SiriusPoint Ltd.

Financial Supplement

March 31, 2024

(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 Quarterly Report on Form 10-Q.

Point Building	Dhruv Gahlaut - Head of Investor Relations and Chief Strategy Officer
3 Waterloo Lane	Tel: (044) 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, accident year combined ratio and attritional loss 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,” “targets,” “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; 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 interest rates, and foreign currency fluctuations; our ability to compete successfully in the insurance and reinsurance market and the effect of consolidation in the insurance and reinsurance 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; geopolitical uncertainty, including the ongoing conflicts in Europe and the Middle East; 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 exposure or potential exposure to corporate income tax in Bermuda and the E.U., 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, managing general underwriters and/or program administrators; future strategic transactions such as acquisitions, dispositions, investments, mergers or joint ventures; SiriusPoint’s response to any acquisition proposal that may be received from any party, including any actions that may be considered by the Company’s Board of Directors or any committee thereof; 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.

Page 2 of 18                             

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	6
Consolidated Statements of Income - by Quarter	7
Consolidated Statements of Comprehensive Income - by Quarter	8
Operating Segment Information
Segment Reporting - Three months ended March 31, 2024	9
Segment Reporting - Three months ended March 31, 2023	10
Consolidated Results - by Quarter	11
Core Results - by Quarter	12
Reinsurance Segment - by Quarter	13
Insurance & Services Segment - by Quarter	14
Investments
Investments - by Quarter	15
Other
Earnings per Share - by Quarter	16
Annualized Return on Average Common Shareholders’ Equity - by Quarter	17
Book Value per Share - by Quarter	18

Page 3 of 18                             

SiriusPoint Ltd.

Key Performance Indicators

March 31, 2024 and 2023

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

	March 31, 2024			March 31, 2023
Combined ratio	84.9		%	73.8		%
Core underwriting income (1)	$	44.3		$	107.4
Core net services income (1)	$	18.1		$	16.7
Core income (1)	$	62.4		$	124.1
Core combined ratio (1)	91.4		%	80.5		%
Accident year loss ratio (1)	59.7		%	63.6		%
Accident year combined ratio (1)	93.0		%	97.2		%
Attritional loss ratio (1)	59.7		%	62.3		%
Annualized return on average common shareholders’ equity attributable to SiriusPoint common shareholders	15.4		%	27.0		%
Book value per common share (2)	$	14.15		$	13.76
Book value per diluted common share (2)	$	13.64		$	13.35
Tangible book value per diluted common share (1) (2)	$	12.79		$	12.47

(1)Core underwriting income, Core net services income, Core income and Core combined ratio are non-GAAP financial measures. See reconciliations in “Segment Reporting.” Accident year combined ratio, accident year loss ratio and attritional 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.”

(2)Prior year comparatives represent amounts as of December 31, 2023.

Page 4 of 18                             

SiriusPoint Ltd.

Consolidated Balance Sheets - by Quarter

(expressed in millions of U.S. dollars)

