limited | 2024 Form 10-K                  195

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Item 8 | Notes to Consolidated Financial Statements | Note 14 - Fair Value Measurements

Valuation Methodologies of Financial Instruments Measured at Fair Value

Short-term and Fixed Maturities

The fair values for all securities in the short-term and fixed maturities and funds held - directly managed portfolios are obtained or validated from independent pricing services either directly or through our accounting service provider or investment managers.

We record the unadjusted price and validate this price through a process that includes, but is not limited to:

i.comparison of prices against alternative pricing sources;

ii.quantitative analysis (e.g. comparing the quarterly return for each managed portfolio to its target benchmark);

iii.evaluation of methodologies used by external parties to estimate fair value, including a review of the inputs used for pricing; and

iv.comparing the price to our knowledge of the current investment market.

Our internal price validation procedures and review of fair value methodology documentation provided by independent pricing services have not historically resulted in adjustment in the prices obtained from the pricing service.

The independent pricing services used by our service providers obtain actual transaction prices for securities that have quoted prices in active markets. Where we utilize single unadjusted broker-dealer quotes, they are generally provided by market makers or broker-dealers who are recognized as market participants in the markets for which they are providing the quotes.

For determining the fair value of securities that are not actively traded, in general, pricing services use "matrix pricing" in which the independent pricing service uses observable market inputs including, but not limited to, reported trades, benchmark yields, broker-dealer quotes, interest rates, prepayment speeds, default rates and other such inputs as are available from market sources to determine a reasonable fair value.

The following describes the techniques generally used to determine the fair value of our short-term and fixed maturities by asset class, including the investments underlying the funds held - directly managed.

•U.S. and non-U.S. government and agency securities consist of securities issued by the U.S. Treasury and mortgage pass-through agencies such as the Federal National Mortgage Association, the Federal Home Loan Mortgage Corporation and other agencies, or consist of bonds issued by non-U.S. governments and agencies along with supranational organizations. The significant inputs used to determine the fair value of these securities include the spread above the risk-free yield curve, reported trades and broker-dealer quotes. These are observable market inputs and, therefore, the fair values of these securities are classified as Level 2.

•Corporate securities consist primarily of investment-grade debt of a wide variety of corporate issuers and industries. The fair values of these securities are determined using the spread above the risk-free yield curve, reported trades, broker-dealer quotes, benchmark yields, and industry and market indicators. These are considered observable market inputs and, therefore, the fair values of these securities are classified as Level 2. Certain private placement investments classified within Corporate are valued using prices obtained from external managers using independent valuation agents and the valuation inputs used are considered unobservable with no active market at the measurement date. As a result, these private placement investments are classified as Level 3.

•Municipal securities consist primarily of bonds issued by U.S.-domiciled state and municipal entities. The fair values of these securities are determined using the spread above the risk-free yield curve, reported trades, broker-dealer quotes and benchmark yields. These are considered observable market inputs and therefore the fair values of these securities are classified as Level 2.

•Asset-backed and commercial and residential mortgage-backed securities consist primarily of investment-grade bonds backed by pools of loans with a variety of underlying collateral. Residential and commercial mortgage-backed securities include both agency and non-agency originated securities. The significant inputs used to determine the fair value of these securities include the spread above the risk-free yield curve, reported trades, benchmark yields, prepayment speeds and default rates. These are considered observable market inputs and therefore the fair value of these securities are classified as Level 2. Certain private placement

Enstar Group Limited | 2024 Form 10-K                  196

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Item 8 | Notes to Consolidated Financial Statements | Note 14 - Fair Value Measurements

investments classified within Asset-backed are valued using prices obtained from external managers using independent valuation agents and the valuation inputs used are considered unobservable with no active market at the measurement date. As a result, these private placement investments are classified as Level 3.

Equities

Our investments in equities consist of a combination of publicly traded investments, privately held investments, and warrants. Our publicly traded equity investments in common and preferred stocks predominantly trade on major exchanges and are managed by our external advisors. Our exchange-traded funds also trade on major exchanges.

Our publicly traded equities are widely diversified and there is no significant concentration in any specific industry. We use an internationally recognized pricing service to estimate the fair value of our publicly traded equities and exchange-traded funds. We have categorized most of our publicly traded equity investments, other than preferred stock, and our exchange-traded funds as Level 1 investments because the fair values of these investments are based on unadjusted quoted prices in active markets for identical assets. One equity security trades in an inactive market and, as a result has been classified as Level 2. The fair value estimates of our investments in publicly traded preferred stock are based on observable market data and, as a result, have been categorized as Level 2. Certain private placement investments classified within Equities are valued using prices obtained from external managers using independent valuation agents and the valuation inputs used are considered unobservable with no active market at the measurement date. As a result, these private placement investments are classified as Level 3.

Our privately held equity investments in common and preferred stocks are direct investments in companies that we believe offer attractive risk adjusted returns and/or offer other strategic advantages. We also hold a warrant to purchase common stock in a company that is exercisable upon the occurrence of certain events. Each investment may have its own unique terms and conditions and there may be restrictions on disposals. The market for these investments is illiquid and there is no active market. For the majority of these we use a combination of cost, internal models and reported values from co-investors/managers to calculate the fair value of the privately held equity investments. The fair value estimates of these are based on unobservable market data so have been categorized as Level 3. We also have one direct investment in the equity of a privately held business development company which values its underlying investments using NAV as a practical expedient; therefore, the investment has not been categorized within the fair value hierarchy.

Other investments, at fair value

We have ongoing due diligence processes with respect to the other investments carried at fair value in which we invest, including active discussions with managers of the investments. These processes are designed to assist us in assessing the quality of information provided by, or on behalf of, each fund and in determining whether such information continues to be reliable or whether further review is warranted.

Certain funds do not provide full transparency of their underlying holdings; however, we obtain the audited financial statements for funds annually and review the audited results relative to the net asset values provided by the managers, and regularly review and discuss the fund performance with the fund managers to corroborate the reasonableness of the reported NAV.

The use of NAV as an estimate of the fair value for investments in certain entities that calculate NAV is a permitted practical expedient. Due to the time lag in the NAV reported by certain fund managers we adjust the valuation for capital calls and distributions. Other investments measured at fair value using NAV as a practical expedient have not been classified in the fair value hierarchy. Other investments for which we do not use NAV as a practical expedient have been valued using prices from independent pricing services and investment managers.

The following describes the techniques generally used to determine the fair value of our other investments.

•For our investments in hedge funds, private equity funds, CLO equity funds, private credit funds and the real estate fund, we primarily measure fair value by obtaining the most recently available NAV as advised by the external fund manager or third-party administrator. The fair values of these investments are measured using the NAV as a practical expedient and therefore have not been categorized within the fair value hierarchy.

•Our investments in fixed income funds and equity funds are valued based on a combination of prices from independent pricing services, external fund managers or third-party administrators. For the publicly available prices we have classified the investments as Level 2. For the non-publicly available prices we are using NAV as a practical expedient and therefore these have not been categorized within the fair value hierarchy.

Enstar Group Limited | 2024 Form 10-K                  197

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Item 8 | Notes to Consolidated Financial Statements | Note 14 - Fair Value Measurements

•We measure the fair value of our direct investment in CLO equities based on valuations provided by independent pricing services. The fair values measured using prices provided by independent pricing services have been classified as Level 2.

Insurance Contracts - Fair Value Option

The Company uses an internal model to calculate the fair value of the liability for losses and LAE and reinsurance balances recoverable on paid and unpaid losses for certain retroactive reinsurance contracts where we have elected the fair value option.

The fair value was calculated as the aggregate of discounted cash flows plus a risk margin. The discounted cash flow approach uses:

i.estimated nominal cash flows based upon an appropriate payment pattern developed in accordance with actuarial methods; and

ii.a discount rate based upon a high quality rated corporate bond yield plus a credit spread for non-performance risk.

The model uses corporate bond rates across the yield curve depending on the estimated timing of the future cash flows and specific to the currency of the risk.

The risk margin was calculated using the present value of the cost of capital. The cost of capital approach uses:

i.projected capital requirements;

ii.multiplied by the risk cost of capital representing the return required for non-hedgeable risk based upon the weighted average cost of capital less investment income; and

iii.discounted using the weighted average cost of capital.

Derivative Instruments

The fair values of our derivative instruments are classified as Level 2. The fair values are based upon prices in active markets for identical contracts.

Funds Held by Reinsured Companies

The fair value of the embedded derivative representing the contractually agreed variable return on the funds held by reinsured companies associated with the Aspen LPT transaction is classified as Level 3 and is calculated using an internal model.

The fair value is calculated as the difference between:

i.the present value of all future expected interest payments based on the full crediting rate, calculated using a Monte Carlo simulation model; and

ii.the present value of all future expected interest payments based on the base crediting rate, calculated using a discounted cash flow model.

The Monte Carlo simulation model uses:

i.a continuous forward risk-free rate commensurate with the crediting interest rate period (observable); and

ii.an estimated historical volatility rate based upon the annualized standard deviation of daily log returns observed on a portfolio replicating the Aspen investment portfolio over a period commensurate with the crediting rate period (unobservable).

The discounted cash flow model uses:

i.estimated expected loss payments based upon an appropriate payment pattern developed in accordance with standard actuarial techniques (unobservable);

ii.a risk-free rate based on U.S. treasury rates as of the valuation date (observable); and

iii.a credit spread based upon the historical option adjusted spread of the Aspen publicly traded corporate debt instrument (observable).

Enstar Group Limited | 2024 Form 10-K                  198

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Item 8 | Notes to Consolidated Financial Statements | Note 14 - Fair Value Measurements

Level 3 Measurements and Changes in Leveling

Transfers into or out of levels are recorded at their fair values as of the end of the reporting period, consistent with the date of determination of fair value.

Investments

The following table present a reconciliation of the beginning and ending balances for all our equity investments and fixed maturity investments measured at fair value on a recurring basis using Level 3 inputs during the years ended December 31, 2024 and 2023:

						2024
						Fixed maturity investments												Equities																					Total
						Corporate															Asset-backed						Privately-held Equities						Publicly traded equity investments									Warrants and Other
																											(in millions of U.S. dollars)
Beginning fair value						$	12														$	11					$	299					$	1					$	—								$	323
Purchases						—															—						27						—						16									43
Sales and paydowns						—															(1)						—						—						—									(1)
Total fair value changes in trading securities, funds held and other investments (1)						—															—						63						—						—									63
Transfer into Level 3 from Level 2						5															20						—						—						—									25
Reclassification from non-recurring to recurring						—															—						—						—						—									—
Ending fair value						$	17														$	30					$	389					$	1					$	16								$	453

(1) Fair value changes in trading securities, funds held and other investments included in our unaudited condensed consolidated statements of operations is equal to the change in fair value changes in trading securities, funds held and other investments relating to assets held at the end of the reporting period.

						2023
						Fixed maturity investments												Equities															Total
						Corporate												Asset-backed						Privately-held Equities						Publicly traded equity investments
						(in millions of U.S dollars)
Beginning fair value						$	—											$	—					$	294					$	—											$	294
Purchases						—												—						2						—												2
Sales and paydowns						—												—						(48)						—												(48)
Total fair value changes in trading securities, funds held and other investments (1)						—												—						26						—												26
Transfer into Level 3 from Level 2						12												11						—						1												24
Reclassification from non-recurring to recurring						—												—						25						—												25
Ending fair value						$	12											$	11					$	299					$	1											$	323

(1) Fair value changes in trading securities, funds held and other investments included in our unaudited condensed consolidated statements of operations is equal to the change in fair value changes in trading securities, funds held and other investments relating to assets held at the end of the reporting period.

Fair value changes in trading securities, funds held and other investments related to Level 3 assets in the tables above are included in fair value changes in trading securities, funds held and other investments in our consolidated statements of operations.

Enstar Group Limited | 2024 Form 10-K                  199

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Item 8 | Notes to Consolidated Financial Statements | Note 14 - Fair Value Measurements

Valuations Techniques and Inputs

The table below presents the quantitative information related to the fair value measurements for our fixed maturity and equity investments measured at fair value on a recurring and non-recurring basis using Level 3 inputs:

Qualitative Information about Level 3 Fair Value Measurements

Valuation Techniques

Fair Value as of December 31, 2024

Unobservable Input

Range (Average) (1)

(in millions of U.S. dollars)

Recurring basis:

Fixed maturities

Corporate

Discounted cash flow

$

17

YTM; implied total yield

5.81% - 10.47%

Asset-backed

Discounted cash flow

30

YTM

6.36% - 9.82%

Total fixed maturities

$

47

Equity investments

Privately held equity investments

Guideline company methodology; Option pricing model

$

222

P/BV multiple P/BV (excluding AOCI) multiple Expected term

1.3x - 1.8x 1.3x -1.7x 1-3 years

Guideline companies method

67

P/BV multiple Price/2025 earnings

1.6 - 1.7x 8.0 - 9.5x

Guideline companies method; Earnings

39

LTM Enterprise Value/ EBITDA multiples Multiple on earnings

14.5 - 15.9x   5x

Dividend discount model

60

Discount rate

7.4%

388

Publicly traded equity investments

Discounted cash flow

1

Implied total yield

8.5%

Warrants and Other

Black-Scholes model

16

Expected term in years

9.50 years

Total recurring equity Investments

$

405

Non-recurring basis:

Privately held equity investments

Cost as approximation of fair value

$

1

Cost as approximation of fair value

Total Recurring and Non-recurring equity investments

$

406

(1) The average represents the arithmetic average of the inputs and is not weighted by the relative fair value.

As of December 31, 2023, we elected to change the measurement of a privately held equity investment to recurring fair value measurements that was previously accounted for under the measurement alternative. We used a dividend discount model as the valuation technique to fair value the $60 million privately held equity investment, which is an industry standard approach. The unobservable input to the dividend discount model has been identified and disclosed in the table above.

Enstar Group Limited | 2024 Form 10-K                  200

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Item 8 | Notes to Consolidated Financial Statements | Note 14 - Fair Value Measurements

Funds Held by Reinsured Companies - Embedded Derivative

As described in Note 7, we have an embedded derivative in relation to the Aspen LPT transaction to account for the fair value of the full crediting rate we expect to earn on the funds withheld received as consideration.

The following table presents a reconciliation of the beginning and ending balances for the embedded derivative measured at fair value on a recurring basis using Level 3 inputs during the year ended December 31, 2024 and 2023:

			2024						2023
			(in millions of U.S. dollars)
Beginning fair value			$	40					$	44
Total fair value changes			(10)						13
Partial settlement			(25)						(17)
Ending fair value			$	5					$	40

Fair value changes in trading securities, funds held and other investments in the table above are included in fair value changes in trading securities, funds held and other investments in our consolidated statements of operations.

Valuations Techniques and Inputs

The table below presents the qualitative information related to the fair value measurements for the embedded derivative on our funds held by reinsured companies measured at fair value on a recurring basis using Level 3 inputs:

Qualitative Information about Level 3 Fair Value Measurements

Valuation Techniques

Fair Value as of December 31, 2024

Unobservable Input

Average

(in millions of U.S. dollars)

Monte Carlo simulation model; Discounted cash flow analysis

$

5

Volatility rate; Expected Loss Payments

3.73% $318 million

Insurance Contracts - Fair Value Option

The following table presents a reconciliation of the beginning and ending balances for all insurance contracts measured at fair value on a recurring basis using Level 3 inputs during the years ended December 31, 2024 and 2023:

			2024																		2023
			Liability for losses and LAE						Reinsurance balances recoverable on paid and unpaid losses						Net						Liability for losses and LAE						Reinsurance balances recoverable on paid and unpaid losses						Net
			(in millions of U.S. dollars)
Beginning fair value			$	1,163					$	217					$	946					$	1,286					$	275					$	1,011
Incurred losses and LAE:
Increase (reduction) in estimates of ultimate losses			(26)						(21)						(5)						21						(20)						41
Reduction in provisions for ULAE			(9)						—						(9)						(11)						—						(11)
Change in fair value			25						5						20						100						22						78
Total incurred losses and LAE			(10)						(16)						6						110						2						108
Paid losses			(144)						(18)						(126)						(247)						(59)						(188)
Change in net liability for losses and LAE at fair value - Instrument-specific credit risk			12						2						10						(27)						(6)						(21)
Effect of exchange rate movements			(24)						(6)						(18)						41						5						36
Ending fair value			$	997					$	179					$	818					$	1,163					$	217					$	946

Enstar Group Limited | 2024 Form 10-K                  201

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Item 8 | Notes to Consolidated Financial Statements | Note 14 - Fair Value Measurements

The following table presents the components of the net change in fair value for the years ended December 31, 2024, 2023 and 2022:

						2024						2023						2022
						(in millions of U.S. dollars)
Changes in fair value due to changes in:
Average payout						$	33					$	32					$	40
Corporate bond yield						(19)						18						(219)
Credit spread for non-performance risk						—						21						(21)
Weighted average cost of capital						6						7						—
Risk cost of capital						—						—						—
Change in fair value						$	20					$	78					$	(200)

Changes in the fair value due to changes in average payout and corporate bond yields are included in net incurred losses and loss adjustment expenses in our consolidated statements of operations. Changes in the fair value due to changes in credit spread for instrument-specific credit risk are classified to other comprehensive income.

Valuations Techniques and Inputs

Below is a summary of the quantitative information regarding the significant observable and unobservable inputs used in the internal model to determine fair value on a recurring basis as of December 31, 2024 and 2023:

2024

2023

Valuation Technique

Unobservable (U) and Observable (O) Inputs

Weighted Average

Weighted Average

Internal model

Corporate bond yield (O)

A rated

A rated

Internal model

Credit spread for Instrument-specific credit risk (U)

0.4%

0.65%

Internal model

Risk cost of capital (U)

6.15%

5.60%

Internal model

Weighted average cost of capital (U)

9.25%

8.75%

Internal model

Average payout - liability (U)

8.10 years

8.12 years

Internal model

Average payout - reinsurance balances recoverable on paid and unpaid losses (U)

8.39 years

8.35 years

The fair value of the liability for losses and LAE and reinsurance balances recoverable on paid and unpaid losses may increase or decrease due to changes in the corporate bond rate, the credit spread for non-performance risk, the risk cost of capital, the weighted average cost of capital and the estimated payment pattern.

In addition, the estimate of the capital required to support the liabilities is based upon current industry standards for capital adequacy.

