8-K

UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

WASHINGTON, D.C. 20549

 FORM 8-K

CURRENT REPORT

Pursuant to Section 13 or 15(d)

of the Securities Exchange Act of 1934

Date of Report (Date of Earliest Event Reported): February 23, 2023 (February 23, 2023)

 SIRIUSPOINT LTD.

(Exact name of registrant as specified in its charter)

Bermuda	001-36052	98-1599372
(State or other jurisdiction of incorporation)	(Commission File Number)	(I.R.S. Employer Identification No.)

Point Building

3 Waterloo Lane

Pembroke HM 08 Bermuda

(Address of principal executive offices and Zip Code)

Registrant’s telephone number, including area code: +1 441 542-3300

Not Applicable

(Former name or former address, if changed since last report)

Check the appropriate box below if the Form 8-K filing is intended to simultaneously satisfy the filing obligation of the registrant under any of the following provisions:

☐ Written communications pursuant to Rule 425 under the Securities Act (17 CFR 230.425)

☐ Soliciting material pursuant to Rule 14a-12 under the Exchange Act (17 CFR 240.14a-12)

☐ Pre-commencement communications pursuant to Rule 14d-2(b) under the Exchange Act (17 CFR 240.14d-2(b))

☐ Pre-commencement communications pursuant to Rule 13e-4(c) under the Exchange Act (17 CFR 240.13e-4(c))

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

Title of each class	Trading symbol(s)	Name of each exchange on which registered
Common Shares, $0.10 par value	SPNT	New York Stock Exchange
8.00% Resettable Fixed Rate Preference Shares,  Series B, $0.10 par value, $25.00 liquidation preference per share	SPNT PB	New York Stock Exchange

Indicate by check mark whether the registrant is an emerging growth company as defined in Rule 405 of the Securities Act of 1933 (17 CFR 230.405) or Rule 12b-2 of the Exchange Act of 1934 (17 CFR 240.12b-2).

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.

☐

Item 2.02 Results of Operations and Financial Condition.

On February 23, 2023, SiriusPoint Ltd. (the “Company”) issued a press release reporting its financial results for the fourth quarter ended December 31, 2022 attached hereto as Exhibit 99.1.

The information contained in this Item 2.02 of this Current Report on Form 8-K, including Exhibit 99.1 attached hereto, is being furnished pursuant to this Item 2.02. This information shall not be deemed to be “filed” for purposes of Section 18 of the Securities Exchange Act of 1934, as amended (the “Exchange Act”), or otherwise subject to the liabilities of that Section, or incorporated by reference into any filing under the Securities Act of 1933, as amended (the “Securities Act”), or the Exchange Act, except as shall be expressly set forth by specific reference in such filing.

Item 7.01 Regulation FD Disclosure.

On February 23, 2023, the Company made available to investors its fourth quarter financial supplement attached hereto as Exhibit 99.2, and slide presentation attached hereto as Exhibit 99.3.

The information contained in this Item 7.01 of this Current Report on Form 8-K, including Exhibit 99.2 and Exhibit 99.3 attached hereto, are being furnished pursuant to this Item 7.01. This information shall not deemed to be “filed” for purposes of Section 18 of the Exchange Act, or otherwise subject to the liabilities of that Section, or incorporated by reference into any filing under the Securities Act or the Exchange Act, except as shall be expressly set forth by specific reference in such a filing.

Contingent Value Rights Agreement

As previously disclosed, the Company entered into the Contingent Value Rights Agreement, dated as of February 26, 2021 (the “Effective Time”), by and between the Company, Computershare Inc. and Computershare Trust Company, N.A. (the “CVR Agreement”). Pursuant to the CVR Agreement, the Company issued contingent value rights (“CVRs”), representing the right to receive, on the Maturity Date (as defined below), a contingent cash payment of $13.73 minus the volume weighted average price of the Company Shares measured over the 14 consecutive trading day period prior to the Maturity Date multiplied by 0.743. Pursuant to the CVR Agreement, the CVRs will mature on the second anniversary of the Effective Time, which is February 26, 2023 (the “Maturity Date”). For more information regarding the CVRs, please see the full text of the CVR Agreement, which is filed as Exhibit 4.2 to the Company’s Current Report on Form 8-K, filed on February 26, 2021.

Item 8.01    Other Events.

On February 23, 2023, the Board of Directors of SiriusPoint Ltd. approved a quarterly cash dividend of $0.50 per share on its 8.00% Resettable Fixed Rate Preference Shares, Series B, $0.10 par value, $25.00 liquidation preference per share payable on February 28, 2023 to Series B shareholders of record as of February 13, 2023. A copy of the press release is attached hereto as Exhibit 99.4.

Item 9.01 Financial Statements and Exhibits.

(d) Exhibits

Exhibit No.	Description
99.1	Press Release dated February 23, 2023, announcing the earnings of SiriusPoint Ltd. for the Fourth Quarter Ended December 31, 2022.
99.2	Fourth Quarter Ended December 31, 2022 Financial Supplement.
99.3	SiriusPoint Ltd. Presentation to Investors, dated February 23, 2023.
99.4	Press Release dated February 23, 2023, announcing the quarterly dividend on the 8.00% Resettable Fixed Rate Preference Shares, Series B, $0.10 par value.
104	Cover Page Interactive Data File (embedded within the Inline XBRL document).

SIGNATURE

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned hereunto duly authorized.

Date: February 23, 2023	/s/ Scott Egan
	Name:	Scott Egan
	Title:	Chief Executive Officer

EX-99.1

SiriusPoint reports significant progress made during 2022 and aims to achieve double-digit return on average common equity by 2024

HAMILTON, Bermuda, February 23, 2023 - SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE:SPNT) today announced results for its fourth quarter ended December 31, 2022.

•Progress made as accident year combined ratio improved during 2022 and investment portfolio de-risked. 1/1 renewals have been positive and we continue to operate with a healthy balance sheet

•Target >$50 million of cost reduction and double-digit return on average common equity by 2024 as we aim to become a high performing underwriter and operate with a simplified, fully-integrated and globally connected model

•2023 will be a transitional year but we still expect significant improvement in profitability given stable Managing General Agents (“MGAs”) fee earnings, locked-in investment yields, cost savings and already undertaken underwriting actions

Scott Egan, Chief Executive Officer said: “We are pleased with the progress shown in our underwriting results in the second half of 2022. It gives us a strong platform and momentum to build on for 2023 as we look to reinforce our credentials as an underwriter. Added to this is the strong contribution from our MGAs on both an underwriting and fee basis, which we will look to enhance and leverage further where it complements our underwriting strategy.

Our 2023 journey is well underway. We will continue to reduce volatility and improve quality in our underwriting results as we re-build stakeholder confidence in the company. In addition to our underwriting improvements we have also materially repositioned our investment portfolio, reducing volatility, capital intensity and locking in higher yield. Our owned and part-owned MGAs continue to produce stable capital-light earnings on the back of a growing top line. Finally, we aim to improve the effectiveness and efficiency of our operating model with targeted cost reductions during 2023 and 2024.

We feel confident but not complacent as we look into 2023, repositioning the company for profitability, growth and long-term success. We have a healthy balance sheet, excellent people and resources, strong client and broker relationships, and a diversified business model that has potential to deliver higher returns. We look forward to sharing updates on our meaningful progress as we go through the year”.

Fourth Quarter 2022 Highlights

•Net loss of $27 million, or $0.17 per diluted common share

•Combined ratio of 90.4%, underwriting income of $58 million

•Core income of $25 million, which includes Core underwriting income of $31 million, Core combined ratio of 94.8%, and Core net services loss of $6 million

•Net investment income of $52 million

•Tangible book value per diluted common share decreased $0.15, or 1.4%, from September 30, 2022 to $10.43 per share

•Annualized return on average common equity of (5.7)%

•Duration mismatch eliminated with assets backing loss reserves at 2.5 years. Overall asset duration was approximately 1.8 years

Full Year 2022 Highlights

•Net loss of $403 million, or $2.51 per diluted common share

•Combined ratio of 96.4%, underwriting income of $83 million

•Core loss of $4 million, which includes Core underwriting loss of $35 million, Core combined ratio of 101.6%, and Core net services income of $31 million

•Catastrophe losses were $138 million or 6.0 percentage points on the Core combined ratio, Hurricane Ian loss estimate broadly stable at $81 million while we experienced positive movements on COVID-19 losses

•Net investment loss of $323 million, including (29.0)% return from our investment in the TP Enhanced Fund

•Tangible book value per diluted common share decreased $2.84, or 21.4%, from December 31, 2021 to $10.43 per share

•Return on average common equity of (19.3)%

Key Financial Metrics

The following table shows certain key financial metrics for the three and twelve months ended December 31, 2022 and 2021:

	Three months ended						Twelve months ended
	December 31, 2022			December 31, 2021			December 31, 2022			December 31, 2021
	($ in millions, except for per share data and ratios)
Combined ratio	90.4		%	95.3		%	96.4		%	109.1		%
Core underwriting income (loss) (1)	$	31.2		$	34.7		$	(34.8)		$	(163.4)
Core net services income (loss) (1)	$	(6.2)		$	(41.3)		$	31.3		$	11.0
Core income (loss) (1)	$	25.0		$	(6.6)		$	(3.5)		$	(152.4)
Core combined ratio(1)	94.8		%	93.6		%	101.6		%	109.5		%
Annualized return on average common shareholders’ equity attributable to SiriusPoint common shareholders	(5.7)		%	(23.7)		%	(19.3)		%	2.3		%
Book value per common share	$	11.56		$	14.23		$	11.56		$	14.23
Book value per diluted common share	$	11.32		$	14.10		$	11.32		$	14.10
Tangible book value per diluted common share (1)	$	10.43		$	13.27		$	10.43		$	13.27

(1)Core underwriting income (loss), Core net services income (loss), Core income (loss) and Core combined ratio are non-GAAP financial measures. See definitions in “Non-GAAP Financial Measures” and reconciliations in “Segment Reporting”. Tangible book value per diluted common share is a non-GAAP financial measure. See definition and reconciliation in “Non-GAAP Financial Measures”.

Fourth Quarter 2022 Summary

Consolidated underwriting income for the three months ended December 31, 2022 was $57.9 million compared to $24.0 million for the three months ended December 31, 2021. The improvement in underwriting results was driven by lower catastrophe losses compared to the prior year period. Catastrophe losses, net of reinsurance and reinstatement premiums, were $0.2 million for the three months ended December 31, 2022, compared to $24.1 million, or 4.6 percentage points on the combined ratio, for the three months ended December 31, 2021.

Consolidated underwriting income for the year ended December 31, 2022 was $83.3 million compared to an underwriting loss of $156.1 million for the year ended December 31, 2021. The improvement in underwriting results was driven by lower catastrophe losses compared to the prior year period, premium growth in Insurance & Services that resulted in higher underwriting income, and a net Corporate charge of $23 million in the fourth quarter of 2021 related to the Compre LPT. Catastrophe losses, net of reinsurance and reinstatement premiums, were $137.9 million, or 5.9 percentage points on the combined ratio, for the year ended December 31, 2022, compared to $329.0 million, or 19.2 percentage points on the combined ratio, for the year ended December 31, 2021.

The lower catastrophe losses were a result of our significant reduction in catastrophe exposed business, with our most notable underwriting action focus centered on global property reinsurance, which represented our primary source of underwriting volatility and under-performance. We rebalanced our property portfolio by decreasing our market share and exposure in the global property catastrophe reinsurance business as well as reducing other property reinsurance with material catastrophe exposure.

Reportable Segments

The determination of our reportable segments is based on the manner in which management monitors the performance of our operations, which consist of two reportable segments - Reinsurance and Insurance & Services.

Core Underwriting Results

Collectively, the sum of our two segments, Reinsurance and Insurance & Services, constitute our "Core" results. Core underwriting income, Core net services income, Core income and Core combined ratio are non-GAAP financial measures. See reconciliations in “Segment Reporting”. We believe it is useful to review Core results as it better reflects how management views the business and reflects our decision to exit the runoff business. The sum of Core results and Corporate results are equal to the consolidated results of operations.

Three months ended December 31, 2022 and 2021

Core results for the three months ended December 31, 2022 included income of $25.0 million compared to a loss of $6.6 million for the three months ended December 31, 2021. Income for the three months ended December 31, 2022 consists of underwriting income of $31.2 million (94.8% combined ratio) and net services loss of $6.2 million, compared to underwriting

income of $34.7 million (93.6% combined ratio) and net services loss of $41.3 million for the three months ended December 31, 2021. The three months ended December 31, 2022 had lower catastrophe losses than the prior year period, which were offset by lower favorable prior year loss reserve development and several non-catastrophe large losses. The net services loss for both periods were a result of net investment losses from our strategic investments for the period.

Catastrophe losses, net of reinsurance and reinstatement premiums, for the three months ended December 31, 2022 were $0.2 million. Catastrophe losses, net of reinsurance and reinstatement premiums, for the three months ended December 31, 2021 were $24.1 million, or 4.5 percentage points on the combined ratio, primarily related to the December tornadoes and other fourth quarter catastrophes.

Year ended December 31, 2022 and 2021

Core results for the year ended December 31, 2022 included a loss of $3.5 million compared to a loss of $152.4 million for the year ended December 31, 2021. The loss for the year ended December 31, 2022 consists of an underwriting loss of $34.8 million (101.6% combined ratio) and net services income of $31.3 million, compared to an underwriting loss of $163.4 million (109.5% combined ratio) and net services income of $11.0 million for the year ended December 31, 2021. The improvement in underwriting results was primarily driven by lower catastrophe losses and higher premium growth in Insurance & Services that generated underwriting income, partially offset by lower favorable loss reserve development. The increase in net services income was primarily driven by the increase in net services fee income, which increased to $36.3 million for the year ended December 31, 2022 compared to $13.2 million for the year ended December 31, 2021, primarily due to increased services revenues from IMG, Armada and Arcadian for the year ended December 31, 2022, as well as the year ended December 31, 2021 reflected only a partial quarter from the legacy Sirius Group companies in the first quarter of 2021.

For the year ended December 31, 2022, catastrophe losses, net of reinsurance and reinstatement premiums, were $137.9 million, or 6.0 percentage points on the combined ratio, including $80.8 million for Hurricane Ian and $57.1 million for other catastrophe events, including South African floods and French hail storms, compared to $326.0 million, or 18.8 percentage points on the combined ratio, including $133 million for the European floods and $97 million for Hurricane Ida, as well as $41 million from June windstorms and winter storm Uri,for the year ended December 31, 2021. For the year ended December 31, 2022, losses from the Russia/Ukraine conflict, including losses from the political risk, trade credit, and aviation lines of business, were $12.2 million, or 0.5 percentage points on the combined ratio.

Reinsurance Segment

Three months ended December 31, 2022 and 2021

Reinsurance generated underwriting income of $9.8 million (96.5% combined ratio) for the three months ended December 31, 2022, compared to $30.9 million (91.2% combined ratio) for the three months ended December 31, 2021. The decrease in net underwriting results for the three months ended December 31, 2022 compared to the three months ended December 31, 2021 was due to increases in adverse prior year loss reserve development in the current year, due to losses in the Aviation and Property lines.

Reinsurance gross premiums written were $300.5 million for the three months ended December 31, 2022, a decrease of $118.3 million compared to the three months ended December 31, 2021, driven by both Property and Casualty lines as we rebalance the portfolio towards Insurance & Services.

Year ended December 31, 2022 and 2021

Reinsurance incurred a segment loss of $71.0 million (105.6% combined ratio) for the year ended December 31, 2022, compared to $186.4 million (115.4% combined ratio) for the year ended December 31, 2021. The change in net underwriting results for the year ended December 31, 2022 compared to the year ended December 31, 2021 was due primarily to lower catastrophe losses, partially offset by lower favorable loss reserve development and $12.2 million of losses from the Russia/Ukraine conflict.

Reinsurance gross premiums written were $1,521.4 million for the year ended December 31, 2022, an increase of $171.0 million compared to the year ended December 31, 2021, primarily due to the year ended December 31, 2021 reflecting only a partial quarter from the legacy Sirius Group companies in the first quarter of 2021, offset by decreases in both Property and Casualty lines as we rebalance the portfolio towards Insurance & Services. Our most notable underwriting action focus centered on global property reinsurance, which represented our primary source of underwriting volatility and under-performance. We rebalanced our property portfolio by decreasing our market share and exposure in the global property catastrophe reinsurance business as well as reducing other property reinsurance with material catastrophe exposure.