	March 31, 2024		December 31, 2023		September 30, 2023		June 30, 2023		March 31, 2023
Assets
Debt securities, available for sale, at fair value, net of allowance for credit losses	$	5,057.5	$	4,755.4	$	4,423.3	$	4,172.1	$	3,565.9
Debt securities, trading, at fair value	406.0		534.9		616.4		753.2		1,120.2
Short-term investments, at fair value	329.9		371.6		548.7		559.2		594.0
Investments in related party investment funds, at fair value	105.6		105.6		109.9		111.3		117.9
Other long-term investments, at fair value	296.6		308.5		326.1		355.4		361.9
Equity securities, trading, at fair value	1.6		1.6		1.6		1.6		1.6
Total investments	6,197.2		6,077.6		6,026.0		5,952.8		5,761.5
Cash and cash equivalents	867.5		969.2		703.5		676.2		763.6
Restricted cash and cash equivalents	218.9		132.1		107.7		95.2		211.0
Redemption receivable from related party investment fund	—		3.0		2.4		5.0		11.6
Due from brokers	16.4		5.6		21.5		18.2		6.5
Interest and dividends receivable	44.5		42.3		41.1		36.8		33.5
Insurance and reinsurance balances receivable, net	2,127.2		1,966.3		2,057.6		2,219.6		2,261.0
Deferred acquisition costs, net	320.8		308.9		333.0		342.6		357.1
Unearned premiums ceded	494.8		449.2		464.7		484.8		462.3
Loss and loss adjustment expenses recoverable, net	2,233.8		2,295.1		2,314.2		2,276.6		1,392.0
Deferred tax asset	290.7		293.6		180.6		163.9		176.0
Intangible assets	149.8		152.7		155.6		158.5		161.9
Other assets	174.2		175.9		183.3		165.4		209.5
Total assets	$	13,135.8	$	12,871.5	$	12,591.2	$	12,595.6	$	11,807.5
Liabilities
Loss and loss adjustment expense reserves	$	5,565.3	$	5,608.1	$	5,448.8	$	5,307.4	$	5,318.9
Unearned premium reserves	1,715.7		1,627.3		1,762.8		1,842.2		1,833.1
Reinsurance balances payable	1,780.5		1,736.7		1,733.4		1,845.4		1,004.9
Deposit liabilities	128.8		134.4		135.8		137.8		141.2
Deferred gain on retroactive reinsurance	25.8		27.9		25.8		21.2		—
Debt	770.6		786.2		763.5		765.9		779.2
Securities sold, not yet purchased, at fair value	—		—		—		—		19.4
Securities sold under an agreement to repurchase	—		—		—		11.0		20.3
Due to brokers	60.7		6.2		39.1		28.1		60.1
Deferred tax liability	48.9		68.7		81.2		61.0		59.4
Liability-classified capital instruments	83.2		67.3		62.0		65.4		47.0
Accounts payable, accrued expenses and other liabilities	335.9		278.1		273.4		261.3		282.7
Total liabilities	10,515.4		10,340.9		10,325.8		10,346.7		9,566.2
Commitments and contingent liabilities
Shareholders’ equity
Series B preference shares	200.0		200.0		200.0		200.0		200.0
Common shares	17.0		16.8		16.5		16.3		16.2
Additional paid-in capital	1,711.2		1,693.0		1,661.4		1,645.6		1,642.6
Retained earnings	691.8		601.0		507.5		450.0		394.1
Accumulated other comprehensive income (loss), net of tax	(17.4)		3.1		(135.4)		(75.9)		(23.0)
Shareholders’ equity attributable to SiriusPoint shareholders	2,602.6		2,513.9		2,250.0		2,236.0		2,229.9
Noncontrolling interests	17.8		16.7		15.4		12.9		11.4
Total shareholders’ equity	2,620.4		2,530.6		2,265.4		2,248.9		2,241.3
Total liabilities, noncontrolling interests and shareholders’ equity	$	13,135.8	$	12,871.5	$	12,591.2	$	12,595.6	$	11,807.5

Page 5 of 18                             

SiriusPoint Ltd.

Consolidated Statements of Income

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

	March 31, 2024		March 31, 2023
Revenues
Net premiums earned	$	593.8	$	595.5
Net investment income	78.8		61.7
Net realized and unrealized investment gains	1.0		11.3
Net realized and unrealized investment gains from related party investment funds	—		0.8
Net investment income and net realized and unrealized investment gains	79.8		73.8
Other revenues	11.9		8.8
Total revenues	685.5		678.1
Expenses
Loss and loss adjustment expenses incurred, net	317.5		267.1
Acquisition costs, net	144.9		119.7
Other underwriting expenses	41.8		52.2
Net corporate and other expenses	56.0		60.0
Intangible asset amortization	2.9		2.4
Interest expense	20.5		12.8
Foreign exchange (gains) losses	(3.7)		0.1
Total expenses	579.9		514.3
Income before income tax expense	105.6		163.8
Income tax expense	(9.7)		(25.5)
Net income	95.9		138.3
Net income attributable to noncontrolling interests	(1.1)		(2.4)
Net income available to SiriusPoint	94.8		135.9
Dividends on Series B preference shares	(4.0)		(4.0)
Net income available to SiriusPoint common shareholders	$	90.8	$	131.9
Earnings per share available to SiriusPoint common shareholders
Basic earnings per share available to SiriusPoint common shareholders (1)	$	0.50	$	0.76
Diluted earnings per share available to SiriusPoint common shareholders (1)	$	0.49	$	0.74
Weighted average number of common shares used in the determination of earnings per share
Basic	168,934,114		160,905,860
Diluted	174,380,963		164,130,946