Disclosure of Fair Values for Financial Instruments Carried at Cost

Senior and Subordinated Notes

The following table presents the fair values of our Senior and Subordinated Notes carried at amortized cost:

						December 31, 2024
						Amortized Cost						Fair Value
						(in millions of U.S. dollars)
4.95% Senior Notes due 2029						$	497					$	491
3.10% Senior Notes due 2031						496						427
Total Senior Notes						$	993					$	918
5.75% Junior Subordinated Notes due 2040						$	346					$	346
5.50% Junior Subordinated Notes due 2042						494						477
Total Junior Subordinated Notes						$	840					$	823

Enstar Group Limited | 2024 Form 10-K                  202

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Item 8 | Notes to Consolidated Financial Statements | Note 14 - Fair Value Measurements

The fair value of our Senior Notes and our Subordinated Notes was based on observable market pricing from a third-party pricing service.

Both the Senior and Subordinated Notes are classified as Level 2.

Insurance Contracts

Disclosure of fair value of amounts relating to insurance contracts is not required, except those for which we elected the fair value option, as described above.

Remaining Financial Assets and Liabilities

Our remaining financial assets and liabilities were generally carried at cost or amortized cost, which due to their short-term nature approximates fair value as of December 31, 2024 and 2023.

15. VARIABLE INTEREST ENTITIES

We have investments in certain limited partnership funds which are deemed to be variable interest entities (“VIEs”) and which are included in other investments at the reported NAV. The activities of these VIEs are generally limited to holding investments and our involvement in these entities is passive in nature. We consolidate all VIEs in which we are the primary beneficiary.

Determining whether to consolidate a VIE may require judgment in assessing (i) whether an entity is a VIE, and (ii) if we are the entity’s primary beneficiary and thus required to consolidate the entity. To determine if we are the primary beneficiary of a VIE, we evaluate whether we have (i) the power to direct the activities that most significantly impact the VIE’s economic performance, and (ii) the obligation to absorb losses or the right to receive benefits of the VIE that could potentially be significant to the VIE.

Our evaluation includes identification of the activities that most significantly impact the VIE’s economic performance and an assessment of our ability to direct those activities based on governance provisions, contractual arrangements to provide or receive certain services, funding commitments and other applicable agreements and circumstances. Our assessment of whether we are the primary beneficiary of our VIEs requires significant assumptions and judgment.

GCM Fund

In July 2022, we entered into an agreement to become a limited partner of GCM Blue Sails Infrastructure Offshore Opportunities Fund, L.P. (“GCM Fund”), with an initial commitment of $150 million. At that time, we performed an assessment and concluded that because of being a limited partner and having no substantive kick-out or participating rights, the GCM Fund is a VIE. We also concluded that we are the primary beneficiary, as our 99.5% economic interest in the GCM Fund is disproportionately greater than our lack of stated power to direct the activities of the GCM Fund that will most significantly impact the GCM Fund’s economic performance. As a result, we have consolidated the results of the GCM Fund. There was no gain or loss recognized on consolidation.

We have elected to recognize the results of the GCM Fund on a one quarter lag due to anticipated delays in obtaining timely financial information. As of December 31, 2024, $110 million of the initial commitment has been called. The carrying amounts of the assets and liabilities of the GCM Fund are presented within existing captions on our consolidated balance sheets as of December 31, 2024 and 2023. Net investment income, changes in the fair value of assets and liabilities of the GCM Fund and management fees will be presented within existing captions in the consolidated statements of operations.

We recognized fair value changes in trading securities, funds held and other investments of $9 million and $6 million for the years ended December 31, 2024 and 2023, respectively.

Our exposure to risk of loss is limited to the amount of our investment, in accordance with the limited partnership agreement. We have not committed to provide any financial support to the general partner of the GCM Fund. In addition, we have not committed to provide any additional financial support to the GCM Fund more than previously funded capital commitments and all undistributed profits and income.

The assets of Enstar are not available to the creditors of the GCM Fund.

Enstar Group Limited | 2024 Form 10-K                  203

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Item 8 | Notes to Consolidated Financial Statements | Note 15 - Variable Interest Entities

Nonconsolidated VIEs

The tables below present the fair value of our investments in nonconsolidated VIEs as well as our maximum exposure to loss associated with these VIEs:

As of December 31, 2024						Fair Value						Unfunded Commitments						Maximum Exposure to Loss
						(in millions of U.S. dollars)
Equities
Publicly traded equity investment in common stock						$	59					$	—					$	59
Privately held equity						61						—						61
Total						120						—						120
Other investments
Hedge funds						$	410					$	—					$	410
Fixed income funds						365						34						399
Private equity funds						1,442						501						1,943
CLO equity funds						162						—						162
Private credit funds						638						231						869
Real estate funds						162						137						299
Total						$	3,179					$	903					$	4,082
Total investments in nonconsolidated VIEs						$	3,299					$	903					$	4,202

As of December 31, 2023						Fair Value						Unfunded Commitments						Maximum Exposure to Loss
						(in millions of U.S. dollars)
Equities
Publicly traded equity investment in common stock						$	55					$	—					$	55
Privately held equity						34						—						34
Total						$	89					$	—					$	89
Other investments
Hedge funds						$	491					$	—					$	491
Fixed income funds						147						35						182
Private equity funds						1,262						667						1,929
CLO equity funds						182						—						182
Private credit funds						349						242						591
Real estate funds						121						139						260
Total						$	2,552					$	1,083					$	3,635
Total investments in nonconsolidated VIEs						$	2,641					$	1,083					$	3,724

Enstar Group Limited | 2024 Form 10-K                  204

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Item 8 | Notes to Consolidated Financial Statements | Note 16 - Premiums Written and Earned

16. PREMIUMS WRITTEN AND EARNED

Premiums written related to prospective risk policies are earned on a pro-rata basis over the period of the related coverage. Reinsurance premiums on prospective risks are recorded at the inception of the policy, are based upon contractual terms and, for certain business, are estimated based on underlying contracts or from information provided by insureds and/or brokers.

Changes in reinsurance premium estimates for prospective risks are recorded as premiums written in the period in which they are determined.

Certain contracts are retrospectively rated and provide for a final adjustment to the premium based on the final settlement of all losses. Premiums on such contracts are adjusted based upon contractual terms, and management judgment is involved with respect to the estimate of the amount of losses that we expect to incur. These adjustments to the premium are recognized at the time loss thresholds specified in the contract are exceeded and are earned over the coverage period, or are earned immediately if the period of risk coverage has passed.

The following tables provide a summary of net premiums written and earned for the years ended December 31, 2024, 2023 and 2022:

			2024												2023												2022
			Premiums Written						Premiums Earned						Premiums Written						Premiums Earned						Premiums Written						Premiums Earned
			(in millions of U.S. dollars)
Total gross			$	11					$	50					$	101					$	49					$	25					$	97
Total ceded			(6)						(10)						(5)						(6)						(13)						(31)
Total net			$	5					$	40					$	96					$	43					$	12					$	66

Gross premiums written for the year ended December 31, 2024 decreased by $90 million from 2023, primarily due to the 2023 transaction with AIG which was nonrecurring in 2024. Gross premiums written for the year ended December 31, 2023 increased by $76 million from 2022, primarily due to the 2023 transaction with AIG.

Enstar Group Limited | 2024 Form 10-K                  205

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Item 8 | Notes to Consolidated Financial Statements | Note 17. Goodwill and Intangible Assets

17. GOODWILL AND INTANGIBLE ASSETS

Goodwill represents the future economic benefits arising from net assets acquired in a business combination that are not individually identified and recognized.

Goodwill is calculated as the excess of the cost of the acquired entity over the estimated fair value of such assets acquired and liabilities assumed. Goodwill is tested for impairment at least annually or more frequently if events or circumstances, such as adverse changes in the business climate, indicate that there may be justification for conducting an interim test. We perform our annual goodwill impairment testing during the fourth quarter based upon data as of December 31.

If the goodwill asset is determined to be impaired, it is written down in the period in which the determination is made.

Although we perform our annual goodwill impairment testing during the fourth quarter, we evaluate events or circumstances each period that could justify an interim test as well. The Merger Agreement executed in the third quarter of 2024 indicated that the consideration for all ordinary shareholders interests as described in Note 1, which was indicative of fair value, was less than our book value at that time. Hence, a full impairment charge related to goodwill of $63 million was recognized in the third quarter of 2024 and is included in the consolidated statement of operations.

We also performed impairment tests for all other tangible and intangible assets during 2024 using applicable impairment models, noting no further impairment as of the date we entered into the Merger Agreement in July 2024 through December 31, 2024.

There were no other indicators of impairment in periods prior to this period, and such goodwill was recorded on our balance sheet, within other assets, as of December 31, 2023.

Enstar Group Limited | 2024 Form 10-K                  206

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Item 8 | Notes to Consolidated Financial Statements | Note 18 - Debt Obligations and Credit Facilities

18. DEBT OBLIGATIONS AND CREDIT FACILITIES

We utilize debt financing and credit facilities primarily for funding acquisitions and significant new business, investment activities and, from time to time, for general corporate purposes.

Our debt obligations were as follows:

																								December 31, 2024												December 31, 2023
Facility						Origination (1)						Term						Principal						(Unamortized Cost) / Fair Value Adjustments						Carrying Value						(Unamortized Cost) / Fair Value Adjustments						Carrying Value
																		(in millions of U.S. dollars)
4.95% Senior Notes due 2029						May 2019						10 years						$	500					$	(3)					$	497					$	(4)					$	496
3.10% Senior Notes due 2031						August 2021						10 years						500						(4)						496						(4)						496
Total Senior Notes																														993												992
5.75% Junior Subordinated Notes due 2040						August 2020						20 years						350						(4)						346						(5)						345
5.50% Junior Subordinated Notes due 2042						January 2022						20 years						500						(6)						494						(6)						494
Total Junior Subordinated Notes																														840												839
EGL Revolving Credit Facility						May 2023						5 years																		—												—
Total debt obligations																														$	1,833											$	1,831

(1) Origination date on EGL Revolving Credit Facility represents the date of the most recent amendment and restatement.

The table below provides a summary of the total interest expense for the years ended December 31, 2024, 2023 and 2022:

			2024						2023						2022
			(in millions of U.S. dollars)
Interest expense on debt obligations			$	87					$	88					$	93
Amortization of debt issuance costs			2						2						2
Gain on extinguishment			—						—						(6)
Total interest expense			$	89					$	90					$	89

Senior Notes

The Senior Notes are effectively subordinated to all our secured indebtedness to the extent of the value of the assets securing such indebtedness, and structurally subordinated to all liabilities of our subsidiaries, including claims of policyholders. The Senior Notes are also contractually subordinated to claims of policyholders.

We may repurchase the 2029 Senior Notes and 2031 Senior Notes at any time prior to the date which is three months and six months, respectively, prior to maturity, subject to the payment of a make-whole premium. After such respective date, we may repurchase the 2029 Senior Notes and the 2031 Senior Notes at a purchase price equal to 100% of the outstanding principal amount, plus accrued and unpaid interest. In each case, any such repurchases are also subject to satisfying certain regulatory requirements.

Subordinated Notes

The Junior Subordinated Notes are unsecured junior subordinated obligations of Enstar Finance LLC (“Enstar Finance”). The Junior Subordinated Notes are fully and unconditionally guaranteed by us on an unsecured and junior subordinated basis. These debt securities of Enstar Finance are effectively subordinated to the obligations of our other subsidiaries.

The 2040 Junior Subordinated Notes bear interest (i) during the initial five-year period ending August 30, 2025, at a fixed rate per annum of 5.75% and (ii) during each five-year reset period thereafter beginning September 1, 2025, at a fixed rate per annum equal to the five-year U.S. treasury rate calculated as of two business days prior to the

Enstar Group Limited | 2024 Form 10-K                  207

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Item 8 | Notes to Consolidated Financial Statements | Note 18 - Debt Obligations and Credit Facilities

beginning of such five-year period plus 5.468%.

The 2042 Junior Subordinated Notes bear interest (i) during the initial five-year period ending January 14, 2027, at a fixed rate per annum of 5.50% and (ii) during each five-year reset period thereafter beginning January 15, 2027, at a fixed rate per annum equal to the five-year U.S. treasury rate calculated as of two business days prior to the beginning of such five-year period plus 4.006%.

The Junior Subordinated Notes are exclusively the obligations of Enstar Finance and us, to the extent of the guarantee, and are not guaranteed by any of our other subsidiaries, which are separate and distinct legal entities and, except for Enstar Finance, have no obligation, contingent or otherwise, to pay holders any amounts due on the Junior Subordinated Notes or to make any funds available for payment on the Junior Subordinated Notes, whether by dividends, loans or other payments.

Generally, if an event of default occurs, the trustee or the holders of at least 25% in aggregate principal amount of the then outstanding Junior Subordinated Notes may declare the principal and accrued and unpaid interest on all the then outstanding Junior Subordinated Notes to be due and payable immediately.

Subject to certain threshold regulatory requirements and during certain time periods, Enstar Finance may repurchase the Junior Subordinated Notes, in whole or in part, at any time, at a repurchase price equal to at least 100% of the principal amount, plus accrued and unpaid interest.

Maturities

As of December 31, 2024, there are no outstanding debt obligations that will become due in each of the next four years. One of our series of Senior Notes with an outstanding principal balance of $500 million becomes due upon maturity in five years, and $1.4 billion of our notes becomes due upon maturity in periods beyond five years from December 31, 2024.

Revolving Credit Facility

In May 2023, we and certain of our subsidiaries, as borrowers and guarantors, amended and restated our existing revolving credit agreement. The amendment increased the total commitments under the revolving credit facility from $600 million to $800 million and extended the expiry date to May 30, 2028. We may request additional commitments under the facility by up to an aggregate amount of $200 million, which the existing lenders, in their discretion, or new lenders, may provide. Under the amended facility, we may borrow revolving loans or request the issuance of syndicated or fronted letters of credit, in each case on a senior, unsecured basis.

Pricing under the facility will continue to be based on a per annum rate comprising a reference rate determined based on the type and currency of loan we borrow plus a margin that varies based on changes to our long term senior unsecured debt ratings assigned by S&P or Fitch (the “Debt Ratings”). The applicable reference rate is an adjusted forward-looking term rate based on the Secured Overnight Financing Rate (“Adjusted Term SOFR”) for loans denominated in U.S. dollars, a rate based on the Sterling Overnight Index Average for loans denominated in British pounds sterling, an adjusted rate based on the Euro Interbank Offered Rate for loans denominated in euros and a rate equal to the highest of the Prime Rate, an adjusted rate based on the Federal Funds Effective Rate and Adjusted Term SOFR (for a one-month period) for swingline loans. We pay letter of credit fees based on the average daily aggregate stated amount of outstanding letters of credit and the Debt Ratings. In addition, we pay commitment fees based on the average daily unused amount of the commitments and the Debt Ratings. If an event of default occurs, the interest rate will increase and the agent may, and at the request of the required lenders shall, terminate lender commitments and demand early repayment of any outstanding amounts borrowed (or cash collateralization of a percentage excess of the amount of outstanding letters of credit issued) under the facility.

Financial and business covenants imposed on us in relation to the amended facility include certain limitations on indebtedness and guarantees, liens, mergers, consolidations and other fundamental changes, and dispositions. Generally, the financial covenants require us to maintain a gearing ratio of consolidated financial indebtedness to total capitalization of not greater than 0.35 to 1.0 and to maintain a consolidated net worth of not less than the aggregate of (i) $4.3 billion, plus (ii) 50% of net income available for distribution to ordinary shareholders at any time after June 30, 2022 (excluding net unrealized gains or losses on investments), plus (iii) 50% of the proceeds of any issuance of ordinary shares made after June 30, 2022. In addition, we must maintain eligible capital in excess of the enhanced capital requirement imposed by the Bermuda Monetary Authority pursuant to the Insurance (Group Supervision) Rules 2011 of Bermuda. As of December 31, 2024, we are in compliance with the covenants of the EGL Revolving Credit Facility.

Enstar Group Limited | 2024 Form 10-K                  208

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Item 8 | Notes to Consolidated Financial Statements | Note 18 - Debt Obligations and Credit Facilities

As of December 31, 2024, we had no borrowings outstanding and therefore had $800 million of available unutilized capacity under our unsecured revolving credit agreement.

Credit and Deposit Facilities

We utilize unsecured and secured letters of credit ("LOCs") and a deposit facility to support certain of our (re)insurance performance obligations. We also utilize unsecured LOCs to support the regulatory capital requirements of certain of our subsidiaries.

Our credit and deposit facilities were as follows:

									Additional Commitments Available (1)						Aggregate Amount Issued / Requested as Deposits / Face Amount
			Commitment												December 31, 2024						December 31, 2023
			(in millions of U.S. dollars)
$150 million FAL LOC Facility (2)			$	150					$	75					$	106					$	150
$90 million FAL Deposit Facility (2)			90						10						90						90
$346 million LOC Facility			346						—						346						346
$235 million LOC Facility			235						—						235						100
$120 million LOC Facility			120						60						116						74
$23 million LOC Facility (3)			23						—						23						23
$800 million Syndicated LOC Facility			800						—						675						655
$1 million LOC Facility			1						—						1						1
$100 million Bermuda LOC Facility (4)			100						—						100						100
$100 million Bermuda LOC Facility (4)			100						—						100						100
$100 million Bermuda LOC Facility (4)			100						—						100						100
$A100 million LOC Facility			A$	100					—						62						—
£32 million United Kingdom LOC Facility (3)			£	32					£	—					$	40					$	41

(1) We may request additional commitments under the facility in an aggregate amount not to exceed this amount, which the existing lenders, in their discretion, or new lenders may provide.

(2) The FAL LOC facility will expire on September 30, 2025. The FAL Deposit Facility will expire on July 21, 2025, subject to our right to request up to two one-year extensions of the commitment period to July 21, 2026, and July 21, 2027, respectively. Under the FAL Deposit facility, a third-party lender deposits a requested market valuation amount of eligible securities into Lloyd’s on behalf of our Lloyd’s corporate member. As of December 31, 2024 and December 31, 2023, our combined FAL comprised cash and investments of $314 million (including $85 million provided under the FAL Deposit Facility) and $483 million (including $94 million provided under the FAL Deposit Facility), respectively, and unsecured LOCs of $106 million and $150 million, respectively.

(3) The LOC issued under this facility qualifies as Ancillary Own Funds capital for one of our U.K. regulated subsidiaries.

(4) The LOC issued under this facility qualifies as Eligible Capital for one of our Bermuda regulated subsidiaries.

We also utilize secured operating LOCs. As of December 31, 2024 and 2023, the total balance of such secured operating LOCs issued and outstanding was $54 million and $67 million, respectively.