Insurance & Services Segment

Three months ended December 31, 2022 and 2021

Insurance & Services generated segment income of$23.0 million for the three months ended December 31, 2022, compared to a loss of $37.5 million for the three months ended December 31, 2021. Segment income for the three months ended December 31, 2022 consists of underwriting income of $21.4 million (93.4% combined ratio) and net services income of $1.6 million, compared to underwriting income of $3.8 million (98.0% combined ratio) and net services loss of $41.3 million for the three months ended December 31, 2021. The increase in underwriting results for the 2022 period was primarily driven by the premium growth that generated underwriting income, as well as higher favorable prior year loss reserve development of $12.6 million for the three months ended December 31, 2022 compared to $3.8 million for the three months ended December 31, 2021.

Insurance & Services gross premiums written were $441.9 million for the three months ended December 31, 2022, an increase of $172.0 million compared to the three months ended December 31, 2021, primarily driven by growth in strategic partnerships and A&H.

Year ended December 31, 2022 and 2021

Insurance & Services generated segment income of $67.5 million for the year ended December 31, 2022, compared to $34.0 million for the year ended December 31, 2021. Segment income for the year ended December 31, 2022 consists of underwriting income of $32.1 million (97.0% combined ratio) and net services income of $35.4 million, compared to underwriting income of $23.3 million (95.5% combined ratio) and net services income of $10.7 million for the year ended December 31, 2021. The increase in underwriting results was primarily driven by the premium growth that generated underwriting income, partially offset by lower favorable prior year loss reserve development. The increase in net services income was primarily driven by higher margins achieved in our IMG business.

Insurance & Services gross premiums written were $1,884.2 million for the year ended December 31, 2022, an increase of $986.3 million compared to the year ended December 31, 2021, primarily driven by growth across Insurance & Services, including growth in premiums from strategic partnerships and A&H, as well as the year ended December 31, 2021 reflecting only a partial quarter from the legacy Sirius Group companies in the first quarter of 2021.

Investments

Three months ended December 31, 2022 and 2021

Total realized and unrealized investment gains (losses) and net investment income was $52.1 million for the three months ended December 31, 2022, compared to $(151.2) million for the three months ended December 31, 2021.

Investment results for the three months ended December 31, 2022 were primarily attributable to gains on the fixed income portfolio of $45.5 million, or a 1.6% return, and income from short-term investments of $26.4 million. During the quarter, we recognized $16.0 million of losses on other long term investments, driven by changes in the valuations of private investments. We also recognized a net investment loss of $8.0 million related to our investment in the TP Enhanced Fund, corresponding to a (1.0)% return. The return was primarily attributable to detraction from markdowns to late stage private positions, which was partially offset by contribution from long event/fundamental equities, long activity positions and long corporate and structured credit positions. Investment income for three months ended December 31, 2022 included foreign exchange gains of $29.3 million reversing a portion of losses from the first nine months of 2022.

Investment results for the three months ended December 31, 2021were primarily driven by a net investment loss of $100.4 million from our investment in the TP Enhanced Fund, corresponding to a (7.5)% return. The return was primarily attributable to long event/fundamental equities, led by financials, and in particular fintech positions. In addition, we also recognized $38.2 million of losses on alternative investments within our other long-term investments portfolio.

Year ended December 31, 2022 and 2021

Total realized and unrealized investment gains (losses) and net investment income was $(322.7) million for the year ended December 31, 2022, compared to $312.5 million for the year ended December 31, 2021.

Investment results for the year ended December 31, 2022 were primarily attributable to a net investment loss of $202.0 million from our investment in the TP Enhanced Fund, corresponding to a (29.0)% return. The return was attributable to detraction from long event/fundamental and long activist equities; credit, including corporate credit and structured credit; and from markdowns to late stage private positions. These losses were partially offset by contributions from interest rate hedges, long energy and utilities equity and short equity positions. In addition to losses on the TP Enhanced Fund, we

recognized losses of $80.5 million, or a (3.3)% return, on our debt securities and $10.6 million, or a (4.7)% return, on other long-term investment portfolio due to revised valuations on private investments. On a year-to-date basis net investment losses included $43.1 million of losses from foreign exchange due to the strengthening of the U.S. dollar.

Investment results for the year endedDecember 31, 2021 were primarily attributable to investment income of $298.5 million from our investment in the TP Enhanced Fund, corresponding to a 27.9% return. The TP Enhanced Fund return was primarily attributable to long event/fundamental equities, in particular from private positions that executed well-received initial public offerings. In addition, we recognized $11.2 million in unrealized gains in private equity and hedge fund investments for the year ended December 31, 2021.

Webcast Details

The Company will hold a webcast to discuss its fourth quarter 2022 results at 8:30 a.m. Eastern Time on February 24, 2023. The webcast of the live conference call and accompanying investor presentation will be available over the Internet from the Company’s website at www.siriuspt.com under the “Investor Relations” section. Participants should follow the instructions provided on the website to download and install any necessary audio applications. The conference call will be available by dialing 1-877-451-6152 (domestic) or 1-201-389-0879 (international). Participants should ask for the SiriusPoint Ltd. fourth quarter 2022 earnings call.

The online replay will be available on the Company's website immediately following the call at www.siriuspt.com under the “Investor Relations” section.

Safe Harbor Statement Regarding Forward-Looking Statements

This press release includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995, including statements regarding our plans to improve underwriting performance and investment results, planned cost savings initiatives and operational improvements, our long-term target for return on average common equity, expected renewal rates, and expected contributions from MGAs. Forward-looking statements are subject to known and unknown risks and uncertainties, many of which may be beyond the Company’s control. The Company cautions you that the forward-looking information presented in this press release is not a guarantee of future events, and that actual events may differ materially from those made in or suggested by the forward-looking information contained in this press release. In addition, forward-looking statements generally can be identified by the use of forward-looking terminology such as “believes,” “intends,” “seeks,” “anticipates,” “aims,” “plans,” “estimates,” “expects,” “assumes,” “continues,” “should,” “could,” “will,” “may” and the negative of these or similar terms and phrases. Actual events, results and outcomes may differ materially from the Company’s expectations due to a variety of known and unknown risks, uncertainties and other factors. Among the risks and uncertainties that could cause actual results to differ from those described in the forward-looking statements are the following: our ability to execute on our strategic transformation, including re-underwriting to reduce volatility and improving underwriting performance, de-risking our investment portfolio, and transforming our business, including re-balancing our portfolio and growing the Insurance & Services segment; the impact of unpredictable catastrophic events including uncertainties with respect to current and future COVID-19 losses across many classes of insurance business and the amount of insurance losses that may ultimately be ceded to the reinsurance market; supply chain issues, labor shortages and related increased costs; changing interest rates and equity market volatility; inadequacy of loss and loss adjustment expense reserves, the lack of available capital, and periods characterized by excess underwriting capacity and unfavorable premium rates; the performance of financial markets, impact of inflation, and foreign currency fluctuations; our ability to compete successfully in the (re)insurance market and the effect of consolidation in the (re)insurance industry; technology breaches or failures, including those resulting from a malicious cyber-attack on us, our business partners or service providers; the effects of global climate change, including increased severity and frequency of weather-related natural disasters and catastrophes and increased coastal flooding in many geographic areas; our ability to retain key senior management and key employees; a downgrade or withdrawal of our financial ratings; fluctuations in our results of operations; legal restrictions on certain of SiriusPoint’s insurance and reinsurance subsidiaries’ ability to pay dividends and other distributions to SiriusPoint; the outcome of legal and regulatory proceedings and regulatory constraints on our business; reduced returns or losses in SiriusPoint’s investment portfolio; our potential exposure to U.S. federal income and withholding taxes and our significant deferred tax assets, which could become devalued if we do not generate future taxable income or applicable corporate tax rates are reduced; risks associated with delegating authority to third party managing general agents; future strategic transactions such as acquisitions, dispositions, investments, mergers or joint ventures; and other risks and factors listed under "Risk Factors" in the Company's most recent Annual Report on Form 10-K and subsequent periodic and current reports filed with the Securities and Exchange Commission. All forward-looking statements speak only as of the date made and the Company undertakes no obligation to update or revise publicly any forward-looking statements, whether as a result of new information, future events or otherwise.

Non-GAAP Financial Measures and Other Financial Metrics

In presenting SiriusPoint’s results, management has included financial measures that are not calculated under standards or rules that comprise accounting principles generally accepted in the United States (“GAAP”). SiriusPoint’s management uses this information in its internal analysis of results and believes that this information may be informative to investors in gauging the quality of SiriusPoint’s financial performance, identifying trends in our results and providing meaningful period-to-period comparisons. Core underwriting income, Core net services income, Core income, and Core combined ratio are non-GAAP financial measures. Management believes it is useful to review Core results as it better reflects how management views the business and reflects the Company’s decision to exit the runoff business. Tangible book value per diluted common share is also a non-GAAP financial measure and the most comparable GAAP measure is book value per common share. Tangible book value per diluted common share excludes the total number of unvested restricted shares, at period end, and intangible assets. While restricted shares are outstanding, they are excluded because they are unvested. Further, management believes that effects of intangible assets are not indicative of underlying underwriting results or trends and make book value comparisons to less acquisitive peer companies less meaningful. The tangible book value per diluted common share is also useful because it provides a more accurate measure of the realizable value of shareholder returns, excluding intangible assets. Reconciliations of such measures to the most comparable GAAP figures are included in the attached financial information in accordance with Regulation G.

About the Company

SiriusPoint is a global underwriter of insurance and reinsurance providing solutions to clients and brokers around the world. Bermuda-headquartered with offices in New York, London, Stockholm and other locations, we are listed on the New York Stock Exchange (SPNT). We have licenses to write Property & Casualty and Accident & Health insurance and reinsurance globally. Our offering and distribution capabilities are strengthened by a portfolio of strategic partnerships with Managing General Agents within our Insurance & Services segment. With $2.9 billion total capital, SiriusPoint’s operating companies have a financial strength rating of A- (Excellent) from AM Best, S&P and Fitch. For more information please visit www.siriuspt.com.

Contacts

Investor Relations

Dhruv Gahlaut, Head of Investor Relations and Chief Strategy Officer

dhruv.gahlaut@siriuspt.com

+44 7514 659 918

Media

Clare Kerrigan, Chief Communications Officer

clare.kerrigan@siriuspt.com

+ 44 7720 163 949

SIRIUSPOINT LTD.

CONSOLIDATED BALANCE SHEETS (UNAUDITED)

As of December 31, 2022 and December 31, 2021

(expressed in millions of U.S. dollars, except per share and share amounts)

	December 31, 2022		December 31, 2021
Assets
Debt securities, available for sale, at fair value, net of allowance for credit losses of $0.0 (2021 - N/A) (cost - $2,678.1; 2021 - N/A)	$	2,635.5	$	—
Debt securities, trading, at fair value (cost - $1,630.1; 2021 - $2,099.3)	1,526.0		2,085.6
Short-term investments, at fair value (cost - $984.5; 2021 - $1,076.0)	984.6		1,075.8
Investments in related party investment funds, at fair value	128.8		909.6
Other long-term investments, at fair value (cost - $392.0; 2021 - $443.0) (includes related party investments at fair value of $201.2 (2021 - $258.2))	377.2		456.1
Equity securities, trading, at fair value (cost - $1.8; 2021 - $4.5)	1.6		2.8
Total investments	5,653.7		4,529.9
Cash and cash equivalents	705.3		999.8
Restricted cash and cash equivalents	208.4		948.6
Redemption receivable from related party investment fund	18.5		250.0
Due from brokers	4.9		15.9
Interest and dividends receivable	26.7		8.3
Insurance and reinsurance balances receivable, net	1,876.9		1,708.2
Deferred acquisition costs and value of business acquired, net	294.9		218.8
Unearned premiums ceded	348.8		242.8
Loss and loss adjustment expenses recoverable, net	1,376.2		1,215.3
Deferred tax asset	200.3		182.0
Intangible assets	163.8		171.9
Other assets	157.9		126.8
Total assets	$	11,036.3	$	10,618.3
Liabilities
Loss and loss adjustment expense reserves	$	5,268.7	$	4,841.4
Unearned premium reserves	1,521.1		1,198.4
Reinsurance balances payable	813.6		688.3
Deposit liabilities	140.5		150.7
Securities sold, not yet purchased, at fair value	27.0		—
Securities sold under an agreement to repurchase	18.0		—
Due to brokers	—		6.5
Accounts payable, accrued expenses and other liabilities	266.6		229.8
Deferred tax liability	59.8		95.4
Liability-classified capital instruments	60.4		87.8
Debt	778.0		816.7
Total liabilities	8,953.7		8,115.0
Commitments and contingent liabilities
Shareholders’ equity
Series B preference shares (par value $0.10; authorized and issued: 8,000,000)	200.0		200.0
Common shares (issued and outstanding: 162,177,653; 2021 - 161,929,777)	16.2		16.2
Additional paid-in capital	1,641.3		1,622.7
Retained earnings	262.2		665.0
Accumulated other comprehensive loss, net of tax	(45.0)		(0.2)
Shareholders’ equity attributable to SiriusPoint shareholders	2,074.7		2,503.7
Noncontrolling interests	7.9		(0.4)
Total shareholders’ equity	2,082.6		2,503.3
Total liabilities, noncontrolling interests and shareholders’ equity	$	11,036.3	$	10,618.3

SIRIUSPOINT LTD.

CONSOLIDATED STATEMENTS OF INCOME (LOSS) (UNAUDITED)

For the three and twelve months ended December 31, 2022 and 2021

(expressed in millions of U.S. dollars, except per share and share amounts)

	Three months ended				Twelve months ended
	December 31, 2022		December 31, 2021		December 31, 2022		December 31, 2021
Revenues
Net premiums earned	$	607.4	$	519.9	$	2,318.1	$	1,717.0
Net realized and unrealized investment gains (losses)	10.9		(60.6)		(225.5)		(16.9)
Net realized and unrealized investment gains (losses) from related party investment funds	(10.7)		(97.2)		(210.5)		304.0
Net investment income	51.9		6.6		113.3		25.4
Net realized and unrealized investment gains (losses) and net investment income	52.1		(151.2)		(322.7)		312.5
Other revenues	14.1		29.3		110.2		151.2
Total revenues	673.6		398.0		2,105.6		2,180.7
Expenses
Loss and loss adjustment expenses incurred, net	390.1		351.4		1,588.4		1,326.5
Acquisition costs, net	113.0		106.3		461.9		387.8
Other underwriting expenses	46.4		38.2		184.5		158.8
Net corporate and other expenses	92.6		72.1		312.8		266.6
Intangible asset amortization	2.1		1.8		8.1		5.9
Interest expense	10.5		9.6		38.6		34.0
Foreign exchange (gains) losses	61.5		(27.5)		(66.0)		(44.0)
Total expenses	716.2		551.9		2,528.3		2,135.6
Income (loss) before income tax benefit	(42.6)		(153.9)		(422.7)		45.1
Income tax benefit	19.6		17.1		36.7		10.7
Net income (loss)	(23.0)		(136.8)		(386.0)		55.8
Net (income) loss attributable to noncontrolling interests	0.4		0.5		(0.8)		2.3
Net income (loss) available to SiriusPoint	(22.6)		(136.3)		(386.8)		58.1
Dividends on Series B preference shares	(4.0)		(4.0)		(16.0)		(13.5)
Net income (loss) available to SiriusPoint common shareholders	$	(26.6)	$	(140.3)	$	(402.8)	$	44.6
Earnings (loss) per share available to SiriusPoint common shareholders
Basic earnings (loss) per share available to SiriusPoint common shareholders	$	(0.17)	$	(0.88)	$	(2.51)	$	0.28
Diluted earnings (loss) per share available to SiriusPoint common shareholders	$	(0.17)	$	(0.88)	$	(2.51)	$	0.27
Weighted average number of common shares used in the determination of earnings (loss) per share
Basic	160,459,088		159,268,777		160,228,588		148,667,770
Diluted	160,459,088		159,268,777		160,228,588		150,156,466

SIRIUSPOINT LTD.