(1)    Basic earnings 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 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 18                             

SiriusPoint Ltd.

Consolidated Statements of Income - by Quarter

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

	March 31, 2024		December 31, 2023		September 30, 2023		June 30, 2023		March 31, 2023
Revenues
Net premiums earned	$	593.8	$	578.0	$	613.0	$	639.7	$	595.5
Net investment income	78.8		78.4		75.1		68.5		61.7
Net realized and unrealized investment gains (losses)	1.0		(12.4)		(7.1)		(1.8)		11.3
Net realized and unrealized investment gains (losses) from related party investment funds	—		(1.0)		0.1		(0.9)		0.8
Net investment income and net realized and unrealized investment gains (losses)	79.8		65.0		68.1		65.8		73.8
Other revenues	11.9		2.8		21.5		5.3		8.8
Total revenues	685.5		645.8		702.6		710.8		678.1
Expenses
Loss and loss adjustment expenses incurred, net	317.5		365.4		373.1		375.7		267.1
Acquisition costs, net	144.9		111.7		129.5		111.8		119.7
Other underwriting expenses	41.8		64.2		36.6		43.3		52.2
Net corporate and other expenses	56.0		64.5		63.4		70.3		60.0
Intangible asset amortization	2.9		2.9		2.9		2.9		2.4
Interest expense	20.5		19.8		19.8		11.7		12.8
Foreign exchange (gains) losses	(3.7)		19.2		(1.8)		17.4		0.1
Total expenses	579.9		647.7		623.5		633.1		514.3
Income (loss) before income tax (expense) benefit	105.6		(1.9)		79.1		77.7		163.8
Income tax (expense) benefit	(9.7)		101.6		(15.3)		(15.8)		(25.5)
Net income	95.9		99.7		63.8		61.9		138.3
Net income attributable to noncontrolling interests	(1.1)		(2.2)		(2.3)		(2.0)		(2.4)
Net income available to SiriusPoint	94.8		97.5		61.5		59.9		135.9
Dividends on Series B preference shares	(4.0)		(4.0)		(4.0)		(4.0)		(4.0)
Net income available to SiriusPoint common shareholders	$	90.8	$	93.5	$	57.5	$	55.9	$	131.9
Earnings per share available to SiriusPoint common shareholders
Basic earnings per share available to SiriusPoint common shareholders (1)	$	0.50	$	0.52	$	0.33	$	0.32	$	0.76
Diluted earnings per share available to SiriusPoint common shareholders (1)	$	0.49	$	0.50	$	0.32	$	0.31	$	0.74
Weighted average number of common shares used in the determination of earnings per share
Basic	168,934,114		166,640,624		163,738,528		162,027,831		160,905,860
Diluted	174,380,963		173,609,940		168,516,508		166,708,932		164,130,946

(1)     Basic earnings per share is based on the weighted average number of common shares and participating securities outstanding during the period. The Company treats certain of its unvested restricted shares and preference shares as participating securities. The weighted average number of common shares excludes any dilutive effect of outstanding warrants, options or restricted share awards and units. Diluted earnings per share is based on the weighted average number of common shares outstanding and includes any dilutive effects of warrants, options, restricted share awards and units, and is determined using the treasury stock method. In the event of a net loss, all participating securities, outstanding warrants, options and restricted shares and units are excluded from both basic and diluted loss per share since their inclusion would be anti-dilutive.