Enstar Group Limited | 2024 Form 10-K                  209

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Item 8 | Notes to Consolidated Financial Statements | Note 19 - Noncontrolling Interests

19. NONCONTROLLING INTERESTS

We have noncontrolling interests ("NCI") on our consolidated balance sheets as of December 31, 2024. Whereas in 2023, we had both redeemable noncontrolling interests ("RNCI") and NCI on our consolidated balance sheet.

RNCI with redemption features that are not solely within our control were classified within temporary equity in the consolidated balance sheets and carried at their redemption value, which is fair value. Any change in the fair value was recognized through additional paid in capital as if the balance sheet date was also the redemption date.

NCI, which is carried at book value, does not have redemption features and is classified within equity in the consolidated balance sheets.

Redeemable Noncontrolling Interests

In December 2023, we entered into a Purchase Agreement with Trident V Funds and Dowling Capital Partners (together, the “RNCI Holders”) to purchase their remaining equity interest in StarStone Specialty Holdings Limited (“SSHL”). We paid total consideration of $182 million in exchange for acquiring the 41.0% interest in SSHL, comprised as follows:

						2023
						(in millions of U.S. dollars)
Cash						$	119
Remaining ownership interest in Northshore (13.5%)						48
Settlement of existing loan receivable						15
Total consideration paid						182
Less: carrying value of RNCI						(185)
Gain on redemption of RNCI						$	3

The transaction was completed on December 22, 2023. Following the completion of the transaction, SSHL became a wholly-owned subsidiary and we no longer have a direct or indirect ownership interest in Atrium. We have recognized the gain on redemption of RNCI within APIC.

The following is a reconciliation of the beginning and ending carrying amount of the equity attributable to the RNCI: 

									2023
									(in millions of U.S. dollars)
Balance as of January 1, 2022									$	168
Net income attributable to RNCI									15
Change in unrealized gains on AFS investments attributable to RNCI									2
Change in redemption value of RNCI									(3)
Redemption of RNCI									(182)
Balance as of December 31, 2023									$	—

Noncontrolling Interests

As of December 31, 2024, we had $6 million of noncontrolling interests primarily related to consolidated VIEs and voting interest entities. As of December 31, 2024, we had no NCIs in our subsidiaries. As of December 31, 2023, we had $113 million of noncontrolling interests primarily related to external interests in three of our subsidiaries. The decrease in NCIs primarily related to exiting our investment in a fund that was previously a consolidated fund as part of our ongoing restructuring efforts to reduce legal entity complexity, improve operational efficiencies, and simplify our governance structure. As this fund was not within one of our six operating countries, we transferred our investments in the fund to a non-consolidated fund, which had the effect of eliminating the NCI.

In December 2022, Enhanzed Re repurchased the entire 24.9% ownership interest Allianz held in Enhanzed Re for $175 million. We recorded the impact of reclassifying the carrying value of the NCI acquired to Enstar shareholders’ equity in our first quarter 2023 results, as we report the results of Enhanzed Re on a one quarter reporting lag.

Enstar Group Limited | 2024 Form 10-K                  210

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Item 8 | Notes to Consolidated Financial Statements | Note 19 - Noncontrolling Interests

A reconciliation of the beginning and ending carrying amount of the equity attributable to NCI is included in the consolidated statements of changes in shareholder's equity

20. SHAREHOLDERS' EQUITY

As of December 31, 2024 and 2023, our authorized share capital was as follows:

			Par Value Per Share						Number of Shares
Authorized share capital									2024						2023
Ordinary shares (“Voting Ordinary Shares”) and Non-voting convertible ordinary shares (“Non-Voting Ordinary Shares”)			$	1.00					111,000,000						111,000,000
Preferred shares			$	1.00					45,000,000						45,000,000

Ordinary Shares

The following is a reconciliation of our beginning and ending ordinary shares for the years ended December 31, 2024, 2023 and 2022: 

			Voting Ordinary Shares						Non-Voting Convertible Ordinary Series C Shares						Non-Voting Convertible Ordinary Series E Shares						Total Ordinary Shares
Balance as of January 1, 2022			16,625,862						1,192,941						404,771						18,223,574
Shares issued (1)			62,056						—						—						62,056
Shares repurchased (2)			(697,580)						—						—						(697,580)
Balance as of December 31, 2022			15,990,338						1,192,941						404,771						17,588,050
Shares issued (1)			48,082						—						—						48,082
Shares repurchased (2)			(841,735)						(1,192,941)						(404,771)						(2,439,447)
Balance as of December 31, 2023			15,196,685						—						—						15,196,685
Shares issued (1)(3)			44,631						—						—						44,631
Balance as of December 31, 2024			15,241,316						—						—						15,241,316

(1) Ordinary Shares issued in relation to share-based compensation plan awards and the Employee Share Purchase Plan.

(2) Ordinary Shares that we have repurchased are subject to immediate retirement, resulting in a reduction to the number of Ordinary Shares issued and outstanding.

(3) Includes 2,035 shares of restricted stock

Voting Ordinary Shares

Each voting ordinary share entitles the holder thereof to one vote.

Share Repurchase Programs

There were no voting ordinary shares repurchased under a share repurchase program for the year ended December 31, 2024 and 2023.

The following table presents our ordinary shares repurchased under our share repurchase programs for the year ended December 31, 2022:

									2022
																					Ordinary shares repurchased						Average price per ordinary share						Aggregate price
																		(in millions of U.S. dollars, except for share data)
2021 Repurchase Program (1)																					227,383						$	257.02					$	58
2022 Repurchase Program (2)																					470,197						$	222.74					105
Total share repurchases under repurchase programs																					697,580						$	233.92					$	163

Enstar Group Limited | 2024 Form 10-K                  211

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Item 8 | Notes to Consolidated Financial Statements | Note 20 - Shareholders' Equity

(1) Our Board approved an ordinary share repurchase program in November 2021 (as subsequently amended, the “2021 Repurchase Program”), not to exceed $100 million in aggregate. The 2021 Repurchase Program was fully utilized as of April 2022.

(2) In May 2022, our Board authorized the repurchase of up to $200 million of our ordinary shares (the “2022 Repurchase Program”), originally effective through May 5, 2023, of which $95 million had been utilized as of December 31, 2022. In February 2023, our Board authorized the repurchase of an additional $105 million of our ordinary shares under the 2022 Repurchase Program and extended the effective date through February 23, 2024. In March 23, 2023, the 2022 Repurchase Program was terminated following the repurchase of our non-voting convertible ordinary shares as described below.

In May 2022, we entered into two share repurchase agreements in relation to our 2022 Repurchase Program. The first was with Trident Public Equity LP, an affiliate of Stone Point, to repurchase 89,790 of our ordinary shares for an aggregate price of $20 million. The second was with an unaffiliated institutional shareholder, to repurchase 380,407 shares for an aggregate price of $85 million. Both transactions were priced at $222.74 per share, representing a 5% discount to the closing price of our ordinary shares on the NASDAQ stock market on May 9, 2022.

Strategic Share Repurchases

In November 2023, we repurchased 791,735 of our voting ordinary shares held by Canada Pension Plan Investment Board (“CPP Investments”) and its affiliate, and 50,000 of our voting ordinary shares held by the Trident V funds managed by Stone Point Capital LLC (“the Trident V Funds”), for a total of $191 million in aggregate. The transactions were executed at a price per share of $227.18, representing a 5% discount to the trailing 10-day volume weighted average price of our voting ordinary shares as of the close of business on November 3, 2023.

In March 2023, we repurchased 1,597,712 of our non-voting convertible ordinary shares held by CPP Investments for an aggregate $341 million, representing a price per share of $213.13 and a 5% discount to the trailing 10-day volume weighted average price of our voting ordinary shares as at the agreed March 2023 measurement date. The shares comprised all of our outstanding Series C and Series E non-voting ordinary shares.

Joint Share Ownership Plan

In January 2020, 565,630 voting ordinary shares were issued to the trustee of the Enstar Group Limited Employee Benefit Trust (the "EB Trust"). Voting rights in respect of shares held in the EB Trust have been contractually waived. We have consolidated the EB Trust, and shares held in the EB Trust are classified like treasury shares as contra-equity in our consolidated balance sheet. The EB Trust supports awards made under our Joint Share Ownership Plan27.

Preferred Shares

Series C Preferred Shares

As of December 31, 2024, there were 388,571 Series C participating non-voting perpetual preferred shares ("Series C Preferred Shares") issued and held by one of our wholly-owned subsidiaries and is held as treasury stock.

The Series C Preferred Shares:

i.upon liquidation, dissolution or winding up of the Company, entitle their holders to a preference over holders of our ordinary voting and non-voting shares of an amount equal to $0.001 per share with respect to surplus assets; and

ii.are non-voting except in certain limited circumstances.

The Series C Preferred shares have dividend rights equal to those of the ordinary voting shares, subject to certain limitations and in an amount determined by a "participation rate" that is generally reflective of the reduction in the number of Series C Preferred Shares issued in exchange for the previously outstanding Series A shares.

The Series C Preferred Shares otherwise rank on parity with the ordinary voting and non-voting shares, and they rank senior to each other class or series of share capital, unless the terms of any such class or series shall expressly provide otherwise.

27 As described in Note 22.

Enstar Group Limited | 2024 Form 10-K                  212

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Item 8 | Notes to Consolidated Financial Statements | Note 20 - Shareholders' Equity

Series D Preferred Shares

In June 2018, the Company raised $400 million of gross proceeds through the public offering of 16,000 shares of its 7.00% non-cumulative fixed-to-floating rate Series D perpetual preferred shares ("Series D Preferred Shares") (equivalent to 16,000,000 depositary shares, each of which represents a 1/1,000th interest in a Series D Preferred Share), $1.00 par value and $25,000 liquidation preference per share (equivalent to $25.00 per depositary share). The depositary shares are listed and trade under the "ESGRP" ticker symbol on the NASDAQ Global Select Market.

The Series D Preferred Shares are not redeemable prior to September 1, 2028, except in specified circumstances as described in the prospectus supplement relating to the offering. On and after September 1, 2028, the Series D Preferred Shares, represented by the depositary shares, will be redeemable at the Company’s option, in whole or from time to time in part, at a redemption price equal to $25,000 per Series D Preferred Share (equivalent to $25.00 per depositary share), plus any declared and unpaid dividends.

Series E Preferred Shares

On November 2018, the Company raised $110 million of gross proceeds through the public offering of 4,400 shares of its 7.00% fixed rate non-cumulative Series E perpetual preferred shares ("Series E Preferred Shares") (equivalent to 4,400,000 depositary shares, each of which represents a 1/1,000th interest in a Series E Preferred Share), $1.00 par value and $25,000 liquidation preference per share (equivalent to $25.00 per depositary share). The depositary shares are listed and trade under the "ESGRO" ticker symbol on the NASDAQ Global Select Market.

The Series E Preferred Shares, represented by the depositary shares, have been redeemable at the Company’s option, in whole or from time to time in part, since March 2024 at a redemption price equal to $25,000 per Series E Preferred Share (equivalent to $25.00 per depositary share), plus any declared and unpaid dividends.

Dividends on Preferred Shares

Holders of Series D and Series E Preferred Shares are entitled to receive, only when, as and if declared, non-cumulative cash dividends, paid quarterly in arrears on the 1st day of March, June, September and December of each year, of 7.00% per annum.

Commencing on September 1, 2028, the Series D Preferred Shares will convert to a floating rate basis and dividends will be payable on a non-cumulative basis, when, as and if declared, at an alternative reference rate (with spread adjustment) to three-month LIBOR, as determined by the calculation agent consistent with accepted market practice, plus 4.015% per annum. Dividends that are not declared will not accumulate and will not be payable.

For the years ended December 31, 2024, 2023 and 2022, we declared and paid dividends on Series D Preferred Shares of $28 million and on Series E Preferred Shares of $8 million.

Any payment of dividends must be approved by our Board. Our ability to pay dividends is subject to certain restrictions28.

28 As described in Note 25.

Enstar Group Limited | 2024 Form 10-K                  213

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Item 8 | Notes to Consolidated Financial Statements | Note 20 - Shareholders' Equity

Accumulated Other Comprehensive Income (Loss)

The following tables present a roll forward of accumulated other comprehensive income (loss):

			2024
			Unrealized (losses) gains on available-for-sale investments						Cumulative currency translation adjustment												FVO - Own credit Adjustment						Total
			(in millions of U.S. dollars)
Balance December 31, 2023, net of tax			$	(368)					$	12											$	20					$	(336)
Unrealized gains on fixed maturities, AFS arising during the period			(2)						—												—						(2)
Reclassification adjustment for change in allowance for credit losses recognized in net income			(15)						—												—						(15)
Reclassification adjustment for net realized losses included in net income			24						—												—						24
Change in currency translation adjustment			—						(2)												—						(2)
Change in net liability for losses and LAE at fair value - Enstar-specific credit risk			—						—												(10)						(10)
Other comprehensive income (loss)			7						(2)												(10)						(5)
Balance December 31, 2024, net of tax			$	(361)					$	10											$	10					$	(341)

			2023
			Unrealized (losses) gains on available-for-sale investments						Cumulative currency translation adjustment						Remeasurement of future policyholder benefits - change in discount rate						FVO - Own credit Adjustment						Total
			(in millions of U.S. dollars)
Balance December 31, 2022, net of tax			$	(584)					$	9					$	273					$	—					$	(302)
Unrealized losses on fixed maturities, AFS arising during the period			154						—						—						—						154
Reclassification adjustment for change in allowance for credit losses recognized in net income			(11)						—						—						—						(11)
Reclassification adjustment for net realized losses included in net income			75						—						—						—						75
Change in currency translation adjustment			—						3						—						—						3
Reclassification adjustment for remeasurement of future policyholder benefits included in net income			—						—						(363)						—						(363)
Change in net liability for gains and LAE at fair value - Enstar-specific credit risk			—						—						—						20						20
Other comprehensive (loss) income			218						3						(363)						20						(122)
Less: Other comprehensive income attributable to NCI and RNCI			(2)						—						90						—						88
Balance December 31, 2023, net of tax			$	(368)					$	12					$	—					$	20					$	(336)

Enstar Group Limited | 2024 Form 10-K                  214

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Item 8 | Notes to Consolidated Financial Statements | Note 20 - Shareholders' Equity

			2022
			Unrealized (losses) gains on available-for-sale investments						Cumulative currency translation adjustment						Defined Benefit Pension Liability						Remeasurement of future policyholder benefits - change in discount rate						Total
			(in millions of U.S. dollars)
Balance December 31, 2021, net of tax			$	(27)					$	9					$	2					$	—					$	(16)
Unrealized losses on fixed maturities, AFS arising during the period			(681)						—						—						—						(681)
Reclassification adjustment for change in allowance for credit losses recognized in net income			28						—						—						—						28
Reclassification adjustment for net realized losses included in net income			81						—						—						—						81
Decrease in defined benefit pension liability			—						—						(2)						—						(2)
Remeasurement of future policyholder benefits - change in interest rate			—						—						—						363						363
Other comprehensive (loss) income			(572)						—						(2)						363						(211)
Less: Other comprehensive income attributable to NCI and RNCI			15						—						—						(90)						(75)
Balance December 31, 2022, net of tax			$	(584)					$	9					$	—					$	273					$	(302)

The following table presents details about the tax effects allocated to each component of other comprehensive income (loss):

			2024																		2023																		2022
			Before Tax Amount						Tax (Expense) Benefit						Net of Tax Amount						Before Tax Amount						Tax (Expense) Benefit						Net of Tax Amount						Before Tax Amount						Tax (Expense) Benefit						Net of Tax Amount
			(in millions of U.S. dollars)
Unrealized (losses) gains on fixed income securities, AFS arising during the year			$	(18)					$	16					$	(2)					$	150					$	4					$	154					$	(689)					$	8					$	(681)
Reclassification adjustment for change in allowance for credit losses recognized in net income			(15)						—						(15)						(11)						—						(11)						28						—						28
Reclassification adjustment for net realized (gains) losses included in net income			24						—						24						76						(1)						75						83						(2)						81
Change in currency translation adjustment			(2)						—						(2)						3						—						3						—						—						—
Remeasurement of future policyholder benefits - change in interest rate			—						—						—						—						—						—						363						—						363
Reclassification adjustment for remeasurement of future policyholder benefits included in net income			—						—						—						(363)						—						(363)						—						—						—
Change in net liability for losses and LAE at fair value - Instrument-specific credit risk			(10)						—						(10)						20						—						20						—						—						—
Other															—						—						—						—						(2)						—						(2)
Other comprehensive (loss) income			$	(21)					$	16					$	(5)					$	(125)					$	3					$	(122)					$	(217)					$	6					$	(211)

The following table presents details of amounts reclassified from AOCI:

Enstar Group Limited | 2024 Form 10-K                  215

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Item 8 | Notes to Consolidated Financial Statements | Note 20 - Shareholders' Equity

Details about AOCI components						2024						2023						2022						Affected Line Item in Statement where Net Income are presented
						(in millions of U.S. dollars)
Unrealized losses on fixed maturities, AFS						$	(9)					$	(65)					$	(111)					Net realized losses
						(9)						(65)						(111)						Total before tax
Income tax benefit						—						1						2						Income tax benefit
						(9)						(64)						(109)						Net of tax
Other						—						—						2						General and administrative expenses
Remeasurement of future policyholder benefits						—						363						—						Other income
Total reclassifications for the period, net of tax						$	(9)					$	299					$	(107)					Net of tax

Changes in Ownership of Consolidated Subsidiaries

The following table summarizes changes in the ownership interest in consolidated subsidiaries for the years ended December 31, 2024, 2023 and 2022:

			2024						2023						2022
			(in millions of U.S. dollars)
Net income (loss) attributable to Enstar ordinary shareholders			$	540					$	1,082					$	(906)
Transfers from noncontrolling and redeemable noncontrolling interests:
Increase in Enstar’s additional paid-in capital for purchase of noncontrolling interest and redeemable noncontrolling interests (1)			—						18						—
Change from net income (loss) attributable to Enstar ordinary shareholders and net transfers from noncontrolling and redeemable noncontrolling interests			$	540					$	1,100					$	(906)

(1) The transfer from the noncontrolling interests and redeemable noncontrolling interests for the year ended December 31, 2023 relates to the repurchase of the entire 24.9% ownership interest Allianz held in Enhanzed Re recorded in the first quarter of 2023 and the repurchase of the remaining 41.0% ownership interest the RNCI Holders held in SSHL recorded in the fourth quarter of 2023, respectively.

