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Enstargroup.com Enstargroup.com Realising Value Investor Financial Supplement March 31, 2025 ENSTAR GROUP LIMITED

| enstargroup.com 2 Table of Contents Page Explanatory Notes 3 Financial Highlights 5 Consolidated Results by Segment 6 Capital Position & Credit Ratings 8 Non-GAAP Measures 9 Reconciliation to Fully Diluted Book Value per Share 11 Reconciliation to Adjusted Return on Equity 12 Reconciliation to Adjusted Run-off Liability Earnings 13 Reconciliation to Adjusted Total Investment Return 14 Investment Composition 15

| enstargroup.com 3 Explanatory Notes About Enstar Enstar is a NASDAQ-listed leading global (re)insurance group that offers capital release solutions through its network of group companies in Bermuda, the United States, the United Kingdom, Australia, Liechtenstein and Belgium. A market leader in completing legacy acquisitions, Enstar has acquired over 120 companies and portfolios since its formation. For further information about Enstar, see www.enstargroup.com. Basis of Presentation In this Investor Financial Supplement, the terms "we," "us," "our," "Enstar," or "the Company" refer to Enstar Group Limited and its consolidated subsidiaries. All information contained herein is unaudited. Unless otherwise noted, amounts are in millions of U.S. Dollars, except for share and per share amounts. This Investor Financial Supplement is being provided for informational purposes only. It should be read in conjunction with documents filed by Enstar with the U.S. Securities and Exchange Commission, including its Annual Reports on Form 10-K and its Quarterly Reports on Form 10-Q. Sixth Street Merger Agreement As announced in July 2024, Enstar has entered into a definitive merger agreement to be acquired by Sixth Street for $5.1 billion or $338 per ordinary share. A copy of the press release can be found by visiting the Investor Relations section of the Enstar corporate website at www.enstargroup.com. On November 6, 2024, a majority of the Company's shareholders voted to approve the Merger. 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. Refer to pages 9 to 14 for further details.

4 Explanatory Notes (continued) Investment Composition In certain instances, U.S. GAAP requires, in part, that invested assets be classified based upon the legal form of the investment which may not correspond to management’s view of the underlying economic exposure. For example: 1. Enstar has certain investments in public shares of exchange traded funds (“ETFs”) where the underlying exposure of the ETF is investment grade fixed maturities, and Enstar also has certain privately held equities which management evaluates based on the underlying economic exposures. U.S. GAAP requires that these investments be classified as “Equities”. 2. Enstar has certain private equity funds that are collectively held in a limited partnership, which management evaluates based on the nature of the underlying investments within these funds. U.S. GAAP requires that the investment be classified as “Private equity funds” within “Other Investments”. Where relevant, we have disclosed the underlying economic exposure of our investments in order to be consistent with the manner in which management views the underlying portfolio composition. Refer to pages 15 and 16 for further details. Cautionary Statement This Investor Financial Supplement contains certain forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995. These statements include statements regarding the intent, belief or current expectations of Enstar and its management team. Investors are cautioned that any such forward- looking statements speak only as of the date they are made, are not guarantees of future performance and involve risks and uncertainties, and that actual results may differ materially from those projected in the forward-looking statements as a result of various factors. Important risk factors regarding Enstar can be found under the heading "Risk Factors" in our filings with the Securities and Exchange Commission, including our Annual Reports on Form 10-K and our Quarterly Reports on Form 10- Q. Furthermore, Enstar undertakes no obligation to update any written or oral forward-looking statements or publicly announce any updates or revisions to any of the forward-looking statements contained herein, to reflect any change in its expectations with regard thereto or any change in events, conditions, circumstances or assumptions underlying such statements, except as required by law.