SEGMENT REPORTING

	Three months ended December 31, 2022
	Reinsurance			Insurance & Services			Core			Eliminations (2)		Corporate		Segment Measure Reclass		Total
Gross premiums written	$	300.5		$	441.9		$	742.4		$	—	$	1.3	$	—	$	743.7
Net premiums written	236.1			340.4			576.5			—		1.4		—		577.9
Net premiums earned	281.5			324.3			605.8			—		1.6		—		607.4
Loss and loss adjustment expenses incurred, net	170.4			212.1			382.5			(1.4)		9.0		—		390.1
Acquisition costs, net	74.3			74.8			149.1			(32.2)		(3.9)		—		113.0
Other underwriting expenses	27.0			16.0			43.0			—		3.4		—		46.4
Underwriting income (loss)	9.8			21.4			31.2			33.6		(6.9)		—		57.9
Services revenue	(3.6)			49.8			46.2			(30.5)		—		(15.7)		—
Services expenses	—			43.9			43.9			—		—		(43.9)		—
Net services fee income (loss)	(3.6)			5.9			2.3			(30.5)		—		28.2		—
Services noncontrolling loss	—			0.5			0.5			—		—		(0.5)		—
Net investment losses from Strategic Investments	(4.2)			(4.8)			(9.0)			—		—		9.0		—
Net services income (loss)	(7.8)			1.6			(6.2)			(30.5)		—		36.7		—
Segment income (loss)	2.0			23.0			25.0			3.1		(6.9)		36.7		57.9
Net realized and unrealized investment gains (losses)												19.9		(9.0)		10.9
Net realized and unrealized investment losses from related party investment funds												(10.7)		—		(10.7)
Net investment income												51.9		—		51.9
Other revenues												(1.6)		15.7		14.1
Net corporate and other expenses												(48.7)		(43.9)		(92.6)
Intangible asset amortization												(2.1)		—		(2.1)
Interest expense												(10.5)		—		(10.5)
Foreign exchange gains												(61.5)		—		(61.5)
Income (loss) before income tax benefit	$	2.0		$	23.0		25.0			3.1		(70.2)		(0.5)		(42.6)
Income tax benefit							—			—		19.6		—		19.6
Net income (loss)							25.0			3.1		(50.6)		(0.5)		(23.0)
Net (income) loss attributable to noncontrolling interest							—			—		(0.1)		0.5		0.4
Net income (loss) available to SiriusPoint							$	25.0		$	3.1	$	(50.7)	$	—	$	(22.6)
Underwriting Ratios: (1)
Loss ratio	60.5		%	65.4		%	63.1		%							64.2		%
Acquisition cost ratio	26.4		%	23.1		%	24.6		%							18.6		%
Other underwriting expenses ratio	9.6		%	4.9		%	7.1		%							7.6		%
Combined ratio	96.5		%	93.4		%	94.8		%							90.4		%

(1)Underwriting ratios are calculated by dividing the related expense by net premiums earned.

(2)Insurance & Services MGAs recognize fees for service using revenue from contracts with customers accounting standards, whereas insurance companies recognize acquisition expenses using insurance contract accounting standards. While ultimate revenues and expenses recognized will match, there will be recognition timing differences based on the different accounting standards.

	Three months ended December 31, 2021
	Reinsurance			Insurance & Services			Core			Eliminations (2)		Corporate		Segment Measure Reclass		Total
Gross premiums written	$	418.8		$	269.9		$	688.7		$	—	$	2.1	$	—	$	690.8
Net premiums written	351.1			184.3			535.4			—		(24.5)		—		510.9
Net premiums earned	348.1			188.1			536.2			—		(16.3)		—		519.9
Loss and loss adjustment expenses incurred, net	215.7			122.0			337.7			(0.9)		14.6		—		351.4
Acquisition costs, net	78.6			52.1			130.7			(25.1)		0.7		—		106.3
Other underwriting expenses	22.9			10.2			33.1			—		5.1		—		38.2
Underwriting income (loss)	30.9			3.8			34.7			26.0		(36.7)		—		24.0
Services revenue	—			43.8			43.8			(30.0)		—		(13.8)		—
Services expenses	—			39.5			39.5			—		—		(39.5)		—
Net services fee income	—			4.3			4.3			(30.0)		—		25.7		—
Services noncontrolling loss	—			0.5			0.5			—		—		(0.5)		—
Net investment losses from Strategic Investments	—			(46.1)			(46.1)			—		—		46.1		—
Net services loss	—			(41.3)			(41.3)			(30.0)		—		71.3		—
Segment income (loss)	30.9			(37.5)			(6.6)			(4.0)		(36.7)		71.3		24.0
Net realized and unrealized investment losses												(14.5)		(46.1)		(60.6)
Net realized and unrealized investment losses from related party investment funds												(97.2)		—		(97.2)
Net investment income												6.6		—		6.6
Other revenues												15.5		13.8		29.3
Net corporate and other expenses												(32.6)		(39.5)		(72.1)
Intangible asset amortization												(1.8)		—		(1.8)
Interest expense												(9.6)		—		(9.6)
Foreign exchange gains												27.5		—		27.5
Income (loss) before income tax benefit	$	30.9		$	(37.5)		(6.6)			(4.0)		(142.8)		(0.5)		(153.9)
Income tax benefit							—			—		17.1		—		17.1
Net loss							(6.6)			(4.0)		(125.7)		(0.5)		(136.8)
Net loss attributable to noncontrolling interest							—			—		—		0.5		0.5
Net loss attributable to SiriusPoint							$	(6.6)		$	(4.0)	$	(125.7)	$	—	$	(136.3)
Underwriting Ratios: (1)
Loss ratio	62.0		%	64.9		%	63.0		%							67.6		%
Acquisition cost ratio	22.6		%	27.7		%	24.4		%							20.4		%
Other underwriting expenses ratio	6.6		%	5.4		%	6.2		%							7.3		%
Combined ratio	91.2		%	98.0		%	93.6		%							95.3		%

(1)Underwriting ratios are calculated by dividing the related expense by net premiums earned.

(2)Insurance & Services MGAs recognize fees for service using revenue from contracts with customers accounting standards, whereas insurance companies recognize acquisition expenses using insurance contract accounting standards. While ultimate revenues and expenses recognized will match, there will be recognition timing differences based on the different accounting standards.

	Twelve months ended December 31, 2022
	Reinsurance			Insurance & Services			Core			Eliminations (2)		Corporate		Segment Measure Reclass		Total
Gross premiums written	$	1,521.4		$	1,884.2		$	3,405.6		$	—	$	4.1	$	—	$	3,409.7
Net premiums written	1,199.6			1,346.0			2,545.6			—		3.6		—		2,549.2
Net premiums earned	1,213.1			1,086.8			2,299.9			—		18.2		—		2,318.1
Loss and loss adjustment expenses incurred, net	855.9			718.7			1,574.6			(5.2)		19.0		—		1,588.4
Acquisition costs, net	310.3			273.2			583.5			(118.6)		(3.0)		—		461.9
Other underwriting expenses	113.8			62.8			176.6			—		7.9		—		184.5
Underwriting income (loss)	(66.9)			32.1			(34.8)			123.8		(5.7)		—		83.3
Services revenue	(0.2)			215.7			215.5			(133.4)		—		(82.1)		—
Services expenses	—			179.2			179.2			—		—		(179.2)		—
Net services fee income (loss)	(0.2)			36.5			36.3			(133.4)		—		97.1		—
Services noncontrolling loss	—			1.1			1.1			—		—		(1.1)		—
Net investment losses from Strategic Investments	(3.9)			(2.2)			(6.1)			—		—		6.1		—
Net services income (loss)	(4.1)			35.4			31.3			(133.4)		—		102.1		—
Segment income (loss)	(71.0)			67.5			(3.5)			(9.6)		(5.7)		102.1		83.3
Net realized and unrealized investment losses												(219.4)		(6.1)		(225.5)
Net realized and unrealized investment losses from related party investment funds												(210.5)		—		(210.5)
Net investment income												113.3		—		113.3
Other revenues												28.1		82.1		110.2
Net corporate and other expenses												(133.6)		(179.2)		(312.8)
Intangible asset amortization												(8.1)		—		(8.1)
Interest expense												(38.6)		—		(38.6)
Foreign exchange gains												66.0		—		66.0
Income (loss) before income tax benefit	$	(71.0)		$	67.5		(3.5)			(9.6)		(408.5)		(1.1)		(422.7)
Income tax benefit							—			—		36.7		—		36.7
Net loss							(3.5)			(9.6)		(371.8)		(1.1)		(386.0)
Net income attributable to noncontrolling interests							—			—		(1.9)		1.1		(0.8)
Net loss attributable to SiriusPoint							$	(3.5)		$	(9.6)	$	(373.7)	$	—	$	(386.8)
Underwriting Ratios: (1)
Loss ratio	70.6		%	66.1		%	68.5		%							68.5		%
Acquisition cost ratio	25.6		%	25.1		%	25.4		%							19.9		%
Other underwriting expenses ratio	9.4		%	5.8		%	7.7		%							8.0		%
Combined ratio	105.6		%	97.0		%	101.6		%							96.4		%

(1)Underwriting ratios are calculated by dividing the related expense by net premiums earned.

(2)Insurance & Services MGAs recognize fees for service using revenue from contracts with customers accounting standards, whereas insurance companies recognize acquisition expenses using insurance contract accounting standards. While ultimate revenues and expenses recognized will match, there will be recognition timing differences based on the different accounting standards.

	Twelve months ended December 31, 2021
	Reinsurance			Insurance & Services			Core			Eliminations (2)		Corporate		Segment Measure Reclass		Total
Gross premiums written	$	1,350.4		$	897.9		$	2,248.3		$	—	$	(11.8)	$	—	$	2,236.5
Net premiums written	1,124.9			652.8			1,777.7			—		(43.5)		—		1,734.2
Net premiums earned	1,210.9			522.8			1,733.7			—		(16.7)		—		1,717.0
Loss and loss adjustment expenses incurred, net	989.4			320.6			1,310.0			(2.6)		19.1		—		1,326.5
Acquisition costs, net	302.7			149.7			452.4			(67.6)		3.0		—		387.8
Other underwriting expenses	105.5			29.2			134.7			—		24.1		—		158.8
Underwriting income (loss)	(186.7)			23.3			(163.4)			70.2		(62.9)		—		(156.1)
Services revenue	—			133.7			133.7			(82.6)		—		(51.1)		—
Services expenses	—			120.5			120.5			—		—		(120.5)		—
Net services fee income	—			13.2			13.2			(82.6)		—		69.4		—
Services noncontrolling loss	—			2.3			2.3			—		—		(2.3)		—
Net investment gains (losses) from Strategic Investments	0.3			(4.8)			(4.5)			—		—		4.5		—
Net services income	0.3			10.7			11.0			(82.6)		—		71.6		—
Segment income (loss)	(186.4)			34.0			(152.4)			(12.4)		(62.9)		71.6		(156.1)
Net realized and unrealized investment losses												(12.4)		(4.5)		(16.9)
Net realized and unrealized investment gains from related party investment funds												304.0		—		304.0
Net investment income												25.4		—		25.4
Other revenues												100.1		51.1		151.2
Net corporate and other expenses												(146.1)		(120.5)		(266.6)
Intangible asset amortization												(5.9)		—		(5.9)
Interest expense												(34.0)		—		(34.0)
Foreign exchange gains												44.0		—		44.0
Income (loss) before income tax benefit	$	(186.4)		$	34.0		(152.4)			(12.4)		212.2		(2.3)		45.1
Income tax benefit							—			—		10.7		—		10.7
Net income (loss)							(152.4)			(12.4)		222.9		(2.3)		55.8
Net loss attributable to noncontrolling interests							—			—		—		2.3		2.3
Net income (loss) available to SiriusPoint							$	(152.4)		$	(12.4)	$	222.9	$	—	$	58.1
Underwriting Ratios: (1)
Loss ratio	81.7		%	61.3		%	75.6		%							77.3		%
Acquisition cost ratio	25.0		%	28.6		%	26.1		%							22.6		%
Other underwriting expenses ratio	8.7		%	5.6		%	7.8		%							9.2		%
Combined ratio	115.4		%	95.5		%	109.5		%							109.1		%

(1)Underwriting ratios are calculated by dividing the related expense by net premiums earned.

(2)Insurance & Services MGAs recognize fees for service using revenue from contracts with customers accounting standards, whereas insurance companies recognize acquisition expenses using insurance contract accounting standards. While ultimate revenues and expenses recognized will match, there will be recognition timing differences based on the different accounting standards.

SIRIUSPOINT LTD.

NON-GAAP FINANCIAL MEASURES AND RECONCILIATIONS & OTHER FINANCIAL MEASURES

Non-GAAP Financial Measures

Core Results

Collectively, the sum of the Company's two segments, Reinsurance and Insurance & Services, constitute "Core" results. Core underwriting income, Core net services income, Core income and Core combined ratio are non-GAAP financial measures. We believe it is useful to review Core results as it better reflects how management views the business and reflects our decision to exit the runoff business. The sum of Core results and Corporate results are equal to the consolidated results of operations.

Core underwriting income - calculated by subtracting loss and loss adjustment expenses incurred, net, acquisition costs, net, and other underwriting expenses from net premiums earned.

Core net services income - consists of services revenues which include commissions, brokerage and fee income related to consolidated MGAs, and other revenues, services expenses which include direct expenses related to consolidated MGAs, services noncontrolling income which represent minority ownership interests in consolidated MGAs, and net investment gains from Strategic Investments which are net investment gains/losses from investment in our strategic partners. Net services income is a key indicator of the profitability of the Company's services provided, including investment returns on non-consolidated investment positions held.

Core income - consists of two components, core underwriting income and core net services income. Core income is a key measure of our segment performance.

Core combined ratio - calculated by dividing the sum of Core loss and loss adjustment expenses incurred, net, acquisition costs, net and other underwriting expenses by Core net premiums earned. Accident year loss ratio and accident year combined ratio are calculated by excluding prior year loss reserve development to present the impact of current accident year net loss and loss adjustment expenses on the Core loss ratio and Core combined ratio, respectively. These ratios are useful indicators of our underwriting profitability.

Tangible Book Value Per Diluted Common Share

Tangible book value per diluted common share, as presented, is a non-GAAP financial measure and the most comparable GAAP measure is book value per common share. Tangible book value per diluted common share excludes the total number of unvested restricted shares, at period end, and intangible assets. While restricted shares are outstanding, they are excluded because they are unvested. Further, management believes that effects of intangible assets are not indicative of underlying underwriting results or trends and make book value comparisons to less acquisitive peer companies less meaningful. The tangible book value per diluted common share is also useful because it provides a more accurate measure of the realizable value of shareholder returns, excluding intangible assets.

The following table sets forth the computation of book value per common share, book value per diluted common share and tangible book value per diluted common share as of December 31, 2022 and December 31, 2021:

	December 31, 2022		December 31, 2021
	($ in millions, except share and per share amounts)
Common shareholders’ equity attributable to SiriusPoint common shareholders	$	1,874.7	$	2,303.7
Carrying value of Series A preference shares issued in merger	—		20.4
Diluted common shareholders’ equity attributable to SiriusPoint common shareholders	1,874.7		2,324.1
Intangible assets	(163.8)		(171.9)
Tangible diluted common shareholders' equity attributable to SiriusPoint common shareholders	$	1,710.9	$	2,152.2
Common shares outstanding	162,177,653		161,929,777
Effect of dilutive stock options, restricted shares, restricted share units, warrants and Series A preference shares	3,492,795		2,898,237
Book value per diluted common share denominator	165,670,448		164,828,014
Unvested restricted shares	(1,708,608)		(2,590,194)
Tangible book value per diluted common share denominator	163,961,840		162,237,820
Book value per common share	$	11.56	$	14.23
Book value per diluted common share	$	11.32	$	14.10
Tangible book value per diluted common share	$	10.43	$	13.27

Other Financial Measures

Annualized Return on Average Common Shareholders’ Equity Attributable to SiriusPoint Common Shareholders

Annualized return on average common shareholders’ equity attributable to SiriusPoint common shareholders is calculated by dividing annualized net income (loss) available to SiriusPoint common shareholders for the period by the average common shareholders’ equity determined using the common shareholders’ equity balances at the beginning and end of the period.