Enstar Group Limited | 2024 Form 10-K                  216

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Item 8 | Notes to Consolidated Financial Statements | Note 21 - Earnings per Share

21. EARNINGS PER SHARE

Basic earnings per share is based on the weighted average number of ordinary shares outstanding and excludes potentially dilutive securities such as restricted shares, restricted share units, warrants, options and convertible securities.

Diluted earnings per share is based on the weighted average number of ordinary and ordinary share equivalents outstanding calculated using the treasury stock method for all potentially dilutive securities. When the effect of dilutive securities would be anti-dilutive, these securities are excluded from the calculation of diluted earnings per share.

The following table sets forth the computation of basic and diluted net income per ordinary share:

			2024						2023						2022
Numerator:			(in millions of U.S. dollars, except share data)
Net income (loss) attributable to Enstar ordinary shareholders			$	540					$	1,082					$	(906)
Denominator:
Weighted-average ordinary shares outstanding — basic (1)			14,660,810						15,631,770						17,207,229
Effect of dilutive securities:
Share-based compensation plans (2)(3)			186,641						170,848						115,901
JSOP (5)			193,428						—						—
Weighted-average ordinary shares outstanding — diluted (4)			15,040,879						15,802,618						17,323,130
Earnings (loss) per share attributable to Enstar ordinary shareholders:
Basic			$	36.83					$	69.22					$	(52.65)
Diluted (4)			$	35.90					$	68.47					$	(52.65)

(1) Weighted-average ordinary shares for basic earnings per share includes ordinary shares (voting and non-voting), but excludes ordinary shares held in the Enstar Group Limited Employee Benefit Trust (the "EB Trust") in respect of JSOP awards, which, because of us consolidating the EB trust, are classified as treasury shares.

(2) Share-based dilutive securities include restricted shares, restricted share units, directors’ restricted share units and performance share units. Certain share-based compensation awards were excluded from the calculation for the years ended December 31, 2024, 2023 and 2022 because they were anti-dilutive. The number of potential ordinary shares excluded from diluted shares outstanding was 100, 2,291 and 17,406 shares for the years ended December 31, 2024, 2023 and 2022, respectively, because the effect of including those potential ordinary shares in the calculation would have been anti-dilutive. Securities may be anti-dilutive based on timing of forfeitures of share-based compensation awards or if the share price at grant date was greater than the average market price of our ordinary shares.

(3) Certain restricted share units and performance share units were converted from an equity award to a liability award during the year ended December 31, 2024. As a result, the applicable units no longer have a dilutive impact.

(4) During a period of loss, the basic weighted-average ordinary shares outstanding is used in the denominator of the diluted loss per ordinary share computation as the effect of including potentially dilutive securities would be anti-dilutive, as it would decrease the loss per share.

(5) The JSOP award made to our CEO included a condition that specified a hurdle price ($315.53 as of January 20, 2025) compared to our market observable ordinary share price for the award to vest, which is the greater of the closing share price and the 10-day Volume Weighted Average Price. As of December 31, 2024, the closing share price of our ordinary shares was $322.05 and the 10-day Volume Weighted Average Price was $322.22. The shares to be issued upon settlement are calculated as the market price less $205.89, multiplied by the 565,630 shares comprising the award, divided by the market price. As a result, the JSOP award was dilutive for the year ended December 31, 2024. Additionally, 20% of the award was dependent on a 10% compounded annual growth rate in Fully Diluted Book Value Per Share from January 1, 2020, which was also met through the year ended December 31, 2024.

Enstar Group Limited | 2024 Form 10-K                  217

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Item 8 | Notes to Consolidated Financial Statements | Note 22 - Share-Based Compensation

22. SHARE-BASED COMPENSATION

Under the Enstar 2016 Equity Incentive Plan, the Company may grant awards to employees in the form of Performance Share Units (“PSUs”), Restricted Shares or Restricted Stock Units (“RSUs”), and Joint Share Ownership Plans (“JSOP”), collectively our share-based compensation awards. Our share-based compensation awards qualify for equity classification. We issue new shares once the awards have vested. We have also maintained the employee share purchase plan (the “ESPP”). The ESPP is its own plan and not part of the 2016 Equity Incentive Plan.

For equity-classified awards, the fair value of the compensation cost is measured at the grant date and is expensed over the service period of the award within general and administrative expenses in the consolidated statements of operations. Expenses for the PSU awards are adjusted for changes in the performance multiplier on the award. We recognize forfeitures as they occur.

The table below provides a summary of the compensation costs for all of our share-based compensation plans for the years ended December 31, 2024, 2023 and 2022:

			2024						2023						2022
			(in millions of U.S. dollars)
Share-based compensation:
Restricted shares and restricted share units			$	14					$	12					$	10
Performance share units			10						8						(8)
Joint share ownership plan expense			6						6						8
Other share-based compensation			15						4						—
Total share-based compensation			$	45					$	30					$	10

For the year ended December 31, 2024, $14 million of expense included within other share-based compensation relates to cash settlement of restricted share units and performance share units of a departing executive.

We recognized an adjustment to compensation costs on our performance share units for the year ended December 31, 2022 as a result of reducing the estimated performance multiplier on certain of our previously granted awards.

The associated tax benefit recorded to income tax benefit (expense) in the consolidated statements of operations was $5 million for the year ended December 31, 2024, $3 million for the year ended December 31, 2023 and $0.3 million for the year ended December 31, 2022.

Shares authorized for issuance as of December 31, 2024 were as follows:

						Authorized
2016 Equity Incentive Plan						1,739,654
Employee Share Purchase Plan						200,000

Restricted Shares and Restricted Share Units

Restricted shares and restricted share units are service awards that typically vest over three years. These awards are share-settled and are recorded as an expense over the three year vesting period included within general administrative expense within the Consolidated Statement of Operations with a corresponding amount recorded in additional paid-in capital on the consolidated balance sheets. The fair value of these awards is measured by multiplying the number of shares subject to the award by the closing price of our ordinary shares on the grant date and expensed over the service period.

Enstar Group Limited | 2024 Form 10-K                  218

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Item 8 | Notes to Consolidated Financial Statements | Note 22 - Share-Based Compensation

The following table summarizes the activity related to restricted shares and restricted share awards during 2024:

			Number of Shares						Weighted-Average Share Price
Nonvested — January 1			130,813						$235.25
Granted			27,545						299.87
Vested			(55,648)						245.43
Forfeited			(11,555)						226.87
Nonvested — December 31			91,155						249.62

The unrecognized compensation cost related to our unvested restricted share and restricted share unit awards as of December 31, 2024 was $10 million. This cost is recognizable over the next 1.1 years, which is the weighted average contractual life.

Performance Share Units ("PSUs")

PSUs are share-settled and vest following the end of the three-year performance period. The fair value of these awards is measured by multiplying the number of shares subject to the award by the closing price of our ordinary shares on the grant date and considering any performance related adjustments. The number of shares to vest will be determined by a performance adjustment based on either:

i.the change in fully diluted book value per share ("FDBVPS") over three years; or

ii.average annual non-GAAP operating income return on equity.

Performance Share Units based on FDBVPS

The following table summarizes the awards granted, the vested and unvested PSU awards at December 31, 2024, and the performance criteria and associated performance multipliers at various levels of achievement.

Grant Year			Inception-to-date Activity Roll-forward																														Performance Criteria: Change in FDBVPS (3 year)																		Performance Multiplier Levels Per Award Agreements
			PSUs Granted at Target						Forfeited						Estimated Change in Multiplier						Vested						Unvested at December 31, 2024						Threshold						Target												Maximum						Threshold						Target												Maximum
2021			14,429						(3,347)						(10,437)						(645)						—						25.0		%				32.5		%										40.0		%				60.0		%				100.0		%										150.0		%
2022			15,120						(2,320)						(12,525)						(275)						—						16.6		%				22.6		%										28.6		%				60.0		%				100.0		%										150.0		%
2023			37,797						(21,011)						16,651						(135)						33,302						21.4		%				42.7		%										64.1		%				50.0		%				100.0		%										200.0		%
2024			17,918						(356)						17,531						(31)						35,062						15.0		%				30.0		%										45.0		%				50.0		%				100.0		%										200.0		%
			85,264						(27,034)						11,220						(1,086)						68,364

For each type of PSU based on FDBVPS, a change in the FDBVPS Performance Criteria at each of Threshold, Target and Maximum will result in the application of the respective Threshold, Target and Maximum Performance Multiplier and a settlement of awards at that level. For the 2021, 2022, 2023 and 2024 awards, the impact of the Bermuda deferred tax benefit has been excluded from the calculation. For the 2022, 2023, and 2024 awards, impairment of goodwill and other expenses incurred in relation to the Sixth Street merger have been excluded from the calculation. Straight-line interpolation applies within these ranges, and no settlement occurs if the increase in FDBVPS is less than the Threshold.

Enstar Group Limited | 2024 Form 10-K                  219

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Item 8 | Notes to Consolidated Financial Statements | Note 22 - Share-Based Compensation

Performance Share Units based on Average Annual Non-GAAP Operating Income Return on Equity ("Operating ROE")

The following table summarizes the awards granted, the vested and unvested units as of December 31, 2024, and the performance criteria and associated performance multipliers at various levels of achievement.

Grant Year						Inception-to-date Activity Roll-forward																														Performance Criteria: Average Annual Operating ROE																		Performance Multiplier Levels Per Award Agreements
						PSUs Granted at Target						Forfeited						Estimated Change in Multiplier						Vested						Unvested at December 31, 2024						Threshold						Target						Maximum						Threshold						Target						Maximum
2021						14,401						(3,048)						(3,532)						(7,821)						—						9.6		%				12.0		%				14.4		%				60.0		%				100.0		%				150.0		%
2022						15,080						(2,248)						(1,037)						(340)						11,455						8.0		%				10.5		%				13.0		%				60.0		%				100.0		%				150.0		%
2023						37,728						(21,012)						630						(126)						17,220						7.3		%				14.6		%				21.9		%				50.0		%				100.0		%				200.0		%
2024						17,852						(354)						10,969						(31)						28,436						7.5		%				11.0		%				16.0		%				50.0		%				100.0		%				200.0		%
						85,061						(26,662)						7,030						(8,318)						57,111

For the 2021 awards Annual Operating ROE is calculated based on the non-GAAP adjusted operating income return on opening shareholder's equity after adjusting opening shareholder’s equity for share repurchases on a weighted average basis. Average Annual Operating ROE is the sum of the three individual year annual operating ROE %'s divided by three.

For the 2022, 2023, and 2024 awards, Annual Operating ROE is calculated based on the non-GAAP adjusted operating income (loss) attributable to Enstar ordinary shareholders divided by adjusted opening Enstar ordinary shareholders’ equity adjusted for the impact of share repurchases on a weighted average basis. Average Annual Operating ROE is the sum of the three individual year annual operating ROE %'s divided by three. For the 2021, 2022, 2023 and 2024 awards, the impact of the Bermuda deferred tax benefit has been excluded from the calculation. For the 2022, 2023, and 2024 awards, impairment of goodwill and other expenses incurred in relation to the Sixth Street merger have been excluded from the calculation.

Straight-line interpolation applies within these ranges and no settlement occurs if the Average Annual Operating ROE is less than the Threshold.

Performance Multipliers

For expense purposes we assume a Target vesting at the initial time of award. At the end of each reporting period, we estimate the expected performance multiplier, as shown in the table below:

Award Description						2024						2023						2022
2021 FDBVPS						0.0%						0.0%						0.0%
2021 Average Operating ROE						65.7%						65.7%						100.0%
2022 FDBVPS						0.0%						0.0%						100.0%
2022 Average Operating ROE						91.7%						78.1%						100.0%
2023 FDBVPS						200.0%						192.6%						N/A
2023 Average Operating ROE						103.8%						93.1%						N/A
2024 FDBVPS						200.0%						N/A						N/A
2024 Average Operating ROE						162.8%						N/A						N/A

The unrecognized compensation cost related to our unvested PSU share awards as of December 31, 2024 was $19 million. This cost is recognizable over the next 1.6 years, which is the weighted average contractual life.

Enstar Group Limited | 2024 Form 10-K                  220

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Item 8 | Notes to Consolidated Financial Statements | Note 22 - Share-Based Compensation

Roll-forward of Performance Share Units

The following table summarizes the activity related to PSUs during 2024:

			Number of Shares						Weighted-Average Share Price
Nonvested — January 1			124,734						$227.43
Granted			35,770						302.27
Change in performance multiplier			16,421						267.71
Vested			(7,329)						249.67
Forfeited			(44,121)						225.41
Nonvested — December 31			125,475						266.49

Joint Share Ownership Plan

Under the JSOP, we can make equity awards to our U.K.-based staff through which a recipient acquires jointly held interests in a set number of our voting ordinary shares together with the independent trustee of the EB Trust at fair market value, pursuant to the terms of a joint ownership agreement. Voting rights in respect of shares held in the EB Trust are contractually waived. Shares held in the EB Trust are classified as treasury shares.

In January 2020, a JSOP award comprising 565,630 underlying voting ordinary shares was made to our Chief Executive Officer (“CEO”) which cliff-vests upon the vesting date. The value of the award at vesting, if any, is determined based on the price of our voting ordinary shares appreciating above a certain threshold between the date of grant and the vesting date.

If the higher of the closing price per share on the vesting date and the 10-day volume weighted average price per share for the ten consecutive trading days ending on the vesting date (each, the "Market Price") is equal to or greater than the hurdle price, the award will have a value equal to the Market Price, less $205.89, multiplied by 565,630. If the Market Price is less than the hurdle price on such date, the award will have no value. In addition, 20.0% of the award is subject to a performance condition based on growth in FDBVPS over a five year period starting January 1, 2020.

The accounting for stock-settled JSOP awards is similar to options, whereby the grant date fair value of $14 million is expensed over the life of the award. To determine the grant date fair value of $24.13 per share, we utilized a Monte-Carlo valuation model with the following assumptions:

			2020
Weighted-average volatility			18.7		%
Weighted-average risk-free interest rate			1.6		%
Dividend yield			0.0		%

On July 1, 2022, the terms of the JSOP award made to our CEO were amended to extend the vesting date of the award from January 20, 2023 to January 20, 2025. The amendment maintained the compound annual growth used to determine the hurdle price that must be achieved for the JSOP award to vest, which resulted in an increase to the hurdle price from $266.00 to $315.53. A corresponding extension was made to the term of the performance condition based on growth in FDBVPS from December 31, 2022 to December 31, 2024. All other terms of the award remained the same.

The incremental fair value of the amended award on July 1, 2022 was $15 million, or $27.25 per share, which was expensed over the remaining life of the award commencing from July 1, 2022. To determine the incremental fair value of the amended award, we utilized a Monte-Carlo valuation model with the following assumptions:

Enstar Group Limited | 2024 Form 10-K                  221

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Item 8 | Notes to Consolidated Financial Statements | Note 22 - Share-Based Compensation

			2022
Weighted-average volatility			35.2		%
Weighted-average risk-free interest rate			2.8		%
Dividend yield			0.0		%

The total unrecognized compensation cost related to our unvested JSOP share awards as of December 31, 2024 was $0.3 million. This cost is recognizable through January 20, 2025 which is the final vesting date. The options under the JSOP award were exercised on January 20, 2025, refer to Note 27 for further information.

Other share-based compensation plans

Deferred Compensation and Ordinary Share Plan for Non-Employee Directors

The number of Restricted Shares credited to the accounts of non-employee directors for the years ended December 31, 2024, 2023 and 2022 under the Enstar Group Limited Deferred Compensation and Ordinary Share Plan for Non-Employee Directors (the "Deferred Compensation Plan") were 2,035, 2,563 and 2,466, respectively. The outstanding Restricted Shares as at December 31, 2024, 2023, and 2022 were 2,035, 2,186, and 1,903, respectively.

The number of Director RSU's credited to the accounts of non-employee directors for the years ended December 31, 2024, 2023, and 2022 under the Enstar Group Limited Deferred Compensation and Ordinary Share Plan for Non-Employee Directors (the "Deferred Compensation Plan") were 3,400, 4,373 and 3,972, respectively. The number of outstanding Director RSUs and deferred shares as at December 31, 2024, 2023, and 2022 were 51,740, 48,340, and 43,967, respectively.

Employee Share Purchase Plan

We provided an Employee Share Purchase Plan ("ESPP") whereby eligible employees may purchase Enstar shares at a 15.0% discount to market price, in an amount of share value limited to the lower of $21,250 or 15.0% of the employee's base salary. The 15.0% discount is expensed as compensation cost. As of July 2024, management suspended the ESPP program, as required by the Merger Agreement. The number of shares issued to employees under the ESPP for the years ended December 31, 2024, 2023 and 2022 were 3,955, 8,276 and 9,025, respectively.

Enstar Group Limited | 2024 Form 10-K                  222

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Item 8 | Notes to Consolidated Financial Statements | Note 23 - Income Taxation

23. INCOME TAXATION

Enstar is incorporated under the laws of Bermuda and is not required to pay taxes in Bermuda based upon income or capital gains under the Exempted Undertakings Tax Protection Act of 1996. However in December 2023, the Government of Bermuda enacted the Corporate Income Tax Act 2023 (the “Act”), which amended the Bermuda Exempted Undertakings Tax Protection Act of 1966. The Act introduces a 15% corporate income tax on Bermuda businesses that are part of an In Scope Multinational Enterprise Group (“MNE Group”), effective for tax years beginning on or after January 1, 2025. An MNE Group is an In Scope MNE Group if, with respect to any fiscal year beginning on or after January 1, 2025, the MNE Group had annual revenue of €750 million or more in the consolidated financial statements for at least two of the four fiscal years immediately preceding such fiscal year. Based on annual revenue in our consolidated financial statements, we will be an In Scope MNE Group commencing with the tax year beginning on January 1, 2025.

The Act also includes a provision for the five-year limited international footprint exemption which applies for a single five-year period, beginning the first year the MNE Group would otherwise be in scope. As part of our ongoing restructuring efforts to reduce legal entity complexity, improve operational efficiencies, and simplify our governance structure, Enstar undertook additional restructuring steps to reduce our operating countries to Australia, Belgium, Bermuda, Liechtenstein, United States and United Kingdom. Following this restructuring, Enstar is expected to qualify for the MNE limited international footprint exemption under the Act, and the 15% corporate income tax will be deferred until tax years beginning on or after January 1, 2030. The five-year deferral of taxation results in a $77 million net reduction to the previous $205 million benefit recorded in 2023 related to Bermuda CIT impacts including the ETA. Specifically, this reduction reflects the portion of the tax (benefit) that will not be utilized during the deferral period due to the delayed implementation of the corporate income tax.