| enstargroup.com 5 Three Months Ended March 31, 2025 March 31, 2024 Key Income Metrics Return on Equity (“ROE”) 0.9 % 2.4 % Annualized ROE 3.6 % 9.5 % Adjusted ROE (1) 0.7 % 2.6 % Annualized adjusted ROE (1) 2.9 % 10.5 % Basic net earnings per share $ 3.36 $ 8.13 Diluted net earnings per share $ 3.32 $ 8.02 Key Run-off Metrics Average net loss reserves $ 10,611 $ 11,206 Run-off liability earnings (“RLE”) 0.2 % 0.2 % Average adjusted net loss reserves (1) $ 11,437 $ 12,111 Adjusted RLE (1) 0.3 % 0.2 % Key Investment Return Metrics Average aggregate invested assets $ 18,053 $ 18,021 Annualized total investment return (“TIR”) 5.4 % 4.9 % Annualized investment book yield 4.22 % 4.36 % Income (loss) from equity method investments $ 4 $ (5) Adjusted average aggregate invested assets (1) $ 18,748 $ 18,778 Annualized adjusted TIR (1) 3.8 % 5.5 % As of March 31, 2025 December 31, 2024 Key Shareholder Metrics Ordinary shareholder’s equity $ 5,697 $ 5,581 Total Enstar shareholders’ equity $ 6,207 $ 6,091 Book value per ordinary share (“BVPS”) $ 382.10 $ 380.29 Fully diluted BVPS (“FDBVPS”) (1) $ 375.23 $ 368.47 Change in FDBVPS 1.8 % 9.4 % Total ordinary shares outstanding 14,909,718 14,675,686 Fully diluted ordinary shares outstanding 15,182,861 15,146,341 Key Balance Sheet Metrics Total assets $ 20,340 $ 20,407 Debt obligations $ 1,948 $ 1,833 Total liabilities $ 14,127 $ 14,310 Total investable assets to ordinary shareholders’ equity 3.15x 3.23x Total net loss reserves to ordinary shareholders’ equity 1.83x 1.93x Debt to total capitalization attributable to Enstar 23.9 % 23.1 % Financial Highlights (1) Non-GAAP financial measure, refer to pages 9 to 14 for explanatory notes and a reconciliation to the most directly comparable GAAP measure.

| enstargroup.com 6 Consolidated Results by Segment - Q1 2025 Three Months Ended March 31, 2025 Run-off Investments Corporate and Other (1) Total REVENUES Net premiums earned $ 12 $ — $ — $ 12 Net investment income — 148 — 148 Net realized losses — (2) — (2) Fair value changes in trading securities, funds held and other investments — 43 — 43 Other income 2 — 1 3 Total revenues 14 189 1 204 EXPENSES Net incurred losses and loss adjustment expenses (2) Current period 3 — — 3 Prior period (29) — 10 (19) Total net incurred losses and loss adjustment expenses (26) — 10 (16) Defendant asbestos and environmental expenses (1) — 5 4 Amortization of net deferred charge assets — — — 30 30 Acquisition costs 1 — — 1 General and administrative expenses 41 10 40 91 Total expenses 15 10 85 110 (LOSS) INCOME BEFORE INTEREST EXPENSE, FOREIGN EXCHANGE AND INCOME TAXES (1) 179 (84) 94 Income from equity method investments — 4 — 4 SEGMENT (LOSS) INCOME $ (1) $ 183 (84) 98 Interest expense (23) (23) Net foreign exchange losses (16) (16) NET (LOSS) INCOME (123) 59 Dividends on preferred shares (9) (9) NET (LOSS) INCOME ATTRIBUTABLE TO ENSTAR ORDINARY SHAREHOLDERS $ (132) $ 50 (1) 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. (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.

| enstargroup.com 7 Consolidated Results by Segment - Q1 2024 Three Months Ended March 31, 2024 Run-off Investments Corporate and Other Total REVENUES Net premiums earned $ 11 $ — $ — $ 11 Net investment income — 160 — 160 Net realized losses — (6) — (6) Fair value changes in trading securities, funds held and other investments — 85 — 85 Other income (2) 2 — 1 3 Total revenues 13 239 1 253 EXPENSES Net incurred losses and loss adjustment expenses (3) Current period 5 — — 5 Prior period (23) — (1) (24) Total net incurred losses and loss adjustment expenses (18) — (1) (19) Defendant asbestos and environmental (income) expenses (1)(2) (1) — 4 3 Amortization of net deferred charge assets — — 30 30 Acquisition costs 1 — — 1 General and administrative expenses 42 10 35 87 Total expenses 24 10 68 102 (LOSS) INCOME BEFORE INTEREST EXPENSE, FOREIGN EXCHANGE AND INCOME TAXES (11) 229 (67) 151 Loss from equity method investments — (5) — (5) SEGMENT (LOSS) INCOME $ (11) $ 224 (67) 146 Interest expense (22) (22) Net foreign exchange gains 9 9 Income tax expense (5) (5) NET (LOSS) INCOME (85) 128 Dividends on preferred shares (9) (9) NET (LOSS) INCOME ATTRIBUTABLE TO ENSTAR ORDINARY SHAREHOLDERS $ (94) $ 119 (1) Includes the amortization of fair value adjustments associated with the acquisition of DCo and Morse TEC for Corporate and Other activities. (2) Defendant Asbestos and Environment expenses were reclassified from Other income (expenses) to Defendant asbestos and environment expenses. (3)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.