Annualized return on average common shareholders’ equity attributable to SiriusPoint common shareholders for the three and twelve months ended December 31, 2022 and 2021 was calculated as follows:

	Three months ended						Twelve months ended
	December 31, 2022			December 31, 2021			December 31, 2022			December 31, 2021
	($ in millions)
Net income (loss) available to SiriusPoint common shareholders	$	(26.6)		$	(140.3)		$	(402.8)		$	44.6
Common shareholders’ equity attributable to SiriusPoint common shareholders - beginning of period	1,884.5			2,438.0			2,303.7			1,563.9
Common shareholders’ equity attributable to SiriusPoint common shareholders - end of period	1,874.7			2,303.7			1,874.7			2,303.7
Average common shareholders’ equity attributable to SiriusPoint common shareholders	$	1,879.6		$	2,370.9		$	2,089.2		$	1,933.8
Annualized return on average common shareholders’ equity attributable to SiriusPoint common shareholders	(5.7)		%	(23.7)		%	(19.3)		%	2.3		%

EX-99.2

SiriusPoint Ltd.

Financial Supplement

December 31, 2022

(UNAUDITED)

This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company’s Annual Report on Form 10-K.

Point Building	Dhruv Gahlaut - Head of Investor Relations and Chief Strategy Officer
3 Waterloo Lane	Tel: +44 20 3772 3111
Pembroke HM 08	Email: investor.relations@siriuspt.com
Bermuda	Website: www.siriuspt.com

SiriusPoint Ltd.

Basis of Presentation and Non-GAAP Financial Measures:

Unless the context otherwise indicates or requires, as used in this financial supplement references to “we,” “our,” “us,” the “Company,” and "SiriusPoint" refer to SiriusPoint Ltd. and its directly and indirectly owned subsidiaries, as a combined entity, except where otherwise stated or where it is clear that the terms mean only SiriusPoint Ltd. exclusive of its subsidiaries. We have made rounding adjustments to reach some of the figures included in this financial supplement and, unless otherwise indicated, percentages presented in this financial supplement are approximate.

In presenting SiriusPoint’s results, management has included financial measures that are not calculated under standards or rules that comprise accounting principles generally accepted in the United States (“GAAP”). SiriusPoint’s management uses this information in its internal analysis of results and believes that this information may be informative to investors in gauging the quality of SiriusPoint’s financial performance, identifying trends in our results and providing meaningful period-to-period comparisons. Core underwriting income, Core net services income, Core income, Core combined ratio, accident year loss ratio and accident year combined ratio are non-GAAP financial measures. Management believes it is useful to review Core results as it better reflects how management views the business and reflects the Company’s decision to exit the runoff business. Tangible book value per diluted common share is also a non-GAAP financial measure. SiriusPoint's management believes that effects of intangible assets are not indicative of underlying underwriting results or trends and make book value comparisons to less acquisitive peer companies less meaningful. The tangible book value per diluted common share is also useful because it provides a more accurate measure of the realizable value of shareholder returns, excluding intangible assets. Reconciliations and definitions of such measures to the most comparable GAAP figures are included in the attached financial information in accordance with Regulation G.

Safe Harbor Statement Regarding Forward-Looking Statements:

This financial supplement includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. Forward-looking statements are subject to known and unknown risks and uncertainties, many of which may be beyond the Company’s control. The Company cautions you that the forward-looking information presented in this financial supplement is not a guarantee of future events, and that actual events may differ materially from those made in or suggested by the forward-looking information contained in this financial supplement. In addition, forward-looking statements generally can be identified by the use of forward-looking terminology such as “believes,” “intends,” “seeks,” “anticipates,” “aims,” plans,” “estimates,” “expects,” “assumes,” “continues,” “should,” “could,” “will,” “may” and the negative of these or similar terms and phrases. Actual events, results and outcomes may differ materially from the Company’s expectations due to a variety of known and unknown risks, uncertainties and other factors. Among the risks and uncertainties that could cause actual results to differ from those described in the forward-looking statements are the following: our ability to execute on our strategic transformation, including re-underwriting to reduce volatility and improving underwriting performance, de-risking our investment portfolio, and transforming our business, including re-balancing our portfolio and growing the Insurance & Services segment; the impact of unpredictable catastrophic events including uncertainties with respect to current and future COVID-19 losses across many classes of insurance business and the amount of insurance losses that may ultimately be ceded to the reinsurance market; supply chain issues, labor shortages and related increased costs; changing interest rates and equity market volatility; inadequacy of loss and loss adjustment expense reserves, the lack of available capital, and periods characterized by excess underwriting capacity and unfavorable premium rates; the performance of financial markets, impact of inflation, and foreign currency fluctuations; our ability to compete successfully in the (re)insurance market and the effect of consolidation in the (re)insurance industry; technology breaches or failures, including those resulting from a malicious cyber-attack on us, our business partners or service providers; the effects of global climate change, including increased severity and frequency of weather-related natural disasters and catastrophes and increased coastal flooding in many geographic areas; our ability to retain key senior management and key employees; a downgrade or withdrawal of our financial ratings; fluctuations in our results of operations; legal restrictions on certain of SiriusPoint’s insurance and reinsurance subsidiaries’ ability to pay dividends and other distributions to SiriusPoint; the outcome of legal and regulatory proceedings and regulatory constraints on our business; reduced returns or losses in SiriusPoint’s investment portfolio; our potential exposure to U.S. federal income and withholding taxes and our significant deferred tax assets, which could become devalued if we do not generate future taxable income or applicable corporate tax rates are reduced; risks associated with delegating authority to third party managing general agents; future strategic transactions such as acquisitions, dispositions, investments, mergers or joint ventures; and other risks and factors listed under "Risk Factors" in the Company's most recent Annual Report on Form 10-K and subsequent periodic and current reports filed with the Securities and Exchange Commission. All forward-looking statements speak only as of the date made and the Company undertakes no obligation to update or revise publicly any forward-looking statements, whether as a result of new information, future events or otherwise.

Page 2 of 19                             

SiriusPoint Ltd.

Table of Contents

Key Performance Indicators
Key Performance Indicators	4
Consolidated Financial Statements
Consolidated Balance Sheets - by Quarter	5
Consolidated Statements of Income (Loss)	6
Consolidated Statements of Loss - by Quarter	7
Operating Segment Information
Segment Reporting - Three months ended December 31, 2022	8
Segment Reporting - Three months ended December 31, 2021	9
Segment Reporting - Year ended December 31, 2022	10
Segment Reporting - Year ended December 31, 2021	11
Consolidated Results - by Quarter	12
Core Results - by Quarter	13
Reinsurance Segment - by Quarter	14
Insurance & Services Segment - by Quarter	15
Investments
Investments - by Quarter	16
Other
Loss per Share - by Quarter	17
Annualized Return on Average Common Shareholders’ Equity - by Quarter	18
Book Value per Share - by Quarter	19

Page 3 of 19                             

SiriusPoint Ltd.

Key Performance Indicators

December 31, 2022 and 2021

(expressed in millions of U.S. dollars, except per share data and ratios)

	Three months ended						Twelve months ended
	December 31, 2022			December 31, 2021			December 31, 2022			December 31, 2021
Combined ratio	90.4		%	95.3		%	96.4		%	109.1		%
Core underwriting income (loss) (1)	$	31.2		$	34.7		$	(34.8)		$	(163.4)
Core net services income (loss) (1)	$	(6.2)		$	(41.3)		$	31.3		$	11.0
Core income (loss) (1)	$	25.0		$	(6.6)		$	(3.5)		$	(152.4)
Core combined ratio (1)	94.8		%	93.6		%	101.6		%	109.5		%
Accident year loss ratio (1)	64.7		%	65.9		%	69.0		%	77.4		%
Accident year combined ratio (1)	96.4		%	96.5		%	102.1		%	111.3		%
Annualized return on average common shareholders’ equity attributable to SiriusPoint common shareholders	(5.7)		%	(23.7)		%	(19.3)		%	2.3		%
Book value per common share	$	11.56		$	14.23		$	11.56		$	14.23
Book value per diluted common share	$	11.32		$	14.10		$	11.32		$	14.10
Tangible book value per diluted common share (1)	$	10.43		$	13.27		$	10.43		$	13.27

(1)Core underwriting income (loss), Core net services income (loss), Core income (loss), and Core combined ratio are non-GAAP financial measures. See reconciliations in “Segment Reporting.” Core accident year combined ratio and Core accident year loss ratio are non-GAAP financial measures. See definitions in “Core Results by Quarter.” Tangible book value per diluted common share is a non-GAAP financial measure. See reconciliation in “Book Value per Share - by Quarter”.

Page 4 of 19                             

SiriusPoint Ltd.

Consolidated Balance Sheets - by Quarter

(expressed in millions of U.S. dollars)

	December 31, 2022		September 30, 2022		June 30, 2022		March 31, 2022		December 31, 2021
Assets
Debt securities, available for sale, at fair value, net of allowance for credit losses	$	2,635.5	$	1,324.0	$	715.5	$	—	$	—
Debt securities, trading, at fair value	1,526.0		1,697.1		2,210.5		2,622.8		2,085.6
Short-term investments, at fair value	984.6		1,991.6		1,378.0		989.0		1,075.8
Investments in related party investment funds, at fair value	128.8		309.0		318.1		678.6		909.6
Other long-term investments, at fair value	377.2		414.9		436.4		438.2		456.1
Equity securities, trading, at fair value	1.6		1.4		1.6		2.7		2.8
Total investments	5,653.7		5,738.0		5,060.1		4,731.3		4,529.9
Cash and cash equivalents	705.3		647.3		746.6		826.1		999.8
Restricted cash and cash equivalents	208.4		144.2		630.6		972.8		948.6
Redemption receivable from related party investment fund	18.5		—		—		—		250.0
Due from brokers	4.9		20.2		72.8		70.1		15.9
Interest and dividends receivable	26.7		17.0		14.6		10.7		8.3
Insurance and reinsurance balances receivable, net	1,876.9		1,952.7		1,934.8		1,936.8		1,708.2
Deferred acquisition costs and value of business acquired, net	294.9		278.6		271.3		271.0		218.8
Unearned premiums ceded	348.8		379.1		375.6		365.7		242.8
Loss and loss adjustment expenses recoverable, net	1,376.2		1,309.2		1,257.5		1,278.6		1,215.3
Deferred tax asset	200.3		197.6		180.1		180.6		182.0
Intangible assets	163.8		165.9		168.0		170.0		171.9
Assets held for sale	—		20.9		—		—		—
Other assets	157.9		127.4		129.2		102.6		126.8
Total assets	$	11,036.3	$	10,998.1	$	10,841.2	$	10,916.3	$	10,618.3
Liabilities
Loss and loss adjustment expense reserves	$	5,268.7	$	5,200.5	$	4,940.8	$	4,936.0	$	4,841.4
Unearned premium reserves	1,521.1		1,572.8		1,557.2		1,504.9		1,198.4
Reinsurance balances payable	813.6		793.9		759.0		773.5		688.3
Deposit liabilities	140.5		138.9		143.5		147.2		150.7
Securities sold, not yet purchased, at fair value	27.0		41.7		83.4		64.0		—
Securities sold under an agreement to repurchase	18.0		17.3		17.5		—		—
Due to brokers	—		16.6		18.0		32.1		6.5
Accounts payable, accrued expenses and other liabilities	266.6		245.8		206.5		188.7		229.8
Deferred tax liability	59.8		66.9		59.2		98.0		95.4
Liability-classified capital instruments	60.4		48.9		50.7		76.0		87.8
Debt	778.0		762.0		781.3		808.4		816.7
Total liabilities	8,953.7		8,905.3		8,617.1		8,628.8		8,115.0
Shareholders’ equity
Series B preference shares	200.0		200.0		200.0		200.0		200.0
Common shares	16.2		16.2		16.2		16.2		16.2
Additional paid-in capital	1,641.3		1,633.2		1,630.3		1,623.4		1,622.7
Retained earnings	262.2		288.8		387.2		448.0		665.0
Accumulated other comprehensive income (loss)	(45.0)		(53.7)		(10.4)		0.6		(0.2)
Shareholders’ equity attributable to SiriusPoint shareholders	2,074.7		2,084.5		2,223.3		2,288.2		2,503.7
Noncontrolling interests	7.9		8.3		0.8		(0.7)		(0.4)
Total shareholders’ equity	2,082.6		2,092.8		2,224.1		2,287.5		2,503.3
Total liabilities, noncontrolling interests and shareholders’ equity	$	11,036.3	$	10,998.1	$	10,841.2	$	10,916.3	$	10,618.3

Page 5 of 19                             

SiriusPoint Ltd.

Consolidated Statements of Income (Loss)

(expressed in millions of U.S. dollars, except share and per share data)

	Three months ended				Twelve months ended
	December 31, 2022		December 31, 2021		December 31, 2022		December 31, 2021
Revenues
Net premiums earned	$	607.4	$	519.9	$	2,318.1	$	1,717.0
Net realized and unrealized investment gains (losses)	10.9		(60.6)		(225.5)		(16.9)
Net realized and unrealized investment gains (losses) from related party investment funds	(10.7)		(97.2)		(210.5)		304.0
Net investment income	51.9		6.6		113.3		25.4
Net realized and unrealized investment gains (losses) and net investment income	52.1		(151.2)		(322.7)		312.5
Other revenues	14.1		29.3		110.2		151.2
Total revenues	673.6		398.0		2,105.6		2,180.7
Expenses
Loss and loss adjustment expenses incurred, net	390.1		351.4		1,588.4		1,326.5
Acquisition costs, net	113.0		106.3		461.9		387.8
Other underwriting expenses	46.4		38.2		184.5		158.8
Net corporate and other expenses	92.6		72.1		312.8		266.6
Intangible asset amortization	2.1		1.8		8.1		5.9
Interest expense	10.5		9.6		38.6		34.0
Foreign exchange (gains) losses	61.5		(27.5)		(66.0)		(44.0)
Total expenses	716.2		551.9		2,528.3		2,135.6
Income (loss) before income tax benefit	(42.6)		(153.9)		(422.7)		45.1
Income tax benefit	19.6		17.1		36.7		10.7
Net income (loss)	(23.0)		(136.8)		(386.0)		55.8
Net (income) loss attributable to noncontrolling interests	0.4		0.5		(0.8)		2.3
Net income (loss) available to SiriusPoint	(22.6)		(136.3)		(386.8)		58.1
Dividends on Series B preference shares	(4.0)		(4.0)		(16.0)		(13.5)
Net income (loss) available to SiriusPoint common shareholders	$	(26.6)	$	(140.3)	$	(402.8)	$	44.6
Earnings (loss) per share available to SiriusPoint common shareholders
Basic earnings (loss) per share available to SiriusPoint common shareholders (1)	$	(0.17)	$	(0.88)	$	(2.51)	$	0.28
Diluted earnings (loss) per share available to SiriusPoint common shareholders (1)	$	(0.17)	$	(0.88)	$	(2.51)	$	0.27
Weighted average number of common shares used in the determination of earnings (loss) per share
Basic	160,459,088		159,268,777		160,228,588		148,667,770
Diluted	160,459,088		159,268,777		160,228,588		150,156,466

(1)    Basic earnings (loss) per share is based on the weighted average number of common shares and participating securities outstanding during the period. The weighted average number of common shares excludes any dilutive effect of outstanding warrants, options and unvested restricted shares. Diluted earnings (loss) per share is based on the weighted average number of common shares and participating securities outstanding and includes any dilutive effects of warrants, options and unvested restricted shares under share plans and are determined using the treasury stock method. U.S. GAAP requires that participating securities be treated in the same manner as outstanding shares for earnings per share calculations. The Company treats certain of its unvested restricted shares as participating securities. In the event of a net loss, all participating securities, outstanding warrants, options and restricted shares are excluded from both basic and diluted loss per share since their inclusion would be anti-dilutive.

Page 6 of 19                             

SiriusPoint Ltd.