The ETA allows Bermuda subject entities to establish tax basis in the assets and liabilities of such Bermuda entities (as of September 30, 2023 (the “Basis Valuation Date”)) using fair values which results in deductible and taxable temporary differences which are reflected as deferred income tax assets and liabilities in the financial statements. For each asset and liability subject to the adjustment, the amount of the adjustment would generally be the difference, as of the Basis Adjustment Valuation Date, between each asset/liability’s fair market value and the carrying value of the item in the entity’s consolidated financial statements.

Effects of changes in tax laws are required to be recognized in the period in which the law is enacted, regardless of the effective date. The application of the ETA resulted in our recognition of net deferred tax assets in 2023. In addition, because of the Act’s enactment, we recognized a deferred tax charge related to the remeasurement of deferred taxes on unrealized gains on AFS securities recorded in OCI, due to the change in income tax rate.

We have foreign operating subsidiaries and branch operations located in six countries, consisting of Bermuda, the U.S., U.K., Liechtenstein, Belgium and Australia, that are subject to federal, foreign, state and local taxes in those jurisdictions. The undistributed earnings from our foreign (non-Bermuda) subsidiaries will be indefinitely reinvested in those jurisdictions where the undistributed earnings were earned.

Deferred tax liabilities have not been accrued with respect to the undistributed earnings of our foreign subsidiaries. Generally, when earnings are distributed as dividends, withholding taxes may be imposed by the jurisdiction of the paying subsidiary. For our U.S. subsidiaries, we have not currently accrued any withholding taxes with respect to remitted earnings because, solely for U.S. Federal income tax purposes, there are no accumulated positive earnings and profits that could be subject to U.S. dividend withholding tax. For our U.K. subsidiaries, there are no withholding taxes imposed as a matter of U.K. domestic tax law. For our other foreign subsidiaries, an insignificant amount of earnings is indefinitely reinvested; however, it would not be practicable to compute the related amounts of withholding taxes due to a variety of factors, including the amount, timing and manner of any repatriation. Because we operate in many jurisdictions, our net income is subject to risk due to changing tax laws and tax rates around the world. The current, rapidly changing economic environment may increase the likelihood of substantial changes to tax laws in the jurisdictions in which we operate.

Enstar Group Limited | 2024 Form 10-K                  223

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Item 8 | Notes to Consolidated Financial Statements | Note 23 - Income Taxation

Income Tax Expense

The following table presents income (loss) before income taxes by jurisdiction, including income (losses) from equity method investments, for the years ended December 31, 2024, 2023 and 2022:

			2024						2023						2022
			(in millions of U.S. dollars)
Domestic (Bermuda)			$	635					$	1,046					$	(710)
Foreign			8						(78)						(247)
Income (loss) before income taxes, including income (losses) from equity method investments			$	643					$	968					$	(957)

The following table presents our current and deferred income tax (benefit) expense attributable to continuing operations by jurisdiction for the years ended December 31, 2024, 2023 and 2022:

			2024						2023						2022
			(in millions of U.S. dollars)
Current:
Domestic (Bermuda)			$	1					$	—					$	—
Foreign			6						6						—
			7						6						—
Deferred:
Domestic (Bermuda)			77						(205)						—
Foreign			(22)						(51)						(12)
			55						(256)						(12)
Total income tax (benefit) expense attributable to continuing operations			$	62					$	(250)					$	(12)

The actual effective income tax rate differs from the statutory rate of 0 percent under Bermuda law applied to income (loss) before income taxes, including income (losses) from equity method investments for the years ended December 31, 2024, 2023 and 2022 as shown in the following reconciliation:

			2024						2023						2022
			(in millions of U.S. dollars)
Income (loss) before income taxes			$	643					$	968					$	(957)
Bermuda income taxes at statutory rate			0.0		%				0.0		%				0.0		%
Foreign income tax rate differential			0.7		%				(2.0)		%				4.6		%
Economic Transition Adjustment (1)(2)			13.2		%				(22.8)		%				0.0		%
Change in valuation allowance			(5.5)		%				(1.6)		%				(3.9)		%
Effect of change in income tax rate			(1.1)		%				1.4		%				0.1		%
Other			2.3		%				(0.8)		%				0.5		%
Effective income tax rate			9.6		%				(25.8)		%				1.3		%

(1) For the year ended December 31, 2023, we recorded a deferred tax benefit of $221 million associated with certain Bermuda Constituent Entities anticipated to remain within the ETA.

(2) For the year ended December 31 2024, we recorded a deferred tax expense of $85 million related to the reduction of the previously established ETA, which is not anticipated to be utilized during the five-year deferral for Bermuda CIT.

Our effective tax rate is generally driven by the geographical distribution of our income (loss) before income taxes between our taxable and non-taxable jurisdictions.

Enstar Group Limited | 2024 Form 10-K                  224

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Item 8 | Notes to Consolidated Financial Statements | Note 23 - Income Taxation

Deferred Tax Assets and Liabilities

Deferred tax assets and liabilities (included in other assets and other liabilities, respectively, in the consolidated balance sheets) reflect the tax effect of the differences between the financial statement carrying amount and the income tax bases of assets and liabilities.

Significant components of the deferred tax assets and deferred tax liabilities as of December 31, 2024 and 2023 were as follows:

			2024						2023
			(in millions of U.S. dollars)
Deferred tax assets:
Net operating loss carryforwards			$	242					$	204
Capital loss carryforwards			6						7
Insurance reserves			130						192
Unearned premiums			6						8
Provisions for bad debt			2						3
Defendant A&E liabilities			80						86
Fair value of investments			27						2
Lloyd’s underwriting result in future periods			—						21
Fair value of financial instruments			18						35
Other deferred tax assets			32						29
Deferred tax assets			543						587
Valuation allowance			(124)						(156)
Deferred tax assets, net of valuation allowance			419						431
Deferred tax liabilities:
Lloyd's underwriting result in future periods			(9)						—
Fair value and other basis differences			(50)						(32)
Other deferred tax liabilities			(8)						(7)
Deferred tax liabilities			(67)						(39)
Net deferred tax asset			$	352					$	392

Net Deferred Tax Asset (Liability) Balance by Major Jurisdiction

			Net Deferred Tax Asset
			2024						2023
			(in millions of U.S. dollars)
Australia			$	3					$	4
Bermuda			144						205
United States			208						191
United Kingdom			(3)						(8)
Total			$	352					$	392

Enstar Group Limited | 2024 Form 10-K                  225

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Item 8 | Notes to Consolidated Financial Statements | Note 23 - Income Taxation

Net Operating, Capital Loss and Foreign Tax Credit Carryforwards

As of December 31, 2024, we had net operating loss carryforwards that could be available to offset future taxable income, as follows:

Tax Jurisdiction			Loss Carryforwards						Tax effect						Expiration
			(in millions of U.S. dollars)
Net Operating Loss Carryforwards:
United States - Net operating loss			$	505					$	106					2028-2044
United States - Net operating loss			125						26						Indefinitely
United Kingdom			348						88						Indefinitely
Other			97						22						Various
Capital Loss Carryforwards:
United States - Capital Loss			30						6						2028

The U.S. and U.K. net operating loss carryforwards are also subject to certain utilization limitations and have been considered in management's assessment of valuation allowance.

Foreign Tax Credit Carryforwards:

As of December 31, 2024, we had foreign tax credit carryforwards available for tax purposes, as follows:

Tax Jurisdiction			Tax effect						Expiration
			(in millions of U.S. dollars)
United Kingdom			$	8					Indefinitely

Assessment of Valuation Allowance on Deferred Tax Assets

As of December 31, 2024 and 2023, we had deferred tax asset valuation allowances of $124 million and $156 million, respectively, related to foreign subsidiaries. We recorded a net decrease of $32 million in our deferred tax valuation allowance for the year ended December 31, 2024. In the U.S. jurisdiction, we recorded a $12 million of valuation allowance release of which $9 million was due to the recognition of current year losses and $3 million related to a reduction in deferred tax assets associated with decreases in unrealized losses on investment securities reported in AOCI. In the U.K. and E.U. jurisdictions, we recorded a $26 million decrease in the valuation allowance due to a reduction in deferred tax assets. This was partially offset by a $6 million increase in the valuation allowance, which was driven by an increase in deferred tax assets associated with unrealized losses on investment securities reported in AOCI.

The realization of deferred tax assets is dependent on generating sufficient taxable income in future periods in which the tax benefits are deductible or creditable. The amount of the deferred tax asset considered realizable, however, could be adjusted in the future if estimates of future taxable income change.

Income taxes are determined and assessed jurisdictionally by legal entity or by filing group. Certain jurisdictions require or allow combined or consolidated tax filings. We have estimated the future taxable income of our foreign subsidiaries and provided a valuation allowance in respect of those assets where we do not expect to realize a benefit. We have considered all available evidence using a “more likely than not” standard in determining the amount of the valuation allowance. We considered the following evidence:

i.net income or losses in recent years;

ii.the future sustainability and likelihood of positive net income of our subsidiaries;

iii.the carryforward periods of tax losses including the effect of reversing temporary differences; and

iv.tax planning strategies.

In making our determination, the assumptions used in determining future taxable income require significant judgment and any changes in these assumptions could have an impact on net income.

Enstar Group Limited | 2024 Form 10-K                  226

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Item 8 | Notes to Consolidated Financial Statements | Note 23 - Income Taxation

Unrecognized Tax Benefits

During the years ended December 31, 2024, 2023 and 2022, there were no unrecognized tax benefits. There were no accruals for the payment of interest and penalties related to income taxes as of each of December 31, 2024, 2023 and 2022.

Open Tax Years

Our operating subsidiaries may be subject to examination by various tax authorities and may have different statutes of limitations expiration dates. Taxing authorities may propose adjustments to our income taxes.

Listed below are the tax years that remain subject to examination by a major tax jurisdiction as of December 31, 2024:

Major Tax Jurisdiction

Open Tax Years

United States

2021-2024

United Kingdom

2022-2024

Enstar Group Limited | 2024 Form 10-K                  227

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Item 8 | Notes to Consolidated Financial Statements | Note 24 - Related Party Transactions

24. RELATED PARTY TRANSACTIONS

The following tables summarize our related party balances and transactions. Additional details about the nature of our relationships and transactions are included further below.

As of December 31, 2024			Stone Point (1)																								Monument						AmTrust																		Core Specialty						Other
			(in millions of U.S. dollars)
Assets
Fixed maturities, trading, at fair value			$	23																							$	—					$	—																	$	—					$	—
Fixed maturities, AFS, at fair value			283																								—						—																		—						—
Equities, at fair value			156																								—						222																		—						—
Funds held			—																								—						—																		18						—
Other investments, at fair value			424																								—						—																		—						1,754
Equity method investments			—																								19						—																		281						13
Total investments			886																								19						222																		299						1,767
Cash and cash equivalents			38																								—						—																		—						—
Other assets			6																								—						—																		10						—
Liabilities
Losses and LAE			—																								—						—																		152						—
Other liabilities			1																								—						—																		—						—
Net assets			$	929																							$	19					$	222																	$	157					$	1,767

(1) As of December 31, 2024, we had unfunded commitments of $106 million to other investments and $22 million to privately held equity investments managed by Stone Point and its affiliated entities.

As of December 31, 2023			Stone Point																								Monument						AmTrust						Citco												Core Specialty						Other
			(in millions of U.S. dollars)
Assets
Fixed maturities, trading, at fair value			$	69																							$	—					$	—					$	—											$	—					$	—
Fixed maturities, AFS, at fair value			428																								—						—						—												—						—
Equities, at fair value			136																								—						181						—												—						—
Funds held			—																								—						—						—												19						—
Other investments, at fair value			446																								—						—						—												—						1,602
Equity method investments			—																								95						—						—												225						14
Total investments			1,079																								95						181						—												244						1,616
Cash and cash equivalents			19																								—						—						—												—						—
Other assets			—																								—						—						20												9						—
Liabilities
Losses and LAE			—																								—						—						—												192						—
Net assets			$	1,098																							$	95					$	181					$	20											$	61					$	1,616

Enstar Group Limited | 2024 Form 10-K                  228

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Item 8 | Notes to Consolidated Financial Statements | Note 24 - Related Party Transactions

			2024
			Stone Point																								Monument						AmTrust																		Core Specialty						Other
REVENUES			(in millions of U.S. dollars)
Net premiums earned			$	—																							$	—					$	—																	$	1					$	—
Net investment income			13																								—						7																		1						10
Fair value changes in trading securities, funds held and other investments			73																								—						42																		—						109
Other income			—																								—						—																		—						—
Total revenues			86																								—						49																		2						119
Net incurred losses and LAE			—																								—						—																		56						—
Total expenses			—																								—						—																		56						—
(Losses) income from equity method investments			—																								(73)						—																		56						(1)
Total net income (loss)			$	86																							$	(73)					$	49																	$	2					$	118

			2023
			Stone Point																		Northshore (1)						Monument						AmTrust						Citco												Core Specialty						Other
REVENUES			(in millions of U.S. dollars)
Net premiums earned			$	—																	$	—					$	—					$	—					$	—											$	(5)					$	—
Net investment income			13																		—						—						6						—												1						6
Fair value changes in trading securities, funds held and other investments			46																		(11)						—						(9)						—												—						113
Total revenues			59																		(11)						—						(3)						—												(4)						119
Net incurred losses and LAE			—																		(2)						—						—						—												(21)						—
Total expenses			—																		(2)						—						—						—												(21)						—
(Losses) income from equity method investments			—																		—						(10)						—						9												14						—
Total net income (loss)			$	59																	$	(9)					$	(10)					$	(3)					$	9											$	31					$	119

1) Northshore ceased to be a related party in December 2023, following the completion of the RNCI redemption.

			2022
			Stone Point																		Northshore						Monument						AmTrust						Citco												Core Specialty						Other
REVENUES			(in millions of U.S. dollars)
Net premiums earned			$	—																	$	9					$	—					$	—					$	—											$	2					$	—
Net investment income			16																		10						—						6						—												—						4
Fair value changes in trading securities, funds held and other investments			(80)																		(10)						—						(34)						—												—						(64)
Other income			—																		1						—						—						—												9						—
Total revenues			(64)																		10						—						(28)						—												11						(60)
Net incurred losses and LAE			—																		10						—						—						—												(16)						—
Total expenses			—																		10						—						—						—												(16)						—
Losses (income) from equity method investments			—																		—						(65)						—						5												(14)						—
Total net income (loss)			$	(64)																	$	—					$	(65)					$	(28)					$	5											$	13					$	(60)

Enstar Group Limited | 2024 Form 10-K                  229

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Item 8 | Notes to Consolidated Financial Statements | Note 24 - Related Party Transactions

Stone Point

In November 2023, we repurchased voting ordinary shares held by Trident V Funds managed by Stone Point Capital LLC29. In November 2023, our Chief Executive Officer, Dominic Silvester, agreed to acquire 45,000 of our voting ordinary shares held by the Trident Public Equity LP for a price of $10 million.

In May 2022, we entered into a share purchase agreement with an affiliate of Stone Point30.

As of December 31, 2024, investment funds managed by Stone Point own 1,451,196 of our voting ordinary shares, which constitutes 9.5% of our outstanding voting ordinary shares. James D. Carey, Co-Chief Executive Officer of Stone Point, is a member of our Board.

In December 2023, we agreed to purchase from investment funds managed by Stone Point their remaining 39.3% interest in our subsidiary SSHL, in exchange for cash consideration, settlement of an existing loan receivable and our remaining interest in Northshore31. As of December 31, 2023 we no longer have redeemable noncontrolling interests.

We have made various investments in funds and separate accounts managed by Stone Point or affiliates of Stone Point, and we have also made direct investments in entities affiliated with Stone Point. Where we have made an investment in a fund, the manager of such fund generally charges certain fees to the fund, which are deducted from the net asset value.

We also have certain co-investments alongside Stone Point and its affiliates, including our investment in AmTrust, described below, Mitchell TopCo Holdings, the parent company of Mitchell International ("Mitchell"), and Genex Services in which we have invested $33 million and account for as a privately held equity investment. Mitchell provides third-party outsourcing managed care services to one of our subsidiaries in the ordinary course of its business. During the year ended December 31, 2024 we committed to invest $10 million in an insurance-linked securities (“ILS”) arrangement through a Bermuda-based collateralized reinsurer that will provide reinsurance capacity across a diversified portfolio of casualty programs; Stone Point also invested in this ILS arrangement and is the investment manager.

CPP Investments

We completed two share repurchase transactions with CPP Investments in 2023. In March 2023, we repurchased all of our outstanding Series C and Series E non-voting convertible ordinary shares held by CPP Investments, and in November 2023, we repurchased voting ordinary shares held by CPP Investments and its affiliate32.

Northshore

In December 2023, our remaining equity interest in Northshore comprised a portion of the consideration we paid to our RNCI holders in exchange for acquiring the remaining equity interest in SSHL33. As of December 22, 2023, Northshore ceased to be a related party.

Following the completion of the Exchange Transaction on January 1, 2021, our equity interest in Northshore, the holding company that owns Atrium and Arden, was reduced to 13.8% from 54.1%. We have accounted for our residual equity interest in Northshore as an investment in a privately held equity security at fair value.

Concurrent with the closing of the Exchange Transaction:

•Arden entered into an LPT retrocession agreement with one of our majority owned subsidiaries, through which Arden fully reinsured its run-off portfolio with total liabilities of $19 million to our majority owned subsidiary, in exchange for a retrocession consideration of an equal amount.

Arden retained the premium under a funds held arrangement, to secure the payment obligations of our majority owned subsidiary.

•One of our wholly-owned subsidiaries entered in a TSA to provide certain transitional services to Northshore. The TSA was terminated in November 2022.

29 Refer to Note 20 for further details.

30 Refer to Note 20 for further details.

31 Refer to Note 19 for further details.

32 Refer to Note 20 for further details.

33 Refer to Note 19 for further details.

Enstar Group Limited | 2024 Form 10-K                  230

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Item 8 | Notes to Consolidated Financial Statements | Note 24 - Related Party Transactions

•SGL No.1 ceased its provision of underwriting capacity on Syndicate 609. We continued to report SGL No. 1's 25% gross share of the 2020 and prior underwriting years of Syndicate 609 through the year ended December 31, 2022. In 2023, the 2020 underwriting year completed an RITC into a successor year, at which point the existing contractual arrangements were settled.

Historically, there was no net retention for Enstar on Atrium's 2020 and prior underwriting years as the business was contractually transferred to the Atrium entities that were divested in the Exchange Transaction.