| enstargroup.com 8 Capital Position & Credit Ratings 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, 2042 and 2045 Junior Subordinated Notes BBB- BBB- Series D and E Preferred Shares BBB- BBB- (1) Credit ratings are provided by third parties, Standard & 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. Total Capitalization $8,161 $7,930 $5,697 $5,581 $510 $510 $6 $6 $1,948 $1,833 23.9% 23.1% 30.1% 29.5% Debt and Series D and E Preferred Shares to total capitalization Debt to total capitalization Debt obligations NCI Series D and E Preferred Shares Ordinary shareholders' equity March 31, 2025 December 31, 2024 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 rating. 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" in our Annual Report on Form 10-K for the year ended December 31, 2024. In March 2025, Cavello Bay Reinsurance Limited (“Cavello”), a wholly-owned subsidiary of Enstar, was assigned an AM Best Financial Strength Rating of ‘A’ and Long- Term Issuer Credit Rating of “a+”, each with stable outlook. Cavello is Enstar’s primary non-life run-off consolidator, and a Class 3B reinsurer. Total capitalization attributable to Enstar excluding NCI was $8.2 billion as of March 31, 2025 and $7.9 billion as of December 31, 2024. Debt and Series D and E preferred shares to total capitalization attributable to Enstar excluding NCI was 30.1% and 29.6% as of March 31, 2025 and December 31, 2024, respectively. Debt to total capitalization attributable to Enstar was 23.9% and 23.1% as of March 31, 2025 and December 31, 2024, respectively.

9 Non-GAAP Measures 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) 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. 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 (1), -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 (1), -fair value adjustments, and -net assets of held for sale or disposed subsidiaries classified as discontinued operations (if any) 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

| enstargroup.com 10 Non-GAAP Measures (continued) 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: • The change in fair value of insurance contracts for which we have elected the fair value option(1) 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: -amortization of fair value adjustments, -change in fair value of insurance contracts for which we have elected the fair value option (1), 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: -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 (1) and Add: -net nominal defendant A&E liability exposures and estimated future expenses. (1) Comprises the discount rate and risk margin components.

| enstargroup.com 11 Reconciliation to Fully Diluted Book Value Per Share As of March 31, 2025 December 31, 2024 Equity (1) Ordinary Shares Per Share Amount Equity (1) Ordinary Shares Per Share Amount Book value per ordinary share $ 5,697 14,909,718 $ 382.10 $ 5,581 14,675,686 $ 380.29 Non-GAAP adjustments: Share-based compensation plans 273,143 266,335 JSOP (2) — 204,320 Fully diluted book value per ordinary share* $ 5,697 15,182,861 $ 375.23 $ 5,581 15,146,341 $ 368.47 (1) Equity comprises Enstar ordinary shareholders' equity, which is calculated as Enstar shareholders' equity less preferred shares ($510 million), 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 defined in the Award). 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 (as defined in the Award) from January 1, 2020, which was also met through the year ended December 31, 2024. On January 20, 2025, the JSOP award vested at a market price of $327.00 per share and on January 21, 2025 the JSOP award was exercised. 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). The remaining 356,140 shares held in the EB Trust were cancelled on January 21, 2025. * Non-GAAP financial measure.

| enstargroup.com 12 Reconciliation to Adjusted Return on Equity - Q1 2025 and 2024 (1) Net (loss) earnings comprises net (loss) earnings 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), prior to any non-GAAP adjustments. (2) Represents the net realized and unrealized losses (gains) related to fixed maturity securities. Our fixed maturity securities are held directly on our balance sheet and also within the "Funds held - directly managed" balance. (3) Comprises the discount rate and risk margin components. (4) 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. (5) Represents the impact of the adjustments on the net earnings (loss) attributable to noncontrolling interests associated with the specific subsidiaries to which the adjustments relate. * Non-GAAP financial measure. (1) Net income comprises net income 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), 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 on fixed maturities, trading and funds held - directly managed are included in fair value changes in trading securities, funds held and other investments in 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. * Non-GAAP financial measure. Three Months Ended March 31, 2025 March 31, 2024 Net income (1) Opening equity (1) (Adj) ROE Annualized (Adj) ROE Net income (1) Opening equity (1) (Adj) ROE Annualized (Adj) ROE (in millions of U.S. dollars) Net income/Opening equity/ROE/Annualized ROE (1) $ 50 $ 5,581 0.9 % 3.6 % $ 119 $ 5,025 2.4 % 9.5 % Non-GAAP adjustments: Remove: Net realized losses on fixed maturities, AFS (2) / Cumulative fair value changes to fixed maturities, AFS (3) 2 374 6 380 Fair value changes on fixed maturities, trading (2) / Fair value changes on fixed maturities, trading (3) (1) 235 14 234 Fair value changes on funds held - directly managed (2) / Fair value changes on funds held - directly managed (3) (18) 143 5 111 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) 5 (214) (4) (246) Amortization of fair value adjustments / Fair value adjustments 5 (94) 3 (107) Expenses related to the Merger Agreement 1 — — — Tax effects of adjustments (5) — — (2) — Adjusted net income /Adjusted opening equity/Adjusted ROE/Annualized adjusted ROE* $ 44 $ 6,025 0.7 % 2.9 % $ 141 $ 5,397 2.6 % 10.5 %