Consolidated Statements of Loss - by Quarter

(expressed in millions of U.S. dollars, except share and per share data)

	December 31, 2022		September 30, 2022		June 30, 2022		March 31, 2022		December 31, 2021
Revenues
Net premiums earned	$	607.4	$	612.6	$	568.8	$	529.3	$	519.9
Net realized and unrealized investment gains (losses)	10.9		(56.1)		(98.4)		(81.9)		(60.6)
Net realized and unrealized investment losses from related party investment funds	(10.7)		(8.3)		(60.5)		(131.0)		(97.2)
Net investment income	51.9		36.2		17.4		7.8		6.6
Total realized and unrealized investment gains (losses) and net investment income	52.1		(28.2)		(141.5)		(205.1)		(151.2)
Other revenues	14.1		13.1		45.8		37.2		29.3
Total revenues	673.6		597.5		473.1		361.4		398.0
Expenses
Loss and loss adjustment expenses incurred, net	390.1		497.9		360.3		340.1		351.4
Acquisition costs, net	113.0		116.8		123.6		108.5		106.3
Other underwriting expenses	46.4		44.8		46.1		47.2		38.2
Net corporate and other expenses	92.6		70.8		72.0		77.4		72.1
Intangible asset amortization	2.1		2.1		2.0		1.9		1.8
Interest expense	10.5		9.4		9.4		9.3		9.6
Foreign exchange (gains) losses	61.5		(51.6)		(56.5)		(19.4)		(27.5)
Total expenses	716.2		690.2		556.9		565.0		551.9
Loss before income tax (expense) benefit	(42.6)		(92.7)		(83.8)		(203.6)		(153.9)
Income tax (expense) benefit	19.6		(0.9)		27.7		(9.7)		17.1
Net loss	(23.0)		(93.6)		(56.1)		(213.3)		(136.8)
Net (income) loss attributable to noncontrolling interests	0.4		(0.8)		(0.7)		0.3		0.5
Net loss attributable to SiriusPoint	(22.6)		(94.4)		(56.8)		(213.0)		(136.3)
Dividends on Series B preference shares	(4.0)		(4.0)		(4.0)		(4.0)		(4.0)
Net loss available to SiriusPoint common shareholders	$	(26.6)	$	(98.4)	$	(60.8)	$	(217.0)	$	(140.3)
Loss per share available to SiriusPoint common shareholders
Basic loss per share available to SiriusPoint common shareholders (1)	$	(0.17)	$	(0.61)	$	(0.38)	$	(1.36)	$	(0.88)
Diluted loss per share available to SiriusPoint common shareholders (1)	$	(0.17)	$	(0.61)	$	(0.38)	$	(1.36)	$	(0.88)
Weighted average number of common shares used in the determination of loss per share
Basic	160,459,088		160,321,270		160,258,883		159,867,593		159,268,777
Diluted	160,459,088		160,321,270		160,258,883		159,867,593		159,268,777

(1)     Basic loss per share is based on the weighted average number of common shares and participating securities outstanding during the period. The weighted average number of common shares excludes any dilutive effect of outstanding warrants, options and unvested restricted shares. Diluted loss per share is based on the weighted average number of common shares and participating securities outstanding and includes any dilutive effects of warrants, options and unvested restricted shares under share plans and are determined using the treasury stock method. U.S. GAAP requires that participating securities be treated in the same manner as outstanding shares for earnings per share calculations. The Company treats certain of its unvested restricted shares as participating securities. In the event of a net loss, all participating securities, outstanding warrants, options and restricted shares are excluded from both basic and diluted loss per share since their inclusion would be anti-dilutive.

Page 7 of 19                             

SiriusPoint Ltd.

Segment Reporting - Three months ended December 31, 2022

(expressed in millions of U.S. dollars, except ratios)

	Reinsurance			Insurance & Services			Core			Eliminations (2)		Corporate		Segment Measure Reclass		Total
Gross premiums written	$	300.5		$	441.9		$	742.4		$	—	$	1.3	$	—	$	743.7
Net premiums written	236.1			340.4			576.5			—		1.4		—		577.9
Net premiums earned	281.5			324.3			605.8			—		1.6		—		607.4
Loss and loss adjustment expenses incurred, net	170.4			212.1			382.5			(1.4)		9.0		—		390.1
Acquisition costs, net	74.3			74.8			149.1			(32.2)		(3.9)		—		113.0
Other underwriting expenses	27.0			16.0			43.0			—		3.4		—		46.4
Underwriting income (loss)	9.8			21.4			31.2			33.6		(6.9)		—		57.9
Services revenue	(3.6)			49.8			46.2			(30.5)		—		(15.7)		—
Services expenses	—			43.9			43.9			—		—		(43.9)		—
Net services fee income (loss)	(3.6)			5.9			2.3			(30.5)		—		28.2		—
Services noncontrolling loss	—			0.5			0.5			—		—		(0.5)		—
Net investment losses from Strategic Investments	(4.2)			(4.8)			(9.0)			—		—		9.0		—
Net services income (loss)	(7.8)			1.6			(6.2)			(30.5)		—		36.7		—
Segment income (loss)	2.0			23.0			25.0			3.1		(6.9)		36.7		57.9
Net realized and unrealized investment gains (losses)												19.9		(9.0)		10.9
Net realized and unrealized investment losses from related party investment funds												(10.7)		—		(10.7)
Net investment income												51.9		—		51.9
Other revenues												(1.6)		15.7		14.1
Net corporate and other expenses												(48.7)		(43.9)		(92.6)
Intangible asset amortization												(2.1)		—		(2.1)
Interest expense												(10.5)		—		(10.5)
Foreign exchange losses												(61.5)		—		(61.5)
Income (loss) before income tax expense	$	2.0		$	23.0		25.0			3.1		(70.2)		(0.5)		(42.6)
Income tax benefit							—			—		19.6		—		19.6
Net income (loss)							25.0			3.1		(50.6)		(0.5)		(23.0)
Net (income) loss attributable to noncontrolling interest							—			—		(0.1)		0.5		0.4
Net income (loss) available to SiriusPoint							$	25.0		$	3.1	$	(50.7)	$	—	$	(22.6)
Underwriting Ratios: (1)
Loss ratio	60.5		%	65.4		%	63.1		%							64.2		%
Acquisition cost ratio	26.4		%	23.1		%	24.6		%							18.6		%
Other underwriting expenses ratio	9.6		%	4.9		%	7.1		%							7.6		%
Combined ratio	96.5		%	93.4		%	94.8		%							90.4		%

(1)Underwriting ratios are calculated by dividing the related expense by net premiums earned.

(2)Insurance & Services MGAs recognize fees for service using revenue from contracts with customers accounting standards, whereas insurance companies recognize acquisition expenses using insurance contract accounting standards. While ultimate revenues and expenses recognized will match, there will be recognition timing differences based on the different accounting standards.

Page 8 of 19                             

SiriusPoint Ltd.

Segment Reporting - Three months ended December 31, 2021

(expressed in millions of U.S. dollars, except ratios)

	Reinsurance			Insurance & Services			Core			Eliminations (2)		Corporate		Segment Measure Reclass		Total
Gross premiums written	$	418.8		$	269.9		$	688.7		$	—	$	2.1	$	—	$	690.8
Net premiums written	351.1			184.3			535.4			—		(24.5)		—		510.9
Net premiums earned	348.1			188.1			536.2			—		(16.3)		—		519.9
Loss and loss adjustment expenses incurred, net	215.7			122.0			337.7			(0.9)		14.6		—		351.4
Acquisition costs, net	78.6			52.1			130.7			(25.1)		0.7		—		106.3
Other underwriting expenses	22.9			10.2			33.1			—		5.1		—		38.2
Underwriting income (loss)	30.9			3.8			34.7			26.0		(36.7)		—		24.0
Services revenue	—			43.8			43.8			(30.0)		—		(13.8)		—
Services expenses	—			39.5			39.5			—		—		(39.5)		—
Net services fee income	—			4.3			4.3			(30.0)		—		25.7		—
Services noncontrolling loss	—			0.5			0.5			—		—		(0.5)		—
Net investment gains (losses) from Strategic Investments	—			(46.1)			(46.1)			—		—		46.1		—
Net services loss	—			(41.3)			(41.3)			(30.0)		—		71.3		—
Segment income (loss)	30.9			(37.5)			(6.6)			(4.0)		(36.7)		71.3		24.0
Net realized and unrealized investment losses												(14.5)		(46.1)		(60.6)
Net realized and unrealized investment losses from related party investment funds												(97.2)		—		(97.2)
Net investment income												6.6		—		6.6
Other revenues												15.5		13.8		29.3
Net corporate and other expenses												(32.6)		(39.5)		(72.1)
Intangible asset amortization												(1.8)		—		(1.8)
Interest expense												(9.6)		—		(9.6)
Foreign exchange gains												27.5		—		27.5
Income (loss) before income tax benefit	$	30.9		$	(37.5)		(6.6)			(4.0)		(142.8)		(0.5)		(153.9)
Income tax benefit							—			—		17.1		—		17.1
Net loss							(6.6)			(4.0)		(125.7)		(0.5)		(136.8)
Net loss attributable to noncontrolling interest							—			—		—		0.5		0.5
Net loss attributable to SiriusPoint							$	(6.6)		$	(4.0)	$	(125.7)	$	—	$	(136.3)
Underwriting Ratios: (1)
Loss ratio	62.0		%	64.9		%	63.0		%							67.6		%
Acquisition cost ratio	22.6		%	27.7		%	24.4		%							20.4		%
Other underwriting expenses ratio	6.6		%	5.4		%	6.2		%							7.3		%
Combined ratio	91.2		%	98.0		%	93.6		%							95.3		%

(1)Underwriting ratios are calculated by dividing the related expense by net premiums earned.

(2)Insurance & Services MGAs recognize fees for service using revenue from contracts with customers accounting standards, whereas insurance companies recognize acquisition expenses using insurance contract accounting standards. While ultimate revenues and expenses recognized will match, there will be recognition timing differences based on the different accounting standards.

Page 9 of 19                             

SiriusPoint Ltd.

Segment Reporting - Year ended December 31, 2022

(expressed in millions of U.S. dollars, except ratios)

	Reinsurance			Insurance & Services			Core			Eliminations (2)		Corporate		Segment Measure Reclass		Total
Gross premiums written	$	1,521.4		$	1,884.2		$	3,405.6		$	—	$	4.1	$	—	$	3,409.7
Net premiums written	1,199.6			1,346.0			2,545.6			—		3.6		—		2,549.2
Net premiums earned	1,213.1			1,086.8			2,299.9			—		18.2		—		2,318.1
Loss and loss adjustment expenses incurred, net	855.9			718.7			1,574.6			(5.2)		19.0		—		1,588.4
Acquisition costs, net	310.3			273.2			583.5			(118.6)		(3.0)		—		461.9
Other underwriting expenses	113.8			62.8			176.6			—		7.9		—		184.5
Underwriting income (loss)	(66.9)			32.1			(34.8)			123.8		(5.7)		—		83.3
Services revenue	(0.2)			215.7			215.5			(133.4)		—		(82.1)		—
Services expenses	—			179.2			179.2			—		—		(179.2)		—
Net services fee income (loss)	(0.2)			36.5			36.3			(133.4)		—		97.1		—
Services noncontrolling loss	—			1.1			1.1			—		—		(1.1)		—
Net investment losses from Strategic Investments	(3.9)			(2.2)			(6.1)			—		—		6.1		—
Net services income (loss)	(4.1)			35.4			31.3			(133.4)		—		102.1		—
Segment income (loss)	(71.0)			67.5			(3.5)			(9.6)		(5.7)		102.1		83.3
Net realized and unrealized investment losses												(219.4)		(6.1)		(225.5)
Net realized and unrealized investment losses from related party investment funds												(210.5)		—		(210.5)
Net investment income												113.3		—		113.3
Other revenues												28.1		82.1		110.2
Net corporate and other expenses												(133.6)		(179.2)		(312.8)
Intangible asset amortization												(8.1)		—		(8.1)
Interest expense												(38.6)		—		(38.6)
Foreign exchange gains												66.0		—		66.0
Income (loss) before income tax benefit	$	(71.0)		$	67.5		(3.5)			(9.6)		(408.5)		(1.1)		(422.7)
Income tax benefit							—			—		36.7		—		36.7
Net loss							(3.5)			(9.6)		(371.8)		(1.1)		(386.0)
Net income attributable to noncontrolling interests							—			—		(1.9)		1.1		(0.8)
Net loss attributable to SiriusPoint							$	(3.5)		$	(9.6)	$	(373.7)	$	—	$	(386.8)
Underwriting Ratios: (1)
Loss ratio	70.6		%	66.1		%	68.5		%							68.5		%
Acquisition cost ratio	25.6		%	25.1		%	25.4		%							19.9		%
Other underwriting expenses ratio	9.4		%	5.8		%	7.7		%							8.0		%
Combined ratio	105.6		%	97.0		%	101.6		%							96.4		%

(1)Underwriting ratios are calculated by dividing the related expense by net premiums earned.

(2)Insurance & Services MGAs recognize fees for service using revenue from contracts with customers accounting standards, whereas insurance companies recognize acquisition expenses using insurance contract accounting standards. While ultimate revenues and expenses recognized will match, there will be recognition timing differences based on the different accounting standards.

Page 10 of 19                             

SiriusPoint Ltd.

Segment Reporting - Year ended December 31, 2021

(expressed in millions of U.S. dollars, except ratios)

	Reinsurance			Insurance & Services			Core			Eliminations (2)		Corporate		Segment Measure Reclass		Total
Gross premiums written	$	1,350.4		$	897.9		$	2,248.3		$	—	$	(11.8)	$	—	$	2,236.5
Net premiums written	1,124.9			652.8			1,777.7			—		(43.5)		—		1,734.2
Net premiums earned	1,210.9			522.8			1,733.7			—		(16.7)		—		1,717.0
Loss and loss adjustment expenses incurred, net	989.4			320.6			1,310.0			(2.6)		19.1		—		1,326.5
Acquisition costs, net	302.7			149.7			452.4			(67.6)		3.0		—		387.8
Other underwriting expenses	105.5			29.2			134.7			—		24.1		—		158.8
Underwriting income (loss)	(186.7)			23.3			(163.4)			70.2		(62.9)		—		(156.1)
Services revenue	—			133.7			133.7			(82.6)		—		(51.1)		—
Services expenses	—			120.5			120.5			—		—		(120.5)		—
Net services fee income	—			13.2			13.2			(82.6)		—		69.4		—
Services noncontrolling loss	—			2.3			2.3			—		—		(2.3)		—
Net investment gains (losses) from Strategic Investments	0.3			(4.8)			(4.5)			—		—		4.5		—
Net services income	0.3			10.7			11.0			(82.6)		—		71.6		—
Segment income (loss)	(186.4)			34.0			(152.4)			(12.4)		(62.9)		71.6		(156.1)
Net realized and unrealized investment losses												(12.4)		(4.5)		(16.9)
Net realized and unrealized investment gains from related party investment funds												304.0		—		304.0
Net investment income												25.4		—		25.4
Other revenues												100.1		51.1		151.2
Net corporate and other expenses												(146.1)		(120.5)		(266.6)
Intangible asset amortization												(5.9)		—		(5.9)
Interest expense												(34.0)		—		(34.0)
Foreign exchange gains												44.0		—		44.0
Income (loss) before income tax expense	$	(186.4)		$	34.0		(152.4)			(12.4)		212.2		(2.3)		45.1
Income tax benefit							—			—		10.7		—		10.7
Net income (loss)							(152.4)			(12.4)		222.9		(2.3)		55.8
Net loss attributable to noncontrolling interest							—			—		—		2.3		2.3
Net income (loss) available to SiriusPoint							$	(152.4)		$	(12.4)	$	222.9	$	—	$	58.1
Underwriting Ratios: (1)
Loss ratio	81.7		%	61.3		%	75.6		%							77.3		%
Acquisition cost ratio	25.0		%	28.6		%	26.1		%							22.6		%
Other underwriting expenses ratio	8.7		%	5.6		%	7.8		%							9.2		%
Combined ratio	115.4		%	95.5		%	109.5		%							109.1		%

(1)Underwriting ratios are calculated by dividing the related expense by net premiums earned.

(2)Insurance & Services MGAs recognize fees for service using revenue from contracts with customers accounting standards, whereas insurance companies recognize acquisition expenses using insurance contract accounting standards. While ultimate revenues and expenses recognized will match, there will be recognition timing differences based on the different accounting standards.

Page 11 of 19                             

SiriusPoint Ltd.