Monument Re

As of December 31, 2024, we own 24.6% of the common shares of Monument Re. As of December 31, 2024, a fund managed by Stone Point owns 15.7% of Monument Re’s preferred shares.

In November 2022, we closed a transaction with Monument Re to novate our reinsurance closed block of life annuity policies written by Enhanzed Re. A portion of the net gain on novation will be subject to deferral to account for our existing ownership interest in Monument Re. The final impact of the novation was reflected in our first quarter 2023 results, as we report the results of Enhanzed Re on a one quarter reporting lag.

We have accounted for our investment in the common shares (and the preferred shares prior to their conversion to common shares on January 2, 2024) of Monument Re as an equity method investment.

AmTrust

As of December 31, 2024 and 2023, we own 8.7% of the equity interest in Evergreen Parent L.P. ("Evergreen") and Trident Pine Acquisition LP ("Trident Pine") owns 22.6%. Evergreen owns all the equity interest in AmTrust Financial Services, Inc. (“AmTrust"). Trident Pine is an entity owned by private equity funds managed by Stone Point.

We have accounted for our investment in the shares of AmTrust as an investment in a privately held equity security at fair value.

Citco

During 2023, we divested our equity ownership in the common shares of HH CTCO Holdings Limited and recorded a $5 million gain.

As of December 31, 2022, we owned 31.9% of the common shares in HH CTCO Holdings Limited, which in turn owns 15.4% of the convertible preferred shares, amounting to a 6.2% interest in the total equity of Citco III Limited ("Citco"). As of December 31, 2022, Trident owned 3.4% interest in Citco.

Prior to our divestiture we had accounted for our indirect investment in the shares of Citco as an equity method investment.

Core Specialty

We account for our investment in the common shares of Core Specialty as an equity method investment on a one quarter lag.

We also have a LPT and ADC reinsurance agreement and an ASA between certain of our subsidiaries and StarStone U.S. and Core Specialty. The TSA was terminated in November 2022.

Furthermore, there are existing reinsurance agreements whereby (i) certain of our subsidiaries provide reinsurance protection to StarStone U.S. and (ii) StarStone U.S. provides reinsurance protection to certain of our subsidiaries. These arrangements remain in place.

Other

We also have certain other investments, including investments in limited partnerships and partnership-like limited liability companies, that had we not elected the fair value option would otherwise be accounted for as equity method investments34. We have disclosed our investments in these entities on an aggregated basis as they are individually immaterial.

34 Refer to Note 7 for further information regarding our other investments, including summarized financial information of our equity method investees, including those for which the fair value option was elected.

Enstar Group Limited | 2024 Form 10-K                  231

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Item 8 | Notes to Consolidated Financial Statements | Note 25 - Dividend Restrictions and Statutory Financial Information

25. DIVIDEND RESTRICTIONS AND STATUTORY FINANCIAL INFORMATION

Parent Company Dividend Restrictions

There were no significant restrictions on the Parent Company's ability to pay dividends from retained earnings as of December 31, 2024. Bermuda law permits the payment of dividends if:

i) we are not, or would not be after payment, unable to pay our liabilities as they become due; and

ii) the realizable value of our assets is more than our liabilities after taking such payment into account.

We have not historically declared a dividend on our ordinary shares. The issuance of our Series D and E Preferred Shares have resulted in the declaration of dividends. Holders of Series D and Series E Preferred Shares are entitled to receive, only when, as and if declared, non-cumulative cash dividends, paid quarterly in arrears on the first day of March, June, September and December of each year of 7.0% per annum35.

The Bermuda Monetary Authority ("BMA") acts as group supervisor to Enstar. On an annual basis, we are required to file group statutory financial statements, a group statutory financial return, a group capital and solvency return, audited group financial statements and a Group Solvency Self-Assessment ("GSSA") with the BMA. The GSSA is designed to document our perspective on the capital resources necessary to achieve our business strategies and remain solvent, and to provide the BMA with insights on our risk management, governance procedures and documentation related to this process. We are required to maintain available group statutory capital and surplus in an amount that is at least equal to the group enhanced capital requirement (“ECR”). The BMA has also established a group target capital level equal to 120% of the group ECR. We are in compliance with these requirements.

Our ability to pay dividends to our shareholders is dependent upon the ability of our (re)insurance subsidiaries to distribute capital and pay dividends to us. Our (re)insurance subsidiaries are subject to certain regulatory restrictions on the distribution of capital and payment of dividends in the jurisdictions in which they operate, as described below. The restrictions are generally based on net income or levels of capital and surplus as determined in accordance with the relevant statutory accounting practices. Failure of these subsidiaries to meet their applicable regulatory requirements could result in restrictions on any distributions of capital or retained earnings or stricter regulatory oversight of the subsidiaries.

Our ability to pay dividends and make other forms of distributions may also be limited by repayment obligations and financial covenants in our outstanding loan facility agreements.

Subsidiary Statutory Financial Information and Dividend Restrictions

Our (re)insurance subsidiaries prepare their statutory financial statements in accordance with statutory accounting practices prescribed or permitted by local regulators. Statutory and local accounting differs from U.S. GAAP, including in the treatment of investments, acquisition costs and deferred income taxes, amongst other items.

The statutory capital and surplus amounts as of December 31, 2024 and 2023 and statutory net income (loss) amounts for the years ended December 31, 2024, 2023 and 2022 for our (re)insurance subsidiaries based in Bermuda, the United Kingdom, the United States, Australia, Europe (Liechtenstein and Belgium) are summarized in the table below which includes information relating to acquisitions from the year of acquisition:

			Statutory Capital and Surplus
			Required												Actual												Statutory Income (Loss)
			2024						2023						2024						2023						2024						2023						2022
			(in millions of U.S. dollars)
Bermuda			$	3,177					$	3,265					$	7,074					$	7,003					$	865					$	1,395					$	(710)
U.K.			442						575						729						971						57						42						(11)
U.S.			88						162						389						426						(65)						19						(58)
Australia			7						9						24						39						(2)						3						(1)
Europe			49						49						186						193						(10)						(6)						(30)

35 Refer to Note 20 for details regarding dividends on preferred shares.

Enstar Group Limited | 2024 Form 10-K                  232

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Item 8 | Notes to Consolidated Financial Statements | Note 25 - Dividend Restrictions and Statutory Financial Information

As of December 31, 2024, the total amount of net assets of our consolidated subsidiaries that were restricted was $3.8 billion.

Certain material aspects of these laws and regulations as they relate to solvency, dividends and capital and surplus are summarized below.

Bermuda

Our Bermuda-based (re)insurance subsidiaries are registered under the Insurance Act 1978 of Bermuda and related regulations, as amended (the "Insurance Act"). The Insurance Act imposes certain solvency and liquidity standards, auditing and reporting requirements and grants the BMA powers to supervise, investigate, require information and the production of documents and intervene in the affairs of insurance companies.

The Insurance Act requires that our Bermuda-based (re)insurance subsidiaries maintain certain solvency and liquidity standards. The minimum liquidity ratio requires that the value of relevant assets not be less than 75% of the amount of relevant liabilities. The minimum solvency margin, which varies depending on the class of the insurer, is determined as a percentage of either net reserves for losses and LAE or premiums. Our Bermuda subsidiaries with commercial insurance licenses are required to maintain a minimum statutory capital and surplus ECR at least equal to the greater of a minimum solvency margin or the Bermuda Solvency Capital Requirement ("BSCR"). The BSCR is calculated based on a standardized risk-based capital model as provided by the BMA.

Each of our regulated Bermuda subsidiaries would be prohibited from declaring or paying any dividends if it were in breach of its minimum solvency margin or liquidity ratio or if the declaration or payment of such dividends would cause it to fail to meet such margin or ratio. In addition, each of our regulated Bermuda subsidiaries is prohibited, without the prior approval of the BMA, from reducing its total statutory capital by 15% or more, or from reducing its total statutory capital and surplus by 25% or more as set out in its previous year’s statutory financial statements. Our Bermuda (re)insurance companies that are in run-off are required to seek BMA approval for any dividends or distributions.

As of December 31, 2024 and 2023, our Bermuda-based (re)insurance subsidiaries exceeded applicable minimum solvency and liquidity requirements. The Bermuda (re)insurance subsidiaries in aggregate exceeded minimum solvency requirements by $3.9 billion as of December 31, 2024 (2023: $3.7 billion) and were in compliance with their liquidity requirements.

United Kingdom

U.K. Insurance Companies (non-Lloyd's)

Our U.K. based insurance subsidiaries are regulated by the U.K. Prudential Regulatory Authority (the "PRA") and the Financial Conduct Authority (the "FCA", together with the PRA, the "U.K. Regulator").

Our U.K.-based insurance subsidiaries are required to maintain adequate financial resources in accordance with the requirements of the U.K. Regulator. Insurers must comply with a Solvency Capital Requirement ("SCR"), which is calculated using either the Solvency II standard formula or a bespoke internal model. Our non-Lloyd's U.K. companies use the standard formula for determining compliance with the SCR.

The calculation of the minimum capital resources requirements in any particular case depends on, among other things, the type and amount of insurance business written and claims paid by the insurance company. As of December 31, 2024 and 2023, all of our U.K. insurance subsidiaries maintained capital in excess of the minimum capital resources requirements and complied with the relevant U.K. Regulator requirements. Our U.K.-based insurance subsidiaries, including our Lloyd's Syndicates described below, in aggregate, maintained capital in excess of the minimum capital resources requirements by $287 million and $396 million as of December 31, 2024 and 2023, respectively.

The U.K. Regulator’s rules require our U.K. insurance subsidiaries to obtain regulatory approval for any proposed or actual payment of a dividend. The U.K. Regulator uses the SCR, among other tests, when assessing requests to make distributions.

Lloyd’s

As of December 31, 2024, we participated in the Lloyd’s market through our interests in Syndicate 2008, a syndicate that has permission to underwrite RITC business and other run-off or discontinued business type transactions with other Lloyd’s syndicates.

Enstar Group Limited | 2024 Form 10-K                  233

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Item 8 | Notes to Consolidated Financial Statements | Note 25 - Dividend Restrictions and Statutory Financial Information

We participated on the syndicate through a single, wholly-owned Lloyd’s managing agent, Enstar Managing Agency Limited.

The underwriting capacity of a corporate member of Lloyd’s must be supported by providing FAL in the form of cash, securities, letters of credit or other approved capital instrument in satisfaction of its capital requirement36. The amount of the FAL is assessed quarterly and is determined by Lloyd’s in accordance with applicable capital adequacy rules. To release their capital, Lloyd’s members are usually required to have transferred their liabilities through an approved RITC, such as those offered by Syndicate 2008.

Business plans, including maximum underwriting capacity, for Lloyd’s syndicates require annual approval by the Lloyd’s Franchise Board, which may require changes to any business plan or additional capital to support underwriting plans.

The Lloyd’s market has applied the Solvency II internal model under Lloyd’s supervision, and our Lloyd’s operations are required to meet Solvency II standards. The Society of Lloyd's has received approval from the PRA to use its bespoke internal model under the Solvency II regime.

Lloyd’s approval is required before any person can acquire control of a Lloyd’s managing agent or Lloyd’s corporate member.

United States

Our U.S. Run-off (re)insurance subsidiaries are subject to the insurance laws and regulations of the states in which they are domiciled, licensed and/or eligible to conduct business. These laws restrict the amount of dividends the subsidiaries can pay to us. The restrictions are generally based on statutory net income and/or certain levels of statutory surplus as determined in accordance with the relevant statutory accounting requirements of the individual domiciliary states or states in which any of the (re)insurance subsidiaries are commercially domiciled. Generally, prior regulatory approval must be obtained before an insurer may make a distribution above a specified level.

The U.S. (re)insurance subsidiaries are also required to maintain minimum levels of solvency and liquidity as determined by law, and to comply with Risk-Based Capital ("RBC") requirements and licensing rules as specified by the National Association of Insurance Commissioners ("NAIC"). RBC is used to evaluate the adequacy of capital and surplus maintained by our U.S. (re)insurance subsidiaries in relation to three major risk areas associated with: (i) asset risk; (ii) insurance risk and (iii) other risks. For all our U.S. (re)insurance subsidiaries, with the exception of one subsidiary which has a permitted accounting practice to treat an adverse development cover reinsurance agreement as prospective reinsurance, there are no prescribed or permitted statutory accounting practices that differ significantly from the statutory accounting principles established by NAIC.

As of December 31, 2024, all our U.S. (re)insurance subsidiaries exceeded their required levels of RBC. On an aggregate basis, our U.S. (re)insurance subsidiaries exceeded their minimum levels of RBC as of December 31, 2024 by $302 million (2023: $264 million).

Australia

The Company’s Australian insurance subsidiary is regulated and subject to prudential supervision by the Australian Prudential Regulation Authority (“APRA”). APRA is the primary regulatory body responsible for regulating compliance with the Insurance Act 1973. APRA’s prudential standards require that all insurers maintain and meet prescribed capital adequacy requirements designed to ensure that insurers meet their insurance obligations under a wide range of scenarios.

A run-off insurer must obtain APRA’s written consent prior to making any capital releases, including any payment of dividends, not from current year profits. The Company’s insurance subsidiary must provide APRA a valuation prepared by its Appointed Actuary that demonstrates that the tangible assets of the insurer, after the proposed capital reduction, are sufficient to cover its insurance liabilities to a 99.5% probability of sufficiency.

36 As described in Note 7.

Enstar Group Limited | 2024 Form 10-K                  234

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Item 8 | Notes to Consolidated Financial Statements | Note 25 - Dividend Restrictions and Statutory Financial Information

Europe

Our Liechtenstein insurance subsidiary (StarStone Insurance SE) is regulated by the Liechtenstein Financial Market Authority ("FMA") pursuant to the Liechtenstein Insurance Supervisory Act. This subsidiary is obligated to maintain a minimum solvency margin based on the Solvency II regulations. As of December 31, 2024, this subsidiary exceeded the Solvency II requirements by $109 million (2023: $118 million). The amount of dividends that this subsidiary is permitted to distribute is restricted to freely distributable reserves, which consist of retained earnings, the current year profit and legal reserves. Any dividend exceeding the current year profit requires the FMA’s approval. Solvency and capital requirements for this subsidiary are based on the Solvency II framework and must continue to be met following any distribution.

Our Belgian insurance subsidiary files financial statements and returns with the National Bank of Belgium. This subsidiary was in compliance with its solvency and capital requirements under Solvency II.

Enstar Group Limited | 2024 Form 10-K                  235

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Item 8 | Notes to Consolidated Financial Statements | Note 26 - Commitments and Contingencies

26. COMMITMENTS AND CONTINGENCIES

Concentration of Credit Risk

We believe that we are subject to credit risk associated with our cash and cash equivalents, fixed maturities, or other investments. Our cash and investments are managed pursuant to guidelines that follow prudent standards of diversification and liquidity, and limit the allowable holdings of a single issue and issuers. We are also subject to custodial credit risk on our investments, which we manage by diversifying our holdings amongst large financial institutions that are highly regulated.

We have exposure to credit risk on certain of our assets pledged to ceding companies under insurance contracts. In addition, we are potentially exposed should any insurance intermediaries be unable to fulfill their contractual obligations with respect to payments of balances owed to and by us.

Credit risk exists in relation to (re)insurance balances recoverable on paid and unpaid losses. We remain liable to the extent that counterparties do not meet their contractual obligations and, therefore, we evaluate and monitor concentration of credit risk among our (re)insurers.

We are also subject to credit risk in relation to funds held by reinsured companies. Under funds held arrangements, the reinsured company has retained funds that would otherwise have been remitted to our reinsurance subsidiaries. The funds are not typically placed into trust or subject to other security arrangements. However, we generally have the contractual ability to offset any shortfall in the payment of the funds held balances with amounts owed by us.

As of December 31, 2024, concentrations of funds held balances with reinsurance counterparties that individually exceeded 10% of shareholders’ equity totaled $3.8 billion (December 31, 2023: $4.8 billion) in aggregate.

We limit the amount of credit exposure to any one counterparty and none of our counterparty credit exposures, excluding U.S. government and agency instruments and the reinsurance counterparties noted above, exceeded 10% of shareholders’ equity as of December 31, 2024. As of December 31, 2024 our credit exposure to the U.S. government and agency instruments was $917 million (December 31, 2023: $932 million).

Legal Proceedings

We are, from time to time, involved in various legal proceedings in the ordinary course of business, including litigation and arbitration regarding claims. Estimated losses relating to claims arising in the ordinary course of business, including the anticipated outcome of any pending arbitration or litigation, are included in the liability for losses and LAE in our consolidated balance sheets. In addition to claims litigation, we may be subject to other lawsuits and regulatory actions in the normal course of business, which may involve, among other things, allegations of underwriting errors or omissions, employment claims or regulatory activity. We do not believe that the resolution of any currently pending legal proceedings, either individually or taken as a whole, will have a material effect on our business, results of operations or financial condition. We anticipate that, similar to the rest of the (re)insurance industry, we will continue to be subject to litigation and arbitration proceedings in the ordinary course of business, including litigation generally related to the scope of coverage with respect to A&E and other claims.

Unfunded Investment Commitments

As of December 31, 2024, we had unfunded commitments of $1.3 billion to other investments, $25 million to equity method investments and $22 million to privately held equity. Included in the privately held equity amount, is a commitment we entered into during the year ended December 31, 2024 to invest $10 million in an insurance-linked securities (“ILS”) arrangement through a Bermuda-based collateralized reinsurer, determined to be a related party, that will provide reinsurance capacity across a diversified portfolio of casualty programs.

Guarantees

As of December 31, 2024 and 2023, parental guarantees supporting reinsurance obligations, defendant A&E liabilities, subsidiary capital support arrangements and credit facilities were $2.5 billion and $2.3 billion respectively. We also guarantee the 2040 and 2042 Junior Subordinated Notes, which have an aggregate principal amount of $850 million37 as of December 31, 2024 and 2023.

37 As described in Note 18.

Enstar Group Limited | 2024 Form 10-K                  236

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Item 8 | Notes to Consolidated Financial Statements | Note 27 - Subsequent Events

27. SUBSEQUENT EVENTS

Atrium Syndicate 609

On January 13, 2025, one of our wholly-owned subsidiaries entered into a loss portfolio transfer agreement with Atrium Syndicate 609 (“Syndicate 609”), managed by Atrium Underwriters Limited and is a related party, to reinsure Syndicate 609’s discontinued portfolios, comprising of marine treaty reinsurance, property treaty reinsurance, and U.S. contractors general liability, underwritten in the 2023 and prior years of account. Syndicate 609 will cede $196 million of net reserves and our subsidiary will provide $108 million of additional cover in excess of the ceded reserves. The closing of the transaction is subject to regulatory approval and other closing conditions.