| enstargroup.com 13 Reconciliation to Adjusted Run-off Liability Earnings - Q1 2025 and 2024 Three Months Ended As of Three Months Ended March 31, 2025 March 31, 2025 December 31, 2024 March 31, 2025 March 31, 2025 RLE / PPD Net loss reserves Net loss reserves Average net loss reserves RLE % PPD/net loss reserves/RLE % $ 19 $ 10,445 $ 10,776 $ 10,611 0.2 % Non-GAAP adjustments: Net current period incurred losses and LAE, excluding paid losses — (3) — Amortization of fair value adjustments / Net fair value adjustments associated with the acquisition of companies 5 89 94 Changes in fair value - fair value option / Net fair value adjustments for contracts for which we have elected the fair value option (1) 5 214 214 Change in estimate of net ultimate liabilities - defendant A&E / Net nominal defendant A&E liabilities — 482 499 Reduction in estimated future expenses - defendant A&E / Estimated future expenses - defendant A&E 1 31 32 Adjusted PPD/Adjusted net loss reserves/Adjusted RLE %* $ 30 $ 11,258 $ 11,615 $ 11,437 0.3 % (1) Comprises the discount rate and risk margin components. * Non-GAAP financial measure. Three Months Ended As of Three Months Ended March 31, 2024 March 31, 2024 December 31, 2023 March 31, 2024 March 31, 2024 RLE / PPD Net loss reserves Net loss reserves Average net loss reserves RLE % PPD/net loss reserves/RLE % $ 24 $ 10,827 $ 11,585 $ 11,206 0.2 % Non-GAAP adjustments: Net current period incurred losses and LAE, excluding paid losses — (5) — Amortization of fair value adjustments / Net fair value adjustments associated with the acquisition of companies 3 103 107 Changes in fair value - fair value option / Net fair value adjustments for contracts for which we have elected the fair value option (1) (4) 249 246 Change in estimate of net ultimate liabilities - defendant A&E / Net nominal defendant A&E liabilities — 516 527 Reduction in estimated future expenses - defendant A&E / Estimated future expenses - defendant A&E 1 32 33 Adjusted PPD/Adjusted net loss reserves/Adjusted RLE %* $ 24 $ 11,722 $ 12,498 $ 12,111 0.2 %

| enstargroup.com 14 Reconciliation to Adjusted Total Investment Return Three Months Ended March 31, 2025 2024 Net investment income $ 148 $ 160 Net realized gains (losses) (2) (6) Fair value changes in trading securities, funds held and other investments 43 85 Income (loss) from equity method investments 4 (5) Other comprehensive income: Unrealized gains (losses) on fixed maturities, AFS, net of reclassification adjustments excluding foreign exchange 49 (12) TIR ($) $ 242 $ 222 Non-GAAP adjustments: Net realized (gains) losses on fixed maturities, AFS and fair value changes in trading and funds held - directly managed (17) 25 Unrealized (gains) losses on fixed maturities, AFS, net of reclassification adjustments excluding foreign exchange (49) 12 Adjusted TIR ($)* $ 176 $ 259 Total investments 16,458 16,917 Cash and cash equivalents, including restricted cash and cash equivalents 1,481 760 Total investable assets $ 17,939 $ 17,677 Average aggregate invested assets, at fair value (1) $ 18,053 $ 18,021 Annualized TIR % (2) 5.4 % 4.9 % Non-GAAP adjustment: Net unrealized losses on fixed maturities, AFS included within AOCI and fair value changes on fixed maturities, trading and funds held - directly managed 638 789 Adjusted investable assets* $ 18,577 $ 18,466 Adjusted average aggregate invested assets, at fair value* (3) $ 18,748 $ 18,778 Annualized adjusted TIR %* (4) 3.8 % 5.5 % (1) This amount is a two period average of the total investable assets for the three months ended March 31, 2025 and 2024, respectively, as presented above, and is comprised of amounts disclosed in our quarterly and annual U.S. GAAP consolidated financial statements. (2) Annualized TIR % is calculated by dividing the annualized TIR ($) by average aggregate invested assets, at fair value. (3) This amount is a two period average of the adjusted investable assets* for the three months ended March 31, 2025 and 2024, (4) Annualized adjusted TIR %* is calculated by dividing the annualized adjusted TIR* ($) by adjusted average aggregate invested assets, at fair value*. *Non-GAAP measure