Page 7 of 18                             

SiriusPoint Ltd.

Consolidated Statements of Comprehensive Income - by Quarter

(expressed in millions of U.S. dollars)

	March 31, 2024		December 31, 2023		September 30, 2023		June 30, 2023		March 31, 2023
Comprehensive income
Net income	$	95.9	$	99.7	$	63.8	$	61.9	$	138.3
Other comprehensive income (loss), net of tax
Change in foreign currency translation adjustment	(1.8)		1.0		(1.1)		1.5		(0.3)
Unrealized gains (losses) from debt securities held as available for sale investments	(18.4)		128.8		(56.2)		(56.6)		22.9
Reclassifications from accumulated other comprehensive income (loss)	(0.3)		8.7		(2.2)		2.2		(0.6)
Total other comprehensive income (loss)	(20.5)		138.5		(59.5)		(52.9)		22.0
Comprehensive income	75.4		238.2		4.3		9.0		160.3
Net income attributable to noncontrolling interests	(1.1)		(2.2)		(2.3)		(2.0)		(2.4)
Comprehensive income available to SiriusPoint	$	74.3	$	236.0	$	2.0	$	7.0	$	157.9

Page 8 of 18                             

SiriusPoint Ltd.

Segment Reporting - Three months ended March 31, 2024

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

	Reinsurance			Insurance & Services			Core			Eliminations (2)		Corporate		Segment Measure Reclass		Total
Gross premiums written	$	356.4		$	524.3		$	880.7		$	—	$	25.9	$	—	$	906.6
Net premiums written	290.1			337.1			627.2			—		12.1		—		639.3
Net premiums earned	253.6			264.2			517.8			—		76.0		—		593.8
Loss and loss adjustment expenses incurred, net	124.6			176.5			301.1			(1.4)		17.8		—		317.5
Acquisition costs, net	69.8			65.2			135.0			(33.2)		43.1		—		144.9
Other underwriting expenses	19.3			18.1			37.4			—		4.4		—		41.8
Underwriting income	39.9			4.4			44.3			34.6		10.7		—		89.6
Services revenues	—			65.8			65.8			(37.1)		—		(28.7)		—
Services expenses	—			46.0			46.0			—		—		(46.0)		—
Net services fee income	—			19.8			19.8			(37.1)		—		17.3		—
Services noncontrolling income	—			(1.7)			(1.7)			—		—		1.7		—
Net services income	—			18.1			18.1			(37.1)		—		19.0		—
Segment income	39.9			22.5			62.4			(2.5)		10.7		19.0		89.6
Net investment income												78.8		—		78.8
Net realized and unrealized investment gains												1.0		—		1.0
Other revenues												(16.8)		28.7		11.9
Net corporate and other expenses												(10.0)		(46.0)		(56.0)
Intangible asset amortization												(2.9)		—		(2.9)
Interest expense												(20.5)		—		(20.5)
Foreign exchange gains												3.7		—		3.7
Income before income tax expense	$	39.9		$	22.5		62.4			(2.5)		44.0		1.7		105.6
Income tax expense							—			—		(9.7)		—		(9.7)
Net income							62.4			(2.5)		34.3		1.7		95.9
Net (income) loss attributable to noncontrolling interest							—			—		0.6		(1.7)		(1.1)
Net income available to SiriusPoint							$	62.4		$	(2.5)	$	34.9	$	—	$	94.8
Underwriting Ratios: (1)
Loss ratio	49.1		%	66.8		%	58.1		%							53.5		%
Acquisition cost ratio	27.5		%	24.7		%	26.1		%							24.4		%
Other underwriting expenses ratio	7.6		%	6.9		%	7.2		%							7.0		%
Combined ratio	84.2		%	98.4		%	91.4		%							84.9		%

(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 18                             

SiriusPoint Ltd.