JSOP Vesting

On January 20, 2025, the JSOP award38 vested at a market price of $327.00 per share. As the market price exceeded the hurdle price and the performance condition based on growth in FDBVPS was met, 209,490 shares were issued to our CEO (calculated as the market price of $327.00 less $205.89, multiplied by the 565,630 shares comprising the JSOP award, divided by the market price of $327.00). Pursuant to the JSOP agreement, the remaining 356,140 shares held in the EB Trust were cancelled on January 20, 2025.

38 For additional information on the JSOP award, refer to “Joint Share Ownership Plan” within Note 22 in our consolidated financial statements.

Enstar Group Limited | 2024 Form 10-K                  237

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Item 8 | Schedules

SCHEDULE I

ENSTAR GROUP LIMITED

SUMMARY OF INVESTMENTS OTHER THAN INVESTMENTS IN RELATED PARTIES39

As of December 31, 2024

(Expressed in millions of U.S. Dollars)

Type of investment						Cost (1)						Fair Value						Amount at which shown in the balance sheet
Short-term and fixed maturities — Trading:
U.S. government and agency						$	14					$	13					$	13
U.K. government						20						15						15
Other government						116						91						91
Corporate						1,094						909						909
Municipal						34						30						30
Residential mortgage-backed						51						48						48
Commercial mortgage-backed						111						102						102
Asset-backed						34						33						33
Total						1,474						1,241						1,241
Short-term and fixed maturities — AFS:
U.S. government and agency						427						407						407
U.K. government						32						29						29
Other government						292						268						268
Corporate						2,555						2,296						2,296
Municipal						94						79						79
Residential mortgage-backed						409						373						373
Commercial mortgage-backed						711						682						682
Asset-backed						485						489						489
Total						5,005						4,623						4,623
Funds held						5,097						4,961						4,961
Equities						317						425						425
Other investments, at fair value						2,010						2,010						2,010
Total						$	13,903					$	13,260					$	13,260

(1)Original cost of fixed maturities is reduced by repayments and adjusted for amortization of premiums or accretion of discounts.

Reconciliation to balance sheet						Short-term and fixed maturities - Trading						Short-term and fixed maturities - AFS						Funds held						Equities						Other Investments
						(in millions of U.S. dollars)
Fair value of investments, other than investments in related parties						$	1,241					$	4,623					4,961						$	425					$	2,010
Investments in related parties:
Affiliates of Stone Point						23						283												70						424
Co-investor with Stone Point																								86
AmTrust																								222
Core Specialty																		18
Other (1)																														1,754
Total per balance sheet						$	1,264					$	4,906					$	4,979					$	803					$	4,188

(1)Comprised of investments in limited partnerships and partnership-like limited liability companies, that had we not elected the fair value option would otherwise be accounted for as equity method investments.

39 Refer to Note 24 in our consolidated financial statements.

Enstar Group Limited | 2024 Form 10-K                  238

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Item 8 | Schedules

SCHEDULE II

ENSTAR GROUP LIMITED

CONDENSED FINANCIAL INFORMATION OF REGISTRANT

Balance Sheets - Parent Company Only

As of December 31, 2024 and 2023

 

						2024						2023
						(in millions of U.S. dollars, except share data)
ASSETS
Cash and cash equivalents						$	534					$	6
Balances due from subsidiaries						22						12
Investments in subsidiaries						7,477						7,454
Deferred tax						18						—
Other assets						9						42
TOTAL ASSETS						$	8,060					$	7,514
LIABILITIES
Debt obligations						$	993					$	992
Balances due to subsidiaries						948						966
Other liabilities						28						21
TOTAL LIABILITIES						1,969						1,979
COMMITMENTS AND CONTINGENCIES
SHAREHOLDERS’ EQUITY
Ordinary shares (par value $1 each, issued and outstanding 2024: 15,241,316; 2023: 15,196,685):
Voting Ordinary Shares (issued and outstanding 2024: 15,241,316; 2023: 15,196,685)						15						15
Preferred Shares:
Series D Preferred Shares (issued and outstanding 2024 and 2023: 16,000; liquidation preference $400)						400						400
Series E Preferred Shares (issued and outstanding 2024 and 2023: 4,400; liquidation preference $110)						110						110
Treasury shares, at cost:
Series C Preferred Shares (all issued shares held in treasury in 2024 and 2023: 388,571)						(422)						(422)
Joint Share Ownership Plan (voting ordinary shares, held in trust 2024 and 2023: 565,630)						(1)						(1)
Additional paid-in capital						600						579
Accumulated other comprehensive loss						(341)						(336)
Retained earnings						5,730						5,190
Total Enstar Group Limited Shareholders’ Equity						6,091						5,535
TOTAL LIABILITIES AND SHAREHOLDERS’ EQUITY						$	8,060					$	7,514

See accompanying notes to the Condensed Financial Information of Registrant

Enstar Group Limited | 2024 Form 10-K                  239

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Item 8 | Schedules

SCHEDULE II

ENSTAR GROUP LIMITED

CONDENSED FINANCIAL INFORMATION OF REGISTRANT - CONTINUED

Statements of Operations - Parent Company Only

For the Years Ended December 31, 2024, 2023 and 2022

 

			2024						2023						2022
			(in millions of U.S. dollars)
REVENUES
Net investment income			$	1					$	12					$	2
Fair value changes in trading securities, funds held and other investments			—						16						13
Total revenues			1						28						15
EXPENSES
General and administrative expenses			81						34						24
Interest expense			96						80						70
Net foreign exchange losses			—						5						3
Total expenses			177						119						97
NET LOSS BEFORE EQUITY IN UNDISTRIBUTED INCOME OF SUBSIDIARIES			(176)						(91)						(82)
Income tax (expense) benefit			(14)						31						—
Equity in undistributed income (losses) of subsidiaries			766						1,178						(788)
NET INCOME (LOSS)			576						1,118						(870)
Dividends on preferred shares			(36)						(36)						(36)
NET INCOME (LOSS) ATTRIBUTABLE TO ENSTAR GROUP LIMITED ORDINARY SHAREHOLDERS			$	540					$	1,082					$	(906)

See accompanying notes to the Condensed Financial Information of Registrant

Statements of Comprehensive Income - Parent Company Only

For the Years Ended December 31, 2024, 2023 and 2022

			2024						2023						2022
			(in millions of U.S. dollars)
NET INCOME (LOSS)			$	576					$	1,118					$	(870)
Other comprehensive (loss) income relating to subsidiaries, net of tax			(5)						(34)						(286)
COMPREHENSIVE INCOME (LOSS)			$	571					$	1,084					$	(1,156)

See accompanying notes to the Condensed Financial Information of Registrant

Enstar Group Limited | 2024 Form 10-K                  240

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Item 8 | Schedules

SCHEDULE II

ENSTAR GROUP LIMITED

CONDENSED FINANCIAL INFORMATION OF REGISTRANT - CONTINUED

Statements of Cash Flows - Parent Company Only

For the Years Ended December 31, 2024, 2023 and 2022

			2024						2023						2022
			(in millions of U.S. dollars)
OPERATING ACTIVITIES:
Net cash flows provided by operating activities			$	64					$	496					$	87
INVESTING ACTIVITIES:
Dividends and return of capital from subsidiaries			500						—						14
Contributions to subsidiaries			—						—						(102)
Net cash flows provided (used in) by investing activities			500						—						(88)
FINANCING ACTIVITIES:
Dividends on preferred shares			(36)						(36)						(36)
Repurchase of shares			—						(531)						(163)
Repayment of loans			—						—						(302)
Receipt of loans			—						62						445
Net cash flows used in financing activities			(36)						(505)						(56)
NET INCREASE (DECREASE) IN CASH AND CASH EQUIVALENTS			528						(9)						(57)
CASH AND CASH EQUIVALENTS, BEGINNING OF YEAR			6						15						72
CASH AND CASH EQUIVALENTS, END OF YEAR			$	534					$	6					$	15

See accompanying notes to the Condensed Financial Information of Registrant

Notes to the Condensed Financial Information of Registrant

The Condensed Financial Information of Registrant should be read in conjunction with our consolidated financial statements and the accompanying notes thereto included in Part II - Item 8 of this Annual Report on Form 10-K. Our wholly-owned and majority owned subsidiaries are recorded based upon our proportionate share of our subsidiaries' net assets (similar to presenting them on the equity method).

Net investment income relates to interest on loans to subsidiaries. Interest expense includes interest owed on external Senior Notes and owed on loans from subsidiaries. For the years ended December 31, 2024, 2023, and 2022, interest paid was $40 million, $40 million, and $47 million, respectively.

Investing activities in the Condensed Statements of Cash Flows primarily represents the flow of funds to and from subsidiaries to provide cash on hand to fund business acquisitions and significant new business.

For the year ended December 31, 2024 investing activities consisted of the receipt of $500 million in cash dividends from subsidiaries. Non-Cash investing activities during the year ended December 31, 2024 consisted of $204 million in settlements of loan receivables. There was no Non-Cash investing activity for the year ended December 31, 2023. For the year ended December 31, 2022 non-cash activities consisted of $600 million for dividends and return of capital from subsidiaries, representing an intercompany transfer of equity securities at book value and an increase in balances due from subsidiaries (resulting in a decrease in investments in subsidiaries).

As of December 31, 2024 and 2023, parental guarantees supporting reinsurance obligations, defendant A&E liabilities, subsidiary capital support arrangements and credit facilities were $2.5 billion and $2.3 billion, respectively. In addition, as of December 31, 2024, we also guarantee the Junior Subordinated Notes issued in 2020 and 2022 for an aggregate principal amount of $850 million (December 31, 2023: $850 million).

As of December 31, 2024 and 2023, retained earnings were $5.7 billion and $5.2 billion, respectively, an increase of $540 million. This increase was attributable to the net income of $540 million.

Enstar Group Limited | 2024 Form 10-K                  241

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Item 8 | Schedules

SCHEDULE III

ENSTAR GROUP LIMITED

SUPPLEMENTARY INSURANCE INFORMATION

(Expressed in millions of U.S. Dollars)

			As of December 31, 2024																								Year ended December 31, 2024
			Deferred Acquisition Costs						Reserves for Losses and Loss Adjustment Expenses						Unearned Premiums						Policy Benefits for Life and Annuity Contracts						Net Premiums Earned						Net Investment Income						Losses and Loss Expenses and Policy Benefits						Acquisition Costs						Other Operating Expenses						Net Premiums Written
2024
Run-off			$	2					$	11,771					$	133					$	—					$	40					$	—					$	(159)					$	9					$	178					$	5
Investments			—						—						—						—						—						651						—						—						40						—
Corporate & Other			—						(367)						—						—						—						—						33						—						173						—
Total			$	2					$	11,404					$	133					$	—					$	40					$	651					$	(126)					$	9					$	391					$	5
2023
Run-off			$	4					$	12,779					$	171					$	—					$	43					$	—					$	(196)					$	10					$	177					$	96
Investments			—						—						—						—						—						647						—						—						43						—
Corporate & Other			—						(420)						—						—						—						—						95						—						149						—
Total			$	4					$	12,359					$	171					$	—					$	43					$	647					$	(101)					$	10					$	369					$	96
2022
Run-off			$	7					$	13,337					$	114					$	—					$	40					$	—					$	(442)					$	22					$	143					$	(4)
Assumed Life			—						—						—						821						17						—						(30)						—						7						12
Investments			—						—						—						—						—						445						—						—						37						—
Legacy Underwriting			—						173						—						—						9						10						7						1						2						4
Corporate & Other			—						(503)						—						—						—						—						(218)						—						142						—
Total			$	7					$	13,007					$	114					$	821					$	66					$	455					$	(683)					$	23					$	331					$	12

Enstar Group Limited | 2024 Form 10-K                  242

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Item 8 | Schedules

SCHEDULE IV

ENSTAR GROUP LIMITED

REINSURANCE

For the Years Ended December 31, 2024, 2023 and 2022

(Expressed in millions of U.S. Dollars)

 

			Gross						Ceded to Other Companies						Assumed from Other Companies						Net Amount						Percentage of Amount Assumed to Net
2024
Premiums earned:
Property and casualty			$	46					$	(10)					$	4					$	40					10.0		%
Total premiums earned			$	46					$	(10)					$	4					$	40
2023
Premiums earned:
Property and casualty			47						(6)						2						43						4.7		%
Total premiums earned			$	47					$	(6)					$	2					$	43
2022
Premiums earned:
Property and casualty			62						(31)						18						49						36.7		%
Future policyholder benefits			—						—						17						17						100.0		%
Total premiums earned			$	62					$	(31)					$	35					$	66

Enstar Group Limited | 2024 Form 10-K                  243

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Item 8 | Schedules

SCHEDULE V

ENSTAR GROUP LIMITED

VALUATION AND QUALIFYING ACCOUNTS

For the Years Ended December 31, 2024, 2023 and 2022

(Expressed in millions of U.S. Dollars)

 

			Balance at Beginning of Year												Charged to costs and expenses						Charged to other accounts						Deductions (1)						Balance at End of Year
December 31, 2024
Reinsurance balances recoverable on paid and unpaid losses:
Allowance for estimated uncollectible reinsurance			$	131											$	—					$	(6)					$	(9)					$	116
Insurance balances recoverable:
Allowance for estimated uncollectible insurance			5												—						(1)						—						4
Valuation allowance for deferred tax assets			156												6						—						(38)						124
December 31, 2023
Reinsurance balances recoverable on paid and unpaid losses:
Allowance for estimated uncollectible reinsurance			$	131											$	—					$	3					$	(3)					$	131
Insurance balances recoverable:
Allowance for estimated uncollectible insurance			5												—						—						—						5
Valuation allowance for deferred tax assets			181												16						—						(41)						156
December 31, 2022
Reinsurance balances recoverable on paid and unpaid losses:
Allowance for estimated uncollectible reinsurance			$	136											$	—					$	(5)					$	—					$	131
Insurance balances recoverable:
Allowance for estimated uncollectible insurance			5												—						—						—						5
Valuation allowance for deferred tax assets			129												52						—						—						181

.

(1)Credited to the related asset account.

Enstar Group Limited | 2024 Form 10-K                  244

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Item 8 | Schedules

SCHEDULE VI

ENSTAR GROUP LIMITED

SUPPLEMENTARY INFORMATION CONCERNING PROPERTY/CASUALTY INSURANCE OPERATIONS

As of and for the years ended December 31, 2024, 2023 and 2022

(Expressed in millions of U.S. Dollars)

 

						As of December 31,																		Year ended December 31,
Affiliation with Registrant						Deferred Acquisition Costs						Reserves for Unpaid Losses and Loss Adjustment Expenses						Unearned Premiums						Net Premiums Earned						Net Investment Income						Net Losses and Loss Expenses Incurred												Net Paid Losses and Loss Expenses						Amortization of Deferred Acquisition Costs						Net Premiums Written
																																				Current Period						Prior Periods
Consolidated Subsidiaries
2024						$	2					$	11,404					$	133					$	40					$	651					$	23					$	(149)					$	(2,267)					$	9					$	5
2023						4						12,359						171						43						647						30						(131)						(2,467)						10						96
2022						7						13,007						114						49						455						48						(756)						(1,680)						23						—

Enstar Group Limited | 2024 Form 10-K                  245

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ITEM 9. CHANGES IN AND DISAGREEMENTS WITH ACCOUNTANTS ON ACCOUNTING AND FINANCIAL DISCLOSURE

Not applicable.

ITEM 9A. CONTROLS AND PROCEDURES

Evaluation of Disclosure Controls and Procedures

Under the supervision and with the participation of management, including our Chief Executive Officer and our Chief Financial Officer, we evaluated the effectiveness of our disclosure controls and procedures (as defined in Rules 13a-15(e) and 15d-15(e) of the Exchange Act) as of December 31, 2024. Based on that evaluation, our Chief Executive Officer and our Chief Financial Officer have concluded that we maintained effective disclosure controls and procedures to provide reasonable assurance that information required to be disclosed by us in reports that we file or submit under the Exchange Act is recorded, processed, summarized and reported, within the time periods specified in the SEC's rules and forms, and that such information is accumulated and communicated to our management, including the Chief Executive Officer and Chief Financial Officer, as appropriate, to allow timely decisions regarding required disclosure.

Management’s Annual Report on Internal Control Over Financial Reporting

Management is responsible for establishing and maintaining adequate internal control over financial reporting (as defined in Rules 13a-15(f) and 15d-15(f) of the Exchange Act). Our internal control over financial reporting is a process designed to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with U.S. GAAP.

Because of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Also, projections of any evaluation of effectiveness to future periods are subject to the risk that controls may become inadequate because of changes in conditions, or that the degree of compliance with the policies or procedures may deteriorate.

Under the supervision and with the participation of management, including our Chief Executive Officer and our Chief Financial Officer, we evaluated the effectiveness of our internal control over financial reporting as of December 31, 2024, based on the criteria set forth by the Committee of Sponsoring Organizations of the Treadway Commission in Internal Control - Integrated Framework (2013). Based on that evaluation, our management has concluded that our internal control over financial reporting was effective as of December 31, 2024.

The effectiveness of the Company’s internal control over financial reporting as of December 31, 2024 has been audited by PricewaterhouseCoopers LLP, an independent registered public accounting firm, as stated in their report which appears herein.

Changes in Internal Control Over Financial Reporting

There were no changes in our internal control over financial reporting that occurred during the three months ended December 31, 2024 that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

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ITEM 9B. OTHER INFORMATION

During the three months ended December 31, 2024, none of our directors or officers adopted, modified or terminated a “Rule 10b5-1 trading arrangement” or a “non-Rule 10b5-1 trading arrangement” as such terms are defined under Item 408 of Regulation S-K.

ITEM 9C. DISCLOSURE REGARDING FOREIGN JURISDICTIONS THAT PREVENT INSPECTIONS

Not applicable.

PART III

ITEM 10. DIRECTORS, EXECUTIVE OFFICERS AND CORPORATE GOVERNANCE

All information required by Items 10, 11, 12, 13 and 14 of this Annual Report on Form 10-K will be either (i) included in an amendment to this Annual Report on Form 10-K or (ii) incorporated by reference from the definitive proxy statement for our 2025 Annual General Meeting of Shareholders that will be filed with the SEC not later than 120 days after the close of the fiscal year ended December 31, 2024 pursuant to Regulation 14A.

ITEM 11. EXECUTIVE COMPENSATION

See Item 10 herein.