Consolidated Results - by Quarter

(expressed in millions of U.S. dollars, except ratios)

	December 31, 2022			September 30, 2022			June 30, 2022			March 31, 2022			December 31, 2021
Revenues
Gross premiums written	$	743.7		$	843.8		$	812.6		$	1,009.7		$	690.8
Net premiums written	577.9			634.4			623.0			713.9			510.9
Net premiums earned	607.4			612.6			568.8			529.3			519.9
Expenses
Loss and loss adjustment expenses incurred, net	390.1			497.9			360.3			340.1			351.4
Acquisition costs, net	113.0			116.8			123.6			108.5			106.3
Other underwriting expenses	46.4			44.8			46.1			47.2			38.2
Underwriting income (loss)	57.9			(46.9)			38.8			33.5			24.0
Underwriting Ratios (1):
Loss ratio	64.2		%	81.3		%	63.3		%	64.3		%	67.6		%
Acquisition cost ratio	18.6		%	19.1		%	21.7		%	20.5		%	20.4		%
Other underwriting expense ratio	7.6		%	7.3		%	8.1		%	8.9		%	7.3		%
Combined ratio	90.4		%	107.7		%	93.1		%	93.7		%	95.3		%
Catastrophe losses, net of reinsurance and reinstatement premiums	$	0.2		$	114.6		$	16.2		$	6.9		$	24.1
Russia/Ukraine losses	(0.7)			(0.3)			(0.1)			18.6			—
Favorable prior year loss reserve development	$	(4.1)		$	(5.3)		$	(6.4)		$	(5.5)		$	(16.7)

(1)Underwriting ratios are calculated by dividing the related expense by net premiums earned.

Page 12 of 19                             

SiriusPoint Ltd.

Core Results - by Quarter (1)

(expressed in millions of U.S. dollars, except ratios)

	December 31, 2022			September 30, 2022			June 30, 2022			March 31, 2022			December 31, 2021
Revenues
Gross premiums written	$	742.4		$	843.3		$	812.2		$	1,007.7		$	688.7
Net premiums written	576.5			633.8			622.9			712.4			535.4
Net premiums earned	605.8			609.9			563.8			520.4			536.2
Expenses
Loss and loss adjustment expenses incurred, net	382.5			504.1			359.5			328.5			337.7
Acquisition costs, net	149.1			150.8			150.2			133.4			130.7
Other underwriting expenses	43.0			43.3			44.5			45.8			33.1
Underwriting income (loss)	31.2			(88.3)			9.6			12.7			34.7
Services revenues	46.2			55.9			56.6			56.8			43.8
Services expenses	43.9			47.2			44.8			43.3			39.5
Net services fee income	2.3			8.7			11.8			13.5			4.3
Services noncontrolling (income) loss	0.5			0.5			(0.7)			0.8			0.5
Net investment gains (losses) from Strategic Investments	(9.0)			3.7			(0.5)			(0.3)			(46.1)
Net services income (loss)	(6.2)			12.9			10.6			14.0			(41.3)
Segment income (loss)	$	25.0		$	(75.4)		$	20.2		$	26.7		$	(6.6)
Underwriting Ratios (2):
Loss ratio	63.1		%	82.7		%	63.8		%	63.1		%	63.0		%
Acquisition cost ratio	24.6		%	24.7		%	26.6		%	25.6		%	24.4		%
Other underwriting expense ratio	7.1		%	7.1		%	7.9		%	8.8		%	6.2		%
Combined ratio	94.8		%	114.5		%	98.3		%	97.5		%	93.6		%
Accident year loss ratio	64.7		%	82.2		%	64.0		%	64.1		%	65.9		%
Accident year combined ratio	96.4		%	114.1		%	98.6		%	98.5		%	96.5		%
Catastrophe losses, net of reinsurance and reinstatement premiums	$	0.2		$	114.6		$	16.2		$	6.9		$	24.1
Russia/Ukraine losses	(0.7)			(0.3)			(0.1)			13.3			—
(Favorable) adverse prior year loss reserve development	$	(9.6)		$	2.6		$	(1.5)		$	(5.0)		$	(15.7)

(1)Collectively, the sum of our two segments, Reinsurance and Insurance & Services, constitute our "Core" results. Core underwriting income, Core net services income, Core income, Core combined ratio, accident year loss ratio and accident year combined ratio are non-GAAP financial measures. We believe it is useful to review Core results as it better reflects how management views the business and reflects our decision to exit the runoff business. The sum of Core results and Corporate results are equal to the consolidated results of operations.

(2)Underwriting ratios are calculated by dividing the related expense by net premiums earned. Accident year loss ratio and accident year combined ratio exclude prior year loss reserve development to present the impact of current accident year net loss and loss adjustment expenses on the Core loss ratio and Core combined ratio, respectively.

Page 13 of 19                             

SiriusPoint Ltd.

Reinsurance Segment - by Quarter

(expressed in millions of U.S. dollars, except ratios)

	December 31, 2022			September 30, 2022			June 30, 2022			March 31, 2022			December 31, 2021
Revenues
Gross premiums written	$	300.5		$	318.4		$	378.3		$	524.2		$	418.8
Net premiums written	236.1			267.1			321.5			374.9			351.1
Net premiums earned	281.5			304.5			319.5			307.6			348.1
Expenses
Loss and loss adjustment expenses incurred, net	170.4			286.3			204.7			194.5			215.7
Acquisition costs, net	74.3			69.8			86.3			79.9			78.6
Other underwriting expenses	27.0			28.0			28.7			30.1			22.9
Underwriting income (loss)	9.8			(79.6)			(0.2)			3.1			30.9
Services revenues	(3.6)			3.4			—			—			—
Net services fee income (loss)	(3.6)			3.4			—			—			—
Net investment gains (losses) from Strategic Investments	(4.2)			0.3			—			—			—
Net services income (loss)	(7.8)			3.7			—			—			—
Segment income (loss)	$	2.0		$	(75.9)		$	(0.2)		$	3.1		$	30.9
Underwriting Ratios (1):
Loss ratio	60.5		%	94.0		%	64.1		%	63.2		%	62.0		%
Acquisition cost ratio	26.4		%	22.9		%	27.0		%	26.0		%	22.6		%
Other underwriting expense ratio	9.6		%	9.2		%	9.0		%	9.8		%	6.6		%
Combined ratio	96.5		%	126.1		%	100.1		%	99.0		%	91.2		%
Catastrophe losses, net of reinsurance and reinstatement premiums	$	(1.4)		$	114.6		$	16.2		$	6.9		$	22.6
Russia/Ukraine losses	(0.7)			(0.3)			(0.1)			13.3			—
(Favorable) adverse prior year loss reserve development	$	3.0		$	(16.3)		$	4.6		$	(0.1)		$	(11.9)

(1)Underwriting ratios are calculated by dividing the related expense by net premiums earned.

Page 14 of 19                             

SiriusPoint Ltd.

Insurance & Services Segment - by Quarter

(expressed in millions of U.S. dollars, except ratios)

	December 31, 2022			September 30, 2022			June 30, 2022			March 31, 2022			December 31, 2021
Revenues
Gross premiums written	$	441.9		$	524.9		$	433.9		$	483.5		$	269.9
Net premiums written	340.4			366.7			301.4			337.5			184.3
Net premiums earned	324.3			305.4			244.3			212.8			188.1
Expenses
Loss and loss adjustment expenses incurred, net	212.1			217.8			154.8			134.0			122.0
Acquisition costs, net	74.8			81.0			63.9			53.5			52.1
Other underwriting expenses	16.0			15.3			15.8			15.7			10.2
Underwriting income (loss)	21.4			(8.7)			9.8			9.6			3.8
Services revenues	49.8			52.5			56.6			56.8			43.8
Services expenses	43.9			47.2			44.8			43.3			39.5
Net services fee income	5.9			5.3			11.8			13.5			4.3
Services noncontrolling (income) loss	0.5			0.5			(0.7)			0.8			0.5
Net investment gains (losses) from Strategic Investments	(4.8)			3.4			(0.5)			(0.3)			(46.1)
Net services income (loss)	1.6			9.2			10.6			14.0			(41.3)
Segment income (loss)	$	23.0		$	0.5		$	20.4		$	23.6		$	(37.5)
Underwriting Ratios (1):
Loss ratio	65.4		%	71.3		%	63.4		%	63.0		%	64.9		%
Acquisition cost ratio	23.1		%	26.5		%	26.2		%	25.1		%	27.7		%
Other underwriting expense ratio	4.9		%	5.0		%	6.5		%	7.4		%	5.4		%
Combined ratio	93.4		%	102.8		%	96.1		%	95.5		%	98.0		%
Catastrophe losses, net of reinsurance and reinstatement premiums	$	1.6		$	—		$	—		$	—		$	1.5
(Favorable) adverse prior year loss reserve development	$	(12.6)		$	18.9		$	(6.1)		$	(4.9)		$	(3.8)

(1)Underwriting ratios are calculated by dividing the related expense by net premiums earned.

Page 15 of 19                             

SiriusPoint Ltd.

Investments - by Quarter

(expressed in millions of U.S. dollars)

	December 31, 2022				September 30, 2022				June 30, 2022				March 31, 2022				December 31, 2021
	Fair Value		%		Fair Value		%		Fair Value		%		Fair Value		%		Fair Value		%
Asset-backed securities	$	230.7	4.1	%	$	133.9	2.3	%	$	125.1	2.5	%	$	—	—	%	$	—	—	%
Residential mortgage-backed securities	340.7		6.0	%	212.8		3.7	%	112.0		2.2	%	—		—	%	—		—	%
Commercial mortgage-backed securities	61.2		1.1	%	18.6		0.3	%	14.3		0.3	%	—		—	%	—		—	%
Corporate debt securities	415.7		7.4	%	386.0		6.7	%	157.7		3.1	%	—		—	%	—		—	%
U.S. government and government agency	1,550.6		27.4	%	552.3		9.6	%	291.5		5.8	%	—		—	%	—		—	%
Non-U.S. government and government agency	36.6		0.6	%	20.4		0.4	%	14.9		0.3	%	—		—	%	—		—	%
Total debt securities, available for sale	2,635.5		46.6	%	1,324.0		23.0	%	715.5		14.2	%	—		—	%	—		—	%
Asset-backed securities	553.7		9.8	%	642.0		11.2	%	672.5		13.3	%	718.1		15.2	%	513.1		11.3	%
Residential mortgage-backed securities	133.6		2.4	%	141.2		2.5	%	292.5		5.8	%	393.0		8.3	%	301.9		6.7	%
Commercial mortgage-backed securities	113.4		2.0	%	117.0		2.0	%	126.3		2.5	%	132.7		2.8	%	147.3		3.2	%
Corporate debt securities	363.5		6.4	%	404.4		7.0	%	667.2		13.2	%	752.3		15.9	%	602.6		13.3	%
U.S. government and government agency	270.4		4.8	%	297.1		5.2	%	323.9		6.4	%	489.1		10.3	%	385.4		8.5	%
Non-U.S. government and government agency	88.2		1.6	%	92.2		1.6	%	124.9		2.4	%	134.3		2.8	%	132.3		2.9	%
U.S. states, municipalities and political subdivision	—		—	%	—		—	%	—		—	%	—		—	%	0.2		—	%
Preferred stocks	3.2		—	%	3.2		0.1	%	3.2		0.1	%	3.3		0.1	%	2.8		0.1	%
Total debt securities, trading	1,526.0		27.0	%	1,697.1		29.6	%	2,210.5		43.7	%	2,622.8		55.4	%	2,085.6		46.0	%
Total equity securities	1.6		—	%	1.4		—	%	1.6		—	%	2.7		0.1	%	2.8		—	%
Short-term investments	984.6		17.4	%	1,991.6		34.7	%	1,378.0		27.2	%	989.0		20.9	%	1,075.8		23.8	%
Other long-term investments	227.3		4.0	%	196.8		3.4	%	173.5		3.4	%	185.0		3.9	%	262.0		5.8	%
Cost and equity method investments	104.8		1.9	%	128.0		2.3	%	144.6		2.9	%	130.2		2.8	%	89.2		1.9	%
Investments in funds valued at net asset value	173.9		3.1	%	399.1		7.0	%	436.4		8.6	%	801.6		16.9	%	1,014.5		22.5	%
Total investments	$	5,653.7	100.0	%	$	5,738.0	100.0	%	$	5,060.1	100.0	%	$	4,731.3	100.0	%	$	4,529.9	100.0	%

Page 16 of 19                             

SiriusPoint Ltd.

Loss per Share - by Quarter

(expressed in millions of U.S. dollars, except share and per share data)

	December 31, 2022		September 30, 2022		June 30, 2022		March 31, 2022		December 31, 2021
Weighted-average number of common shares outstanding:
Basic number of common shares outstanding	160,459,088		160,321,270		160,258,883		159,867,593		159,268,777
Dilutive effect of options, warrants, restricted share units and Series A preference shares (1)	—		—		—		—		—
Diluted number of common shares outstanding	160,459,088		160,321,270		160,258,883		159,867,593		159,268,777
Basic loss per common share:
Net loss attributable to SiriusPoint common shareholders	$	(26.6)	$	(98.4)	$	(60.8)	$	(217.0)	$	(140.3)
Basic loss per share attributable to SiriusPoint common shareholders (2)	$	(0.17)	$	(0.61)	$	(0.38)	$	(1.36)	$	(0.88)
Diluted loss per common share:
Net loss attributable to SiriusPoint common shareholders	$	(26.6)	$	(98.4)	$	(60.8)	$	(217.0)	$	(140.3)
Diluted loss per share attributable to SiriusPoint common shareholders (2)	$	(0.17)	$	(0.61)	$	(0.38)	$	(1.36)	$	(0.88)

(1)There was no dilution as a result of the net loss allocated to SiriusPoint common shareholders in the quarter. There was no dilution as a result of the Company’s average share price for the quarter being under the lowest exercise price or reference price for the respective security for warrants and options.

(2)Basic loss per share is based on the weighted average number of common shares and participating securities outstanding during the period. The weighted average number of common shares excludes any dilutive effect of outstanding warrants, options and unvested restricted shares. Diluted loss per share is based on the weighted average number of common shares and participating securities outstanding and includes any dilutive effects of warrants, options and unvested restricted shares under share plans and are determined using the treasury stock method. U.S. GAAP requires that participating securities be treated in the same manner as outstanding shares for earnings per share calculations. The Company treats certain of its unvested restricted shares as participating securities. In the event of a net loss, all participating securities, outstanding warrants, options and restricted shares are excluded from both basic and diluted loss per share since their inclusion would be anti-dilutive.

Page 17 of 19                             

SiriusPoint Ltd.

Annualized Return on Average Common Shareholders’ Equity - by Quarter

(expressed in millions of U.S. dollars, except share and per share data and ratios)

	December 31, 2022			September 30, 2022			June 30, 2022			March 31, 2022			December 31, 2021
Net loss attributable to SiriusPoint common shareholders	$	(26.6)		$	(98.4)		$	(60.8)		$	(217.0)		$	(140.3)
Shareholders’ equity attributable to SiriusPoint common shareholders - beginning of period	1,884.5			2,023.3			2,088.2			2,303.7			2,438.0
Shareholders’ equity attributable to SiriusPoint common shareholders - end of period	1,874.7			1,884.5			2,023.3			2,088.2			2,303.7
Average shareholders’ equity attributable to SiriusPoint common shareholders	$	1,879.6		$	1,953.9		$	2,055.8		$	2,196.0		$	2,370.9
Annualized return on average common shareholders’ equity attributable to SiriusPoint common shareholders (1)	(5.7)		%	(20.1)		%	(11.8)		%	(39.5)		%	(23.7)		%

(1)Annualized return on average common shareholders’ equity attributable to SiriusPoint common shareholders is calculated by dividing annualized net loss attributable to SiriusPoint common shareholders for the period by the average common shareholders’ equity determined using the common shareholders’ equity balances at the beginning and end of the period.

Page 18 of 19                             

SiriusPoint Ltd.