| enstargroup.com 15 Investment Composition - March 31, 2025 Other Investments Equities Cash (2) Funds Held Short-term and fixed maturities, trading and AFSMarch 31, 2025 Hedge Funds Fixed income funds Equity funds Private equity funds CLO equities CLO equity funds Private credit funds Real estate fund Other (1) Publicly traded equities Exchange- traded funds Privately held equities Short-term and fixed maturities, trading and AFS $ 6,503 36.3 % 6,503 Funds held 4,672 26.0 % 74 20 6 49 4,523 — % 1.6 % — % — % — % — % 0.4 % — % — % 0.1 % 1.0 % — % — % 96.9 % — % Equities Privately held equities 455 2.4 % 17 54 384 Publicly traded equities 153 0.9 % 56 97 Exchange-traded funds 135 0.8 % 39 96 Warrants and other 16 0.1 % 16 Total 759 4.2 % — % 7.4 % — % — % 2.2 % — % 7.1 % — % 2.1 % 12.8 % 5.1 % 50.6 % — % — % 12.6 % Other investments Private equity funds 1,949 10.8 % 1,557 79 74 220 5 8 6 Private credit funds 915 5.1 % 915 Real estate fund 427 2.4 % 427 Hedge funds 386 2.2 % 329 57 Fixed income funds 375 2.1 % 375 CLO equity funds 124 0.7 % 124 CLO equities 25 0.1 % 25 Equity funds 5 — % 5 Total 4,206 23.4 % 7.8 % 10.3 % — % 37.0 % 3.5 % — % 23.6 % 11.9 % 5.2 % 0.2 % 0.2 % 0.1 % — % — % — % Equity method investments 318 1.8 % Total investments 16,458 91.7 % Cash and cash equivalents (including restricted cash) 1,481 8.3 % 1,481 Total investable assets $ 17,939 100.0 % (1) Includes infrastructure in fund format and warrants. (2) Cash and cash equivalents.

| enstargroup.com 16 Investment Composition - December 31, 2024 Other Investments Equities December 31, 2024 Hedge Funds Fixed income funds Equity funds Private equity funds CLO equities CLO equity funds Private credit funds Real estate fund Other(1) Publicly traded equities Exchange- traded funds Privately held equities Cash(2) Funds Held Short-term and fixed maturity investments, trading and AFS Short-term and fixed maturity investments, trading and AFS $ 6,170 34.3 % 6,170 Funds held 4,979 27.7 % 71 20 5 50 4,833 — % 1.4 % — % — % — % 0.4 % — % — % 0.1 % 1.0 % — % — % 97.1 % — % Equities Privately held equities 460 2.6 % 18 52 390 Publicly traded equities 176 1.0 % 59 117 Exchange-traded funds 151 0.8 % 40 111 Warrants and other 16 0.1 % 16 Total 803 4.5 % — % 7.3 % — % — % 2.2 % — % 6.5 % — % 2.0 % 14.6 % 5.0 % 48.6 % — % — % 13.8 % Other investments Private equity funds 1,926 10.7 % 1,591 79 73 158 10 9 6 Private credit funds 864 4.8 % 864 Hedge funds 410 2.3 % 336 74 Real estate fund 401 2.2 % 401 Fixed income funds 369 2.0 % 369 CLO equity funds 162 0.9 % 162 CLO equities 52 0.3 % 52 Equity funds 4 — % 4 Total 4,188 23.3 % 8.0 % 10.6 % — % 38.1 % 5.1 % — % 22.5 % 11.3 % 3.8 % 0.3 % 0.2 % 0.1 % — % — % — % Equity method investments 313 1.7 % Total investments 16,453 91.4 % Cash and cash equivalents (including restricted cash) 1,554 8.6 % 1,554 Total investable assets $ 18,007 100.0 % (1) Infrastructure in fund format and warrants. (2) Cash and cash equivalents.