ITEM 12. SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT AND RELATED STOCKHOLDER MATTERS

See Item 10 herein.

ITEM 13. CERTAIN RELATIONSHIPS AND RELATED TRANSACTIONS, AND DIRECTOR INDEPENDENCE

See Item 10 herein.

ITEM 14. PRINCIPAL ACCOUNTING FEES AND SERVICES

See Item 10 herein.

PART IV

ITEM 15. EXHIBITS, FINANCIAL STATEMENT SCHEDULES

(a)Financial Statements and Financial Statement Schedules: see Item 8 in Part II of this report.

(b)Exhibits: see accompanying exhibit index that precedes the signature page of this report.

ITEM 16. FORM 10-K SUMMARY

Omitted at Company's option.

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Exhibit Index

EXHIBIT INDEX

Exhibit No.						Description
2.1s						Agreement and Plan of Merger, dated as of July 29, 2024, by and among Enstar Group Limited, Deer Ltd., Deer Merger Sub, Ltd. Elk Bidco Limited, and Elk Merger Sub Limited (incorporated by reference to Exhibit 2.1 of the Company’s Form 8-K filed on July 29, 2024).
3.1						Memorandum of Association of Enstar Group Limited (incorporated by reference to Exhibit 3.1 to the Company’s Form 10-K/A filed on May 2, 2011).
3.2						Sixth Amended and Restated Bye-Laws of Enstar Group Limited (incorporated by reference to Exhibit 3.1 to the Company’s Form 8-K filed on June 15, 2021).
3.3						Certificate of Designations of Series C Participating Non-Voting Perpetual Preferred Stock of Enstar Group Limited, dated as of June 13, 2016 (incorporated by reference to Exhibit 3.1 to the Company's Form 8-K filed on June 17, 2016).
3.4						Certificate of Designations of Series D Perpetual Non-Cumulative Preferred Shares of Enstar Group Limited, dated as of June 27, 2018 (incorporated by reference to Exhibit 4.1 to the Company’s Form 8-K filed on June 27, 2018).
3.5						Certificate of Designations of Series E Perpetual Non-Cumulative Preferred Shares of Enstar Group Limited, dated as of November 21, 2018 (incorporated by reference to Exhibit 4.1 to the Company’s Form 8-K filed on November 21, 2018).
4.1						Senior Indenture, dated as of March 10, 2017, between Enstar Group Limited and The Bank of New York Mellon, as trustee (incorporated by reference to Exhibit 4.1 to the Company's Form 8-K filed on March 10, 2017).
4.2						First Supplemental Indenture, dated as of March 10, 2017, between Enstar Group Limited and The Bank of New York Mellon, as trustee (incorporated by reference to Exhibit 4.2 to the Company's Form 8-K filed on March 10, 2017).
4.3						Second Supplemental Indenture, dated as of March 26, 2019, between Enstar Group Limited and The Bank of New York Mellon, as trustee (incorporated by reference to Exhibit 4.1 to the Company’s Form 8-K filed on March 26, 2019).
4.4						Third Supplemental Indenture, dated as of May 28, 2019, between Enstar Group Limited and The Bank of New York Mellon, as trustee (incorporated by reference to Exhibit 4.2 to the Company’s Form 8-K filed on May 28, 2019).
4.5						Fourth Supplemental Indenture, dated as of August 24, 2021, between Enstar Group Limited and The Bank of New York Mellon, as trustee (incorporated by reference to Exhibit 4.2 to the Company’s Form 8-K filed on August 24, 2021).
4.6						Junior Subordinated Indenture, dated as of August 26, 2020, among Enstar Finance LLC, Enstar Group Limited and The Bank of New York Mellon, as trustee (incorporated by reference to exhibit 4.1 to the Company's Form 8-K filed on August 26, 2020).
4.7						First Supplemental Indenture, dated as of August 26, 2020, among Enstar Finance LLC, Enstar Group Limited and The Bank of New York Mellon, as trustee (incorporated by reference to Exhibit 4.2 to the Company's Form 8-K filed on August 26, 2020).
4.8						Second Supplemental Indenture dated as of January 14, 2022, among Enstar Finance LLC, Enstar Group Limited and The Bank of New York Mellon, as trustee (incorporated by reference to Exhibit 4.2 to the Company's Form 8-K filed on January 14, 2022).
4.9						Deposit Agreement, dated as of June 27, 2018, between Enstar Group Limited and American Stock Transfer (incorporated by reference to Exhibit 4.3 to the Company’s Form 8-K filed on June 27, 2018).
4.10						Deposit Agreement, dated as of November 21, 2018, between Enstar Group Limited and American Stock Transfer (incorporated by reference to Exhibit 4.3 to the Company’s Form 8-K filed on November 21, 2018).
4.11						Description of Securities (incorporated by reference to Exhibit 4.7 to the Company's Form 10-K filed on February 27, 2020).
10.1						Registration Rights Agreement, dated as of January 31, 2007, by and among Castlewood Holdings Limited, Trident II, L.P., Marsh & McLennan Capital Professionals Fund, L.P., Marsh & McLennan Employees’ Securities Company, L.P., Dominic F. Silvester, J. Christopher Flowers, and other parties thereto set forth on the Schedule of Shareholders attached thereto (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K12B filed on January 31, 2007).

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10.2						Registration Rights Agreement, dated as of April 20, 2011, by and among Enstar Group Limited, GSCP VI AIV Navi, Ltd., GSCP VI Offshore Navi, Ltd., GSCP VI Parallel AIV Navi, Ltd., GSCP VI Employee Navi, Ltd., and GSCP VI GmbH Navi, L.P. (incorporated by reference to Exhibit 99.3 to the Company’s Form 8-K filed on April 21, 2011).
10.3						Registration Rights Agreement, dated April 1, 2014, among Enstar Group Limited, FR XI Offshore AIV, L.P., First Reserve Fund XII, L.P., FR XII A Parallel Vehicle L.P., FR Torus Co-Investment, L.P. and Corsair Specialty Investors, L.P. (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on April 4, 2014).
10.4						Form of Waiver Agreement (incorporated herein by reference to Exhibit 4.7 to the Company's Form S-3 filed on October 10, 2017).
10.5+						Form of Director Indemnification Agreement (incorporated by reference to Exhibit 10.1 to the Company’s Form S-3 (No. 333-151461) initially filed on June 5, 2008).
10.6+						Amended and Restated Employment Agreement, dated July 1, 2022, between Enstar Group Limited and Dominic F. Silvester (incorporated by reference to Exhibit 10.3 to the Company’s Form 8-K filed on July 6, 2022).
10.7+						Letter Agreement, dated November 19, 2024, between Enstar (EU) Limited and Dominic F. Silvester (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on November 25, 2024).
10.8+						Amended and Restated Employment Agreement, dated January 21, 2020, by and between Enstar Group Limited and Orla M. Gregory (incorporated by reference to Exhibit 10.4 to the Company’s Form 8-K filed on January 27, 2020).
10.9+						Amendment No. 1 to Amended and Restated Employment Agreement, dated September 16, 2021, by and between Enstar Group Limited and Orla M. Gregory (incorporated by reference to Exhibit 10.1 to the Company's Form 8-K filed on September 21, 2021).
10.10+						Amendment No. 2 to the Amended and Restated Employment Agreement, dated July 1, 2022, between Enstar Group Limited and Orla Gregory (incorporated by reference to Exhibit 10.4 to the Company’s Form 8-K filed on July 6, 2022).
10.11+						Amendment No. 3 to the Amended and Restated Employment Agreement, dated March 21, 2023, by and between Enstar Group Limited and Orla Gregory (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K/A filed on March 24, 2023).
10.12+						Transition Agreement, dated as of July 29, 2024, by and among Ms. Gregory and the Company (incorporated by reference to Exhibit 10.1 of the Company’s Form 8-K filed on July 29, 2024).
10.13+						Employment Agreement, dated January 8, 2018, by and between Enstar Group Limited and Paul M.J. Brockman (incorporated by reference to Exhibit 10.1 to the Company’s Form 10-Q filed on May 8, 2019).
10.14+						Amendment No. 1 to the Employment Agreement, dated March 21, 2023, by and between Enstar (US), Inc. and Paul Brockman (incorporated by reference to Exhibit 10.3 to the Company’s Form 8-K/A filed on March 24, 2023).
10.15+						Amendment No. 2 to the Employment Agreement, dated April 4, 2024, by and between Enstar (US), Inc. and Paul Brockman (incorporated by reference to Exhibit 10.2 to the Company’s Form 10-Q filed on May 2, 2024).
10.16+						Contract of Employment, dated April 4, 2024, between Enstar (EU) Limited and Paul Brockman (incorporated by reference to Exhibit 10.3 to the Company’s Form 10-Q filed on May 2, 2024).
10.17+						Letter Agreement, dated October 29, 2024, between Enstar (US), Inc. and Paul Brockman (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on November 4, 2024).
10.18+						Amended and Restated Employment Agreement, dated June 6, 2023, by and between Enstar (US), Inc. and Nazar Alobaidat (incorporated by reference to Exhibit 10.1 to the Company's Form 10-Q filed on May 2, 2024).
10.19+						Employment Agreement, dated March 21, 2023, by and between Enstar (US), Inc. and Matthew Kirk (incorporated by reference to Exhibit 10.2 to the Company’s Form 8-K/A filed on March 24, 2023).
10.20+						Employment Agreement, dated July 1, 2019, by and between Enstar (US), Inc. and David Ni (incorporated by reference to Exhibit 10.2 to the Company’s Form 10-Q filed on May 4, 2023).
10.21+						Amendment No. 1 to Employment Agreement, dated February 4, 2022, by and between Enstar (US), Inc. and David Ni (incorporated by reference to Exhibit 10.3 to the Company’s Form 10-Q filed on May 4, 2023).

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10.22+s						Letter Agreement, dated December 16, 2024, between Enstar Group Limited and David Ni (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on December 18, 2024).
10.23+						Enstar Group Limited Deferred Compensation and Ordinary Share Plan for Non-Employee Directors, effective as of June 5, 2007 (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on June 11, 2007).
10.24+						Amended and Restated Enstar Group Limited Deferred Compensation and Ordinary Share Plan for Non-Employee Directors, effective as of January 1, 2015 (incorporated by reference to Exhibit 10.13 to the Company’s Form 10-K filed on March 2, 2015).
10.25+						Form of Non-Employee Director Restricted Stock Award Agreement (incorporated by reference to Exhibit 10.32 to the Company’s Form 10-K filed on March 2, 2015).
10.26+						Form of Non-Employee Director Restricted Stock Award Agreement (incorporated by reference to Exhibit 10.22 to the Company’s Form 10-K filed on February 22, 2024).
10.27+						Form of Non-Employee Director Restricted Share Unit Award Agreement (incorporated by reference to Exhibit 10.23 to the Company’s Form 10-K filed on February 22, 2024)..
10.28+						Enstar Group Limited Amended and Restated 2016 Equity Incentive Plan, as amended (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on June 1, 2022).
10.29+						Form of Restricted Stock Award Agreement under the Enstar Group Limited 2016 Equity Incentive Plan (incorporated by reference to Exhibit 10.1 to the Company's Form 10-Q filed on August 5, 2016).
10.30+						Form of Performance Stock Unit Award Agreement (Annual Cycle) (2020) under the Enstar Group Limited 2016 Equity Incentive Plan (incorporated by reference to Exhibit 10.29 to the Company's Form 10-K filed on February 27, 2020).
10.31+						Form of Restricted Stock Unit Award Agreement (2020) under the Enstar Group Limited 2016 Equity Incentive Plan (incorporated by reference to Exhibit 10.30 to the Company's Form 10-K filed on February 27, 2020).
10.32*+						Form of Restricted Stock Unit Award Agreement (2025) under the Enstar Group Limited 2016 Equity Incentive Plan.
10.33+						Form of Performance Stock Unit Award Agreement (2021) under the Enstar Group Limited 2016 Equity Incentive Plan (incorporated by reference to Exhibit 10.1 to the Company's Form 10-Q filed on May 7, 2021).
10.34+						Joint Share Ownership Agreement, dated January 21, 2020, by and among Enstar Group Limited, Dominic F. Silvester and Zedra Trust Company, as trustee (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on January 27, 2020).
10.35+						Deed of Amendment and Restatement to the Joint Ownership Agreement, dated July 1, 2022, between Enstar Group Limited, Dominic F. Silvester and Zedra Trust Company (Guernsey) Limited, as trustee (incorporated by reference to Exhibit 10.2 to the Company’s Form 8-K filed on July 6, 2022).
10.36+						Enstar Group Limited Amended and Restated Employee Share Purchase Plan (incorporated by reference to Exhibit 10.4 to the Company’s Form 10-Q filed on November 8, 2016).
10.37+						Enstar Group Limited 2022-2024 Annual Incentive Compensation Program (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on November 9, 2021).
10.38s						Amended and Restated Revolving Credit Agreement, dated as of May 30, 2023, by and among Enstar Group Limited and certain of its subsidiaries, National Australia Bank Limited, Wells Fargo Bank, National Association and each of the lenders party thereto (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on June 1, 2023).
10.39						Amendment No. 1 to Amended and Restated Revolving Credit Agreement, by and among Enstar Group Limited and certain of its subsidiaries, National Australia Bank Limited and each of the lenders party thereto (incorporated by reference to Exhibit 10.1 of the Company’s Form 8-K filed on September 13, 2024).
10.40s						Amended and Restated Letter of Credit Facility Agreement, dated as of July 28, 2023, by and among Enstar Group Limited and certain of its subsidiaries, National Australia Bank Limited, The Bank of Nova Scotia and each of the lenders party thereto (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on August 2, 2023).
10.41						Amendment No. 1 to Amended and Restated Letter of Credit Facility Agreement, by and among Enstar Group Limited and certain of its subsidiaries, Cavello Bay Reinsurance Limited, National Australia Bank Limited and each of the lenders party thereto (incorporated by reference to Exhibit 10.2 of the Company’s Form 8-K filed on September 13, 2024).

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10.42						Purchase Agreement, dated as of May 10, 2022, by and between Trident Public Equity LP and Enstar Group Limited (incorporated by reference to Exhibit 10.1 to the Company's Form 8-K filed on May 11, 2022).
10.43						Purchase Agreement, dated March 23, 2023, between Enstar Group Limited and Canada Pension Plan Investment Board (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on March 28, 2023).
10.44s						Purchase Agreement, dated as of November 7, 2023, by and among Enstar Group Limited, Canada Pension Plan Investment Board, and CPPIB Epsilon Ontario Limited Partnership (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on November 13, 2023).
10.45s						Purchase Agreement, dated as of November 7, 2023, by and between Enstar Group Limited and Trident Public Equity L.P. (incorporated by reference to Exhibit 10.2 to the Company’s Form 8-K filed on November 13, 2023).
10.46						Shareholder Rights Agreement, dated as of November 8, 2023, by and among Enstar Group Limited, Elk Evergreen Investments, LLC and Elk Cypress Investments, LLC (incorporated by reference to Exhibit 10.3 to the Company’s Form 8-K filed on November 13, 2023).
10.47						Registration Rights Agreement, dated as of November 8, 2023, by and among Enstar Group Limited, Elk Evergreen Investments, LLC and Elk Cypress Investments, LLC (incorporated by reference to Exhibit 10.4 to the Company’s Form 8-K filed on November 13, 2023).
10.48s						Purchase Agreement, dated as of December 20, 2023, by and among Kenmare Holdings Ltd., Trident V, L.P., Trident V Parallel Fund, L.P., Trident V Professionals Fund, L.P., Dowling Capital Partners I, L.P., and Capital City Partners, LLC (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on December 22, 2023).
19.1*						Insider Trading Policy.
21.1*						List of Subsidiaries.
22.1*						List of Subsidiary Issuers of Guaranteed Securities.
23.1*						Consent of PricewaterhouseCoopers LLP.
31.1*						Certification of Chief Executive Officer pursuant to Rule 13a-14(a) or Rule 15d-14(a) of the Securities Exchange Act of 1934 as adopted under Section 302 of the Sarbanes-Oxley Act of 2002.
31.2*						Certification of Chief Financial Officer pursuant to Rule 13a-14(a) or Rule 15d-14(a) of the Securities Exchange Act of 1934 as adopted under Section 302 of the Sarbanes-Oxley Act of 2002.
32.1**						Certification of Chief Executive Officer pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002.
32.2**						Certification of Chief Financial Officer pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002.
97.1						Enstar Group Limited Policy for the Recovery of Erroneously Awarded Compensation (incorporated by reference to Exhibit 97.1 to the Company’s Form 10-K filed on February 22, 2024).
101*						Inline XBRL Document Set for the consolidated financial statements and accompanying notes in Part II, Item 8 of this Annual Report on Form 10-K.
104*						The cover page from the Company’s Annual Report on Form 10-K, formatted as Inline XBRL (included in Exhibit 101).

____________________________________________________________________________________________

*     filed herewith

** furnished herewith

+     denotes management contract or compensatory arrangement

s    certain of the schedules and similar attachments are not filed but Enstar Group Limited undertakes to furnish a copy of the schedules or similar attachments to the SEC upon request

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SIGNATURES

Pursuant to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized on February 27, 2025.

			ENSTAR GROUP LIMITED
By:			/S/ DOMINIC F. SILVESTER
			Dominic F. Silvester Chief Executive Officer

Pursuant to the requirements of the Securities Exchange Act of 1934, this report has been signed below by the following persons on behalf of the registrant and in the capacities indicated on February 27, 2025.

Signature						Title
/s/    ROBERT J. CAMPBELL Robert J. Campbell						Chairman and Director
/s/    DOMINIC F. SILVESTER Dominic F. Silvester						Chief Executive Officer and Director
/s/    MATTHEW KIRK Matthew Kirk						Chief Financial Officer (signing in his capacity as Principal Financial Officer)
/s/    GIRISH RAMANATHAN Girish Ramanathan						Chief Accounting Officer (signing in his capacity as Principal Accounting Officer)
/s/    B. FREDERICK BECKER B. Frederick Becker						Director
/s/    SHARON A. BEESLEY Sharon A. Beesley						Director
/s/    JAMES D. CAREY James D. Carey						Director
/s/    SUSAN L. CROSS Susan L. Cross						Director
/s/    HANS-PETER GERHARDT Hans-Peter Gerhardt						Director
/s/    MYRON HENDRY Myron Hendry						Director
/s/    Paul O’Shea Paul O’Shea						Director
/s/    HITESH PATEL Hitesh Patel						Director
/s/    POUL A. WINSLOW Poul A. Winslow						Director

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