Book Value per Share - by Quarter

(expressed in millions of U.S. dollars, except share and per share data)

	December 31, 2022		September 30, 2022		June 30, 2022		March 31, 2022		December 31, 2021
Common shareholders’ equity attributable to SiriusPoint common shareholders	$	1,874.7	$	1,884.5	$	2,023.3	$	2,088.2	$	2,303.7
Carrying value of Series A preference shares issued in merger	—		—		—		—		20.4
Diluted common shareholders’ equity attributable to SiriusPoint common shareholders	1,874.7		1,884.5		2,023.3		2,088.2		2,324.1
Intangible assets	(163.8)		(165.9)		(168.0)		(170.0)		(171.9)
Tangible diluted common shareholders' equity attributable to SiriusPoint common shareholders	$	1,710.9	$	1,718.6	$	1,855.3	$	1,918.2	$	2,152.2
Common shares outstanding	162,177,653		162,312,938		162,328,831		161,941,552		161,929,777
Effect of dilutive stock options, restricted shares, restricted share units, warrants and Series A preference shares	3,492,795		1,963,861		1,790,110		1,469,274		2,898,237
Book value per diluted common share denominator	165,670,448		164,276,799		164,118,941		163,410,826		164,828,014
Unvested restricted shares	(1,708,608)		(1,890,932)		(2,051,368)		(1,981,408)		(2,590,194)
Tangible book value per diluted common share denominator	163,961,840		162,385,867		162,067,573		161,429,418		162,237,820
Book value per common share	$	11.56	$	11.61	$	12.46	$	12.89	$	14.23
Book value per diluted common share	$	11.32	$	11.47	$	12.33	$	12.78	$	14.10
Tangible book value per diluted common share(1)	$	10.43	$	10.58	$	11.45	$	11.88	$	13.27

(1)Tangible book value per diluted common share, as presented, is a non-GAAP financial measure and the most comparable GAAP measure is book value per common share. Tangible book value per diluted common share excludes the total number of unvested restricted shares, at period end, and intangible assets. While restricted shares are outstanding, they are excluded because they are unvested. Further, management believes that effects of intangible assets are not indicative of underlying underwriting results or trends and make book value comparisons to less acquisitive peer companies less meaningful. The tangible book value per diluted common share is also useful because it provides a more accurate measure of the realizable value of shareholder returns, excluding intangible assets.

Page 19 of 19                             

EX-99.3

SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2022 Full Year and Fourth Quarter Results February 23, 2023

Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we,” “our,” “us,” the “Company,” and "SiriusPoint" refer to SiriusPoint Ltd. and its directly and indirectly owned subsidiaries, as a combined entity, except where otherwise stated or where it is clear that the terms mean only SiriusPoint Ltd. exclusive of its subsidiaries. We have made rounding adjustments to reach some of the figures included in this presentation and, unless otherwise indicated, percentages presented in this presentation are approximate. In presenting SiriusPoint’s results, management has included financial measures that are not calculated under standards or rules that comprise accounting principles generally accepted in the United States (“GAAP”). SiriusPoint’s management uses this information in its internal analysis of results and believes that this information may be informative to investors in gauging the quality of SiriusPoint’s financial performance, identifying trends in our results and providing meaningful period-to-period comparisons. Core underwriting income, Core net services income, Core income, Core combined ratio, accident year loss ratio, accident year combined ratio, management basis gross premiums written and tangible book value per diluted common share, are referred to as non-GAAP financial measures. These non- GAAP financial measures may be defined or calculated differently by other companies. We believe these measures allow for a more complete understanding of our underlying business. These measures are used by management to monitor our results and should not be viewed as a substitute for those determined in accordance with U.S. GAAP. Management basis gross premiums written were $2.8 billion, which is the sum of 2021 total gross premiums written of $2.2 billion plus $0.6 billion of total gross premiums written recognized by Sirius Group for the 2021 pre-merger period from January 1, 2021, to the Acquisition date of February 26, 2021. Management basis gross premiums written consists of Reinsurance segment gross premiums written of $1.8 billion and Insurance & Services segment of $1.0 billion. Management basis gross premiums written is a non-GAAP financial measure and we believe it allows for a more complete understanding of our underlying business. For information with respect to our reportable segments, we refer you to our Form 10-K. Safe Harbor Statement Regarding Forward-Looking Statements: This presentation includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. Forward-looking statements are subject to known and unknown risks and uncertainties, many of which may be beyond the Company’s control. The Company cautions you that the forward-looking information presented in presentation is not a guarantee of future events, and that actual events may differ materially from those made in or suggested by the forward-looking information contained in this presentation. In addition, forward-looking statements generally can be identified by the use of forward-looking terminology such as “believes,” “intends,” “seeks,” “anticipates,” “aims,”“plans,” “estimates,” “expects,” “assumes,” “continues,” “should,” “could,” “will,” “may” and the negative of these or similar terms and phrases. Actual events, results and outcomes may differ materially from the Company’s expectations due to a variety of known and unknown risks, uncertainties and other factors. Among the risks and uncertainties that could cause actual results to differ from those described in the forward-looking statements are the following: our ability to execute on our strategic transformation, including re-underwriting to reduce volatility and improving underwriting performance, de-risking our investment portfolio, and transforming our business, including re-balancing our portfolio and growing the Insurance & Services segment; the impact of unpredictable catastrophic events including uncertainties with respect to current and future COVID-19 losses across many classes of insurance business and the amount of insurance losses that may ultimately be ceded to the reinsurance market, supply chain issues, labor shortages and related increased costs, changing interest rates and equity market volatility; inadequacy of loss and loss adjustment expense reserves, the lack of available capital, and periods characterized by excess underwriting capacity and unfavorable premium rates; the performance of financial markets, impact of inflation, and foreign currency fluctuations; our ability to compete successfully in the (re)insurance market and the effect of consolidation in the (re)insurance industry; technology breaches or failures, including those resulting from a malicious cyber-attack on us, our business partners or service providers; the effects of global climate change, including increased severity and frequency of weather-related natural disasters and catastrophes and increased coastal flooding in many geographic areas; our ability to retain key senior management and key employees; a downgrade or withdrawal of our financial ratings; fluctuations in our results of operations; legal restrictions on certain of SiriusPoint’s insurance and reinsurance subsidiaries’ ability to pay dividends and other distributions to SiriusPoint; the outcome of legal and regulatory proceedings and regulatory constraints on our business; reduced returns or losses in SiriusPoint’s investment portfolio; our potential exposure to U.S. federal income and withholding taxes and our significant deferred tax assets, which could become devalued if we do not generate future taxable income or applicable corporate tax rates are reduced; risks associated with delegating authority to third party managing general agents; future strategic transactions such as acquisitions, dispositions, investments, mergers or joint ventures; and other risks and factors listed under "Risk Factors" in the Company's most recent Annual Report on Form 10-K and other subsequent periodic reports filed with the Securities and Exchange Commission. All forward looking statements speak only as of the date made and the Company undertakes no obligation to update or revise publicly any forward-looking statements, whether as a result of new information, future events or otherwise. 2 Disclaimer

Agenda 3 Key Messages SiriusPoint Today Vision for the Future Full Year and Quarterly Results Update 1 2 3 4

1. Key Messages 4

5 The Vision for SiriusPoint: Substantial Progress Underway Notes: [1] On February 26, 2021, acquisition of Sirius International Insurance Group, Ltd. (“Sirius Group”) was completed, and Third Point Reinsurance Ltd. (“Third Point Re”) name was changed to SiriusPoint Ltd. [2] AY COR = Accident Year Combined Ratio. [3] FY = Full Year. [4] Cat = Catastrophe. [5] PML = Probable Maximum Loss. [6] As of December 31, 2022. [7] FI = Fixed Income. [8] MGAs = Managing General Agents. [9] Return on average common shareholders’ equity attributable to SiriusPoint common shareholders. [10] SiriusPoint Group BSCR calculated as available economic capital and surplus divided by the enhanced capital requirement as of September 30, 2022. • ~35% of premiums originated via our MGA8 relationships • 5 Consolidated MGAs generate ~$36m in net services fee income and have a book value of $85m6 Attractive distribution capabilities as a contributor of fee income • Rebalancing of portfolio away from Property Cat4 largely complete with ongoing portfolio refinements • Reduction of PMLs5 by ~50% since Q2’21 – further reduction expected in 2023 • Reinsurance protection purchased for 2023 at similar costs but with lower attachment points to further protect the balance sheet Reduction in volatility and ongoing refinement of the portfolio mix • Bermuda Solvency Capital Ratio (BSCR) at 194% as of Q3’2210 • Prudent reserve margin to help mitigate inflationary impactsHealthy balance sheet • Fixed income (FI) focused portfolio with 92% being investment grade6. Average rating of FI7 portfolio at AA6 • Fully matched with duration of assets backing loss reserves at ~2.5 years • Beneficiary of increase in investment yields with average re-investment rate on bond portfolio >4% during Q4’22 De-risked investment strategy • Transition from a non-integrated model post the merger1 to fully amalgamated “One SiriusPoint” franchise • Underwriting profit as a driver of value creation • Portfolio actions already yielding results – AY COR2 improved by ~9 ppts during FY3 22 • Additional improvement expected in 2023 Fully integrated model with uncompromised emphasis on underwriting • Announced rationalization of geographic footprint and scaling of operation platform • Costs expected to be reduced by >$50m by 2024 • Commitment to be good stewards of capital Cost and capital management optimization as we target double digit RoE9 by 2024

2. SiriusPoint Today 6

(15%) 83% (29%) >25% 42% 66% Re in su ra nc e In su ra nc e & Se rv ic es Pr op er ty C on s. M G A s Sp ec ia lty A & H $1,350 $1,788 $1,521 $898 $1,031 $1,884 $2,248 $2,819 $3,406 2021 2021 Management Basis 2022 Reinsurance Insurance & Services Casualty 37% A&H 25% Specialty 20% Property 18% 2022 GPW by Specialism1,6 SiriusPoint Today  Focus on Insurance & Services and away from Reinsurance  Lower exposure to Property Cat  Majority of International Property Cat exited  Lower reliance on the retro market at 1/1  Grow Specialty and A&H lines  Further develop our MGA partnerships  Rebalance our global footprint as we expand London and capitalize on our access to the Lloyd’s platform Growing Premiums in the Right Areas1 GPW by Segment1 YoY Growth Exchange / Ticker NYSE: SPNT Market Cap2: $1.1bn Q4’22 Tangible Equity3: $1.7bn 2022 GPW1: $3.4bn 2022 Net Services Fee Income1: $36m COR1 101.6% FSR4: AM Best: A- (Stable) S&P: A- (Negative) Fitch: A- (Negative) Notes: [1] Reflects Core business. [2] Market Data as of February 21, 2023. [3] Tangible common shareholders’ equity attributed to SiriusPoint common shareholders. [4] Financial strength ratings for the operating subsidiaries, SiriusPoint International Insurance Corporation, SiriusPoint Bermuda Insurance Company, SiriusPoint America Insurance Company and SiriusPoint Specialty Insurance Corporation. [5] Management basis gross premiums written is the sum of 2021 gross written premiums plus gross premiums written recognized by Sirius Group for the 2021 pre-merger period from January 1, 2021, to the Acquisition date of February 26, 2021. See page 2 for additional information. [6] This table offers an aggregated view of our product lines, taking into account certain management adjustments. For information with respect to our reportable segments, we refer you to our Form 10-K. $ numbers in USD millions Rebalancing our mix to shape a diversified, profitable and sustainable portfolio GPW: $3.4bn -15% +83% +21% % Change 7 5

Casualty 37% A&H 25% Specialty 20% Property 18% Diversified Business Model with 3 Sources of Uncorrelated Earnings $ numbers in USD millions  2022 AY COR improved by ~9 ppts  Further improvement expected during 2023  More stable underwriting results with significant reductions to Cat Underwriting1 2022 GPW $3,406 2022 COR 101.6% 2022 UW Income ($35) Strategic Investments2  Fee income from MGAs provides a diversified, capital-light source of earnings  Disclosure enhancements during 2023 Consolidated Others Investments Arcadian IMG Armada Banyan Alta Signa Total MGAs3 5 2022 SP Premium4 $662 2022 Net Services Fee Income $36 Q4’22 Book Value $85 Investments with underwriting capacity: 21 Other Investments: 10 2022 Net Investment Income: $113 2022 Total Investment Result5: ($323) 2022 SP Premium4: $571 8Notes: [1] Reflects Core business. [2] Investments also include holdings in Venture Capital (VC) funds. Holdings as of December 31, 2022. [3] Joyn was consolidated during Q1’22-Q3’22 and was de-consolidated during Q4’22. [4] SP premium refers to SiriusPoint Gross Premium Written. [5] Total investment result calculated as the sum of Net realized and unrealized investment gains (losses), Net realized and unrealized investment gains from related party investment funds and Net investment income. [6] Fixed income investments excludes short-term investments.  With repositioned investment portfolio, we expect net investment income to be in the $220m to $240m range during 2023  Fixed income portfolio reclassification to reduce volatility  63% of our fixed income investments6 classified as available for sale (“AFS”) (vs. none as of YE 21) 25%+ YoY Growth

3. Vision for the Future 9

10 Strategic Re-positioning: Based on "Three Priorities" to Become a Higher Performing Underwriter • Fully integrated “One SiriusPoint” • Committed to building a culture driven by strong underwriting • Optimizing operating model and efficiencies – aiming to reduce costs by >$50m by 2024 Simplification 1 • Reduction in Property Cat exposures • Focus on A&H, Specialty and MGA • Reinsurance protection purchased for 2023 at similar costs but with lower attachment points to further protect the balance sheet • Investment mix has moved towards high quality FI focus, away from hedge fund investments Reducing volatility 2 • 2023 viewed as a transitionary year; with that said, meaningful further improvement expected • Significant potential improvement in profitability given stable MGA fee earnings, locked-in investment yields, cost savings and already undertaken underwriting actions • Expecting to achieve full run-rate benefits of strategic actions in 2024 Focus on profitability, targeting double-digit RoE1 by 2024 3 Notes: [1] Return on average common shareholders’ equity attributable to SiriusPoint common shareholders.

11 Strategic Actions Significantly Advanced… Merger1 not fully integrated, leading to an inefficient operating model Priority I: Simplification of the Business Model Challenges Faced Actions Taken / In-Progress • New leadership team • Remuneration structure amended to better align performance and pay • COR and Book Value growth will be key variables to determine short-term and long-term variable compensation • Creating a “one team” approach • Focus on employee engagement • Distribution partnerships are a key element of our strategy, representing ~35% of the premiums • Expect to further develop these partnerships • Focus on partnering with MGAs as a paper and capacity provider – not just an equity investor • Currently have equity interest in 36 MGAs / InsurTechs • Not providing capacity on 10 • Options being assessed to optimize portfolio, particularly around pure investments, depending on market conditions • Reduced complexity and already making progress in creating a fully integrated and globally connected franchise • Announced initiatives include headcount reduction and closure/re- purposing of 5 offices • Targeted >$50m of cost savings, to be fully phased in 2024 • Reviewing other opportunities as we finalize vision on target operating model – update to be provided in 2023 Culture sub-optimal for delivery Shifting away from a “VC model” and enhancing MGA portfolio Notes: [1] On February 26, 2021, acquisition of Sirius International Insurance Group, Ltd. (“Sirius Group”) was completed, and Third Point Reinsurance Ltd. (“Third Point Re”) name was changed to SiriusPoint Ltd.

31% 18% 2021 Management Basis 2022 $868 $614 2021 Management Basis 2022 18% 2% 47% 29% 35% 70% Q2'21 Q4'22 Other Cash & STI Third Point Enhanced Fund (TPE) $274 $130 Q2'21 Q4'22 12 Strategic Actions Significantly Advanced… Priority II: Reduction in Volatility Challenges Faced Relatively large hedge fund exposure and volatile investment result • ~50% reduction of PML over the last 18 months and further reductions expected for 2023 • Governance improved and targets set across all business lines • Portfolio rationalization including rate increases to support ‘23 COR improvement • 2022 AY COR is 102.1%, ~9 ppts improvement YoY • 63% Fixed Income (ex. STI), of which 92% is investment grade6 • De-risked investment portfolio with repositioning: • TPE exposure only 2% at Q4’22 (vs 18% Q2’21) • Fully matched with duration of ~2.5 years for assets backing reserves6 • FI average credit rating at AA6 • Designation of the new FI investments as AFS to reduce P&L volatility • Reduction in International Property Cat exposures positioned us better for dislocated retro market on 1/1 • Purchased protection for 2023 with lower attachment to protect balance sheet • Moving from 8 to 2 locations for Cat business and shifted to global “shared resource model” across the portfolio • Re-aligned portfolio with focus on Specialty, A&H and MGA partnerships ‘21: $2.8bn2 ‘22: $3.4bn FY GPW1 Actions Taken / In-Progress 4 Total Property GPW Property as a % of Total GPW (16 ppts) $100m$1.3bn TPE4 $ numbers in USD millions Volatile underwriting resultsConcentrated Property Cat exposure1 PML for 1-in-100 year event3 $ numbers in USD millions 5 Notes: [1] Relates to the Core business and this view is based on GPW by Specialism. [2] Management basis gross premiums written is the sum of 2021 gross written premiums plus gross premiums written recognized by Sirius Group for the 2021 pre-merger period from January 1, 2021, to the Acquisition date of February 26, 2021. See page 2 for additional information. [3] PMLs are on a per occurrence basis for 1-in-100 year events, net of restatements and after-tax. [4] Other includes ABS / MBS, Corporate, CLO, Government, Legacy and other Alts and Strategics & TP Ventures. [5] STI = Short-term Investments. [6] As of December 31, 2022.

62% 118% 66% 77% 64% 82% 65% 69% Q2 Q3 Q4 Full Year 2021 2022 Double-digit RoE2 by 2024 Underwriting profitability to be prioritized over premium growth 13 Strategic Actions Significantly Advanced… Priority III: Improving Profitability and Targeting Double-Digit Return Guidance & targets • Already seeing signs of improvement with lower AY loss ratio in Q3’22 and Q4’22 versus prior year • FY 22 AY COR at 102.1%, improved by ~9 ppts. We expect further improvement during 2023 • Business ex-Property Cat made an underwriting profit in 2022 but we see room for significant improvement in ex-Cat business going forward Improving underwriting trends Meaningful improvement in profitability expected during 2023 with many actions taken Expected cost base reduction of >$50m by 2024; expect $25m of additional restructuring charges in 2024 Net investment income in 2023 to be in the $220m to $240m range Notes: [1] Reflects Core business. [2] Return on average common shareholders’ equity attributable to SiriusPoint common shareholders. AY Loss Ratio1 AY COR 111.3% 102.1%

4. Full Year and Quarterly Results Update 14

111.3 102.1 FY 2022 Financial Results 15 Notes: [1] Management basis gross premiums written is the sum of 2021 gross written premiums plus gross premiums written recognized by Sirius Group for the 2021 pre-merger period from January 1, 2021, to the Acquisition date of February 26, 2021. [2] Reflects Core business. See page 2 for additional information. [3] Total investment result calculated as the sum of net realized and unrealized investment gains (losses), net realized and unrealized investment gains from related party investment funds and net investment income. [4] Common shareholders’ equity attributable to SiriusPoint common shareholders. Net Services Fee Income (Loss)2 Total Investment Result3 $313 ($323) $13 $36 GPW2 NPW2 COR2 (%) UW Income2 20211 2022 $2,248 $3,406 $1,778 $2,546 ($163) ($35) Net Income (Loss) 101.6109.5 Common Shareholders’ Equity4 $2,304 $1,875 • 2022 Group GPW (Core) of $3,406m, representing 21% YoY growth on a management basis • Growth driven by Insurance & Services division • Underwriting results improvement of $129m • Supported by lower Cat losses of $188m • COR came in at 101.6% • Net services fee income up $23m driven by growth in travel medical MGA business and other consolidated MGAs • Total investment result losses of $323m • Driven mainly by negative movements in related party funds and negative impact of rising interest rates on FI portfolio • Net investment income increased to $113m versus $25m in 2021 • Net losses of $403m driven by negative investment and underwriting losses • Common shareholders’ equity4 down 19% due to losses and negative mark to market movements Key comments$ numbers in USD millions AY COR2 (%) ($403)$45

Q4 2022 Financial Results 16 Notes: [1] Reflects Core business. [2] Total investment result calculated as the sum of net realized and unrealized investment gains (losses), net realized and unrealized investment gains from related party investment funds and net investment income. GPW1 NPW1 COR1 (%) Q4’21 Q4’22 $689 $742 $535 $577 $35 $31 93.6 94.8 Net Income (Loss) ($27)($140) AY COR1 (%) 96.5 96.4 UW Income1 Net Services Fee Income (Loss)1 Total Investment Result2 ($151) $52 $4 $2 $ numbers in USD millions • Group GPW (Core) increased 8% • Driven by Insurance & Services (+172m) • Partially offset by Reinsurance (-$118m) • Underwriting deteriorated by $4m • AY COR benefited from lower Cat loss, but offset by increased OUE • Net services fee income down $2m • Total Investment result of $52m and driven by higher net investment income ($52m) and positive net realized and unrealized gains, including third party investment funds ($11m) • Net income up due primarily to improved investment result • Hurricane Ian losses broadly unchanged at $81m • We continue to reserve prudently for Covid losses and have experienced favorable developments on them Key comments

• [ ] • Premiums up 110% for FY 22 and 64% for Q4 22/Q4 21 in line with corporate strategy • A&H – showed significant growth across all areas, including 108% Q4 22/Q4 21 • P&C Strategic – showed significant growth, incl. 41% Q4 22/Q4 21 $898 $1,031 $1,884 2021 2021 Management Basis 2022 • [ ] • Premiums up 13% for FY 22 and down 15% for Q4 22/Q4 21 • International Property Cat exits resulted in $XXm premiums non-renewed • Rate comment $1,350 $1,788 $1,521 2021 2021 Management Basis 2022 • [ ] • Total premiums up/down 52% driven primarily by grown in Insurance & Services • 2021 data doesn’t include Jan/Feb premiums for legacy Sirius Group as merger completed on 2/26/2021 • We will prioritize underwriting profitability over premium growth during 2023 as we improve returns $2,248 $2,819 $3,406 2021 2021 Management Basis 2022 Reinsurance 17 Trends in Gross Premium Written $ numbers in USD millions Core Insurance & Services Key comments • Core premiums up 21% on a management basis, driven primarily by growth in Insurance & Services • Reinsurance premiums down 15% for FY 22 on management basis and down 28% for Q4’22 vs. Q4’21 • Insurance & Services premiums up 83% for FY 22 on a management basis and 64% for Q4’22 vs. Q4’21 • Going forward, we will prioritize underwriting profitability over premium growth as we improve returns • 1/1 renewals - Remained disciplined with our approach as we focused on target returns • Positive rate increases delivered across most of our portfolio • R duced exposure further to International Property Cat and managed exposures in other parts of the book • 35-40% of our Reinsurance portfolio renews at 1/1, including >50% of the overall Property portfolio 1 1 1 Note: [1] Management basis gross premiums written is the sum of 2021 gross written premiums plus gross premiums written recognized by Sirius Group for the 2021 pre-merger period from January 1, 2021, to the Acquisition date of February 26, 2021. See page 2 for additional information.

109.5% 101.6% (7 ppts) (<1 ppt) (<1 ppt) 2021 COR Loss Ratio Acquisition Ratio OUE Ratio 2022 COR Cat ratio 13 ppts PYD ratio2 1 ppt 75.6% 68.5% 33.9% 33.1% 109.5% 101.6% 2021 2022 Core 81.7% 70.6% 33.7% 35.0% 115.4% 105.6% 2021 2022 Reinsurance 61.3% 66.1% 34.2% 30.9% 95.5% 97.0% 2021 2022 Insurance & Services Underwriting Performance: Aim to Further Improve in 2023 18 Total COR Walk1 $ numbers in USD millions COR Loss Ratio Total Expense Ratio3 Key comments • Portfolio actions already yielding results as COR improved to 101.6% while AY COR improved by ~9 ppts during 2022 • Cat losses (net of reinsurance and reinstatement premiums) were 6.0 ppts ($138m) compared to 18.8 ppts in 2021 ($326m) • PYD ratio2 was 1 ppt lower than 2021 • Expense ratio was stable over year • Reinsurance COR was 105.6%, 9.8 ppts better than prior year, as we benefitted from the underwriting actions already taken • Insurance & Services COR was 97.0%, 1.5 ppts higher than prior year, driven by reduced prior year reserve release • On an AY basis, COR was 97.4%, 0.6 ppts better than prior year Notes: [1] Reflects Core business. [2] PYD = Prior Year Development. [3] Total Expense Ratio calculated as the sum of acquisition cost ratio and other underwriting expense (OUE) ratio.

$25 $113 $220-$240 2021 2022 2023 $313 ($323) 2021 2022 Investment Income: Beneficiary of Rate Increases 19 Net Investment Income $ numbers in USD millions Key comments • Investment strategy refined and shifted towards fixed income strategies and away from hedge fund strategies • Designation of the new FI investments as available for sale (“AFS”) to reduce P&L volatility • 63% of our fixed income investments classified as “AFS” (vs. none as of YE 21) • Significant pick up in investment yields during H2’22 with average re-investment rate on bond portfolio >4% during Q4’22 • Net investment income expected to be in the $220m to $240m range for 2023 • Assets backing loss reserves have a duration of ~2.5 years • Overall asset duration of ~1.8 years Total Investment Result1 Note: [1] Total investment result calculated as the sum of net realized and unrealized investment gains (losses), net realized and unrealized investment gains from related party investment funds and net investment income.

Short-term Investments (STI) 30% 17% 15% 14% 9% 8% 8% 2% 30% 22%15% 14% 12% 6% 0% 10% 20% 30% 40% 50% 60% 70% 80% 90% 100% Corporate ABS/MBS/CLO SiriusPoint Investment Balances by Asset Class De-risked Investment Portfolio: In-line with Industry 20 Q4’22 Fixed Income Portfolio Credit Quality4 Q4’22: $6.6bn Notes: [1] Third Point Enhanced Fund. [2] Other includes Strategics, TP Ventures and Legacy & Other Alts. [3] Total asset leverage calculated as sum of total investments including cash and equivalents over tangible common shareholders’ equity attributable to SiriusPoint common shareholders. [4] Excludes short-term investments. [5] Tangible common shareholders’ equity attributable to SiriusPoint common shareholders. Q4’21: $6.5bn 1 2 AAA AA A BBB Not Rated / Below IG TPE Gov’t ABS/MBS/CLO Cash Corporate Other • Total investment portfolio stable at $6.6bn • Rebalanced investment portfolio mix is more in line with the industry with overall asset leverage at 3.8x3 • 63% of the portfolio is fixed income (ex STI), of which 92% is investment grade • Limited exposure to below investment grade/non-rated fixed income instruments with average credit rating at AA for our fixed income portfolio • As a percentage of tangible common shareholders’ equity5: • BBB represents 18% • Below investment grade/ non-rated represents 19% • Duration gap closed in Q4’22 as we invested ~$1bn of Cash and Short-term investments into longer-dated instruments Key comments

$1,558 $1,480 $3,119 $2,866 2021 Q3'22 Required Capital Available Capital 21 Notes: [1] SiriusPoint Group BSCR calculated as available economic capital and surplus divided by the enhanced capital requirement as of December 31, 2021, and September 30, 2022, respectively. [2] Financial strength ratings for the operating subsidiaries, SiriusPoint International Insurance Corporation, SiriusPoint Bermuda Insurance Company, SiriusPoint America Insurance Company and SiriusPoint Specialty Insurance Corporation. [3] Q3’22 eligible capital split is our internal view. [4] Debt to Capital Ratio calculated as debt divided by total capital. Total capital represents the sum of shareholders’ equity and debt. Debt in this calculation excludes preference shares. Healthy Balance Sheet BSCR1 SiriusPoint Group Eligible Capital3 200% 194% 50% 54% 38% 37% 12% 10% 2021 Q3'22 Tier 1 Tier 2 Tier 3 • Healthy balance sheet as we operate the business against ’AA’ rating requirement under S&P model • Financial leverage within target range at 27% debt to capital ratio4 • Prudent reserve margin to help manage inflationary shocks • Reserving policy is based on a cautious approach towards setting initial loss ratios, reserving for Cat events and recognizing the benefit from favorable loss trends FSR2: Key comments A- (Stable) A- (Negative) A- (Negative)

Appendix 22

Joined: Sep 2022 Joined: Oct 2022 Joined: Nov 2022 Joined: Dec 2022 Joined: Nov 2022 Executive Leadership Team As of February 2023.

24 Note: [1] CMIG International Holding Pte. Ltd, a wholly owned subsidiary of China Minsheng Investment Corp., Ltd. SiriusPoint Historical Timeline SiriusPoint Ltd. 8/6/20: Third Point and Sirius Group announce merger agreement 11/24/20: Shareholders vote to approve merger 5/17/22: Sid Sankaran resigns; Dan Malloy appointed interim CEO 2/26/21: SiriusPoint Ltd. Launches with over $3bn in capital; Sid Sankaran CEO 9/7/22: Scott Egan appointed CEO 4/18/16: CMIG International1 purchased Sirius Group for $2.6bn from White Mountains 11/5/18: Merged with Easterly to become Sirius Group, trading commenced on the Nasdaq under the ticker symbol “SG” 10/6/11: Third Point Re formed 8/14/13: Priced IPO at $12.50; begins trading as “TPRE” on the NYSE 8/7/19: Dan Malloy affirmed as CEO and appointed to Board 1/1/12: Commenced underwriting business with A- rating from AM Best and $784m of equity capital Sirius Group Third Point Re

Thank You 25

EX-99.4

PRESS RELEASE

SiriusPoint Announces Dividend on Series B Preference Shares

HAMILTON, Bermuda. February 23, 2023 -- SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE: SPNT), an international specialty insurer and reinsurer, has announced that the Board of Directors of SiriusPoint Ltd. approved a quarterly cash dividend of $0.50 per share on its 8.00% Resettable Fixed Rate Preference Shares, Series B, $0.10 par value, $25.00 liquidation preference per share payable on February 28, 2023 to Series B shareholders of record as of February 13, 2023.

About SiriusPoint

SiriusPoint is a global underwriter of insurance and reinsurance providing solutions to clients and brokers around the world. Bermuda-headquartered with offices in New York, London, Stockholm and other locations, we are listed on the New York Stock Exchange (SPNT). We have licenses to write Property & Casualty and Accident & Health insurance and reinsurance globally. Our offering and distribution capabilities are strengthened by a portfolio of strategic partnerships with Managing General Agents within our Insurance & Services segment. With $2.9 billion total capital, SiriusPoint’s operating companies have a financial strength rating of A- (Excellent) from AM Best, S&P and Fitch. For more information please visit www.siriuspt.com.

SiriusPoint Contacts

Investor Relations

Dhruv Gahlaut, Head of Investor Relations and Chief Strategy Officer

dhruv.gahlaut@siriuspt.com

+44 7514 659 918

Media

Clare Kerrigan, Chief Communications Officer
clare.kerrigan@siriuspt.com

+44 7720 163 949

XML

Cover Document	Feb. 23, 2023
Cover [Abstract]
Document Type	8-K
Document Period End Date	Feb. 23, 2023
Entity Registrant Name	SIRIUSPOINT LTD.
Entity Incorporation, State or Country Code	D0
Entity Tax Identification Number	98-1599372
Entity Address, Street Address	Point Building
Entity Address, Street Address 2	3 Waterloo Lane
Entity Address, City	Pembroke
Entity Address, Postal Zip Code	HM 08
Entity Address, Country	BM
City Area Code	441
Local Phone Number	542-3300
Written Communications	false
Soliciting Material	false
Pre-commencement Tender Offer	false
Pre-commencement Issuer Tender Offer	false
Entity Emerging Growth Company	false
Entity Central Index Key	0001576018
Amendment Flag	false
Entity File Number	001-36052
Common Stock
Cover [Abstract]
Title of each class	Common Shares, $0.10 par value
Trading Symbol	SPNT
Name of each exchange on which registered	NYSE
Document Information [Line Items]
Title of each class	Common Shares, $0.10 par value
Trading Symbol	SPNT
Name of each exchange on which registered	NYSE
8.00% Resettable Fixed Rate Preference Shares, Series B
Cover [Abstract]
Title of each class	8.00% Resettable Fixed Rate Preference Shares, Series B, $0.10 par value, $25.00 liquidation preference per share
Trading Symbol	SPNT PB
Name of each exchange on which registered	NYSE
Document Information [Line Items]
Title of each class	8.00% Resettable Fixed Rate Preference Shares, Series B, $0.10 par value, $25.00 liquidation preference per share
Trading Symbol	SPNT PB
Name of each exchange on which registered	NYSE