Segment Reporting - Three months ended March 31, 2023

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

	Reinsurance			Insurance & Services			Core			Eliminations (2)		Corporate		Segment Measure Reclass		Total
Gross premiums written	$	396.2		$	664.0		$	1,060.2		$	—	$	50.3	$	—	$	1,110.5
Net premiums written	311.0			452.6			763.6			—		28.1		—		791.7
Net premiums earned	259.5			291.2			550.7			—		44.8		—		595.5
Loss and loss adjustment expenses incurred, net	85.6			172.5			258.1			(1.3)		10.3		—		267.1
Acquisition costs, net	66.0			71.7			137.7			(32.5)		14.5		—		119.7
Other underwriting expenses	28.2			19.3			47.5			—		4.7		—		52.2
Underwriting income	79.7			27.7			107.4			33.8		15.3		—		156.5
Services revenues	0.2			63.6			63.8			(34.3)		—		(29.5)		—
Services expenses	—			45.5			45.5			—		—		(45.5)		—
Net services fee income	0.2			18.1			18.3			(34.3)		—		16.0		—
Services noncontrolling income	—			(1.6)			(1.6)			—		—		1.6		—
Net services income	0.2			16.5			16.7			(34.3)		—		17.6		—
Segment income	79.9			44.2			124.1			(0.5)		15.3		17.6		156.5
Net investment income												61.7		—		61.7
Net realized and unrealized investment gains												11.3		—		11.3
Net realized and unrealized investment gains from related party investment funds												0.8		—		0.8
Other revenues												(20.7)		29.5		8.8
Net corporate and other expenses												(14.5)		(45.5)		(60.0)
Intangible asset amortization												(2.4)		—		(2.4)
Interest expense												(12.8)		—		(12.8)
Foreign exchange losses												(0.1)		—		(0.1)
Income before income tax expense	$	79.9		$	44.2		124.1			(0.5)		38.6		1.6		163.8
Income tax expense							—			—		(25.5)		—		(25.5)
Net income							124.1			(0.5)		13.1		1.6		138.3
Net income attributable to noncontrolling interest							—			—		(0.8)		(1.6)		(2.4)
Net income available to SiriusPoint							$	124.1		$	(0.5)	$	12.3	$	—	$	135.9
Underwriting Ratios: (1)
Loss ratio	33.0		%	59.2		%	46.9		%							44.9		%
Acquisition cost ratio	25.4		%	24.6		%	25.0		%							20.1		%
Other underwriting expenses ratio	10.9		%	6.6		%	8.6		%							8.8		%
Combined ratio	69.3		%	90.4		%	80.5		%							73.8		%

(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 18                             

SiriusPoint Ltd.

Consolidated Results - by Quarter

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

	March 31, 2024			December 31, 2023			September 30, 2023			June 30, 2023			March 31, 2023
Revenues
Gross premiums written	$	906.6		$	715.6		$	758.8		$	842.5		$	1,110.5
Net premiums written	639.3			454.6			566.0			625.6			791.7
Net premiums earned	593.8			578.0			613.0			639.7			595.5
Expenses
Loss and loss adjustment expenses incurred, net	317.5			365.4			373.1			375.7			267.1
Acquisition costs, net	144.9			111.7			129.5			111.8			119.7
Other underwriting expenses	41.8			64.2			36.6			43.3			52.2
Underwriting income	$	89.6		$	36.7		$	73.8		$	108.9		$	156.5
Underwriting Ratios (1):
Loss ratio	53.5		%	63.2		%	60.9		%	58.7		%	44.9		%
Acquisition cost ratio	24.4		%	19.3		%	21.1		%	17.5		%	20.1		%
Other underwriting expenses ratio	7.0		%	11.1		%	6.0		%	6.8		%	8.8		%
Combined ratio	84.9		%	93.6		%	88.0		%	83.0		%	73.8		%
Catastrophe losses, net of reinsurance and reinstatement premiums	$	—		$	(0.1)		$	12.0		$	—		$	12.9
Favorable prior year loss reserve development	$	(38.9)		$	(11.1)		$	(24.7)		$	(33.0)		$	(105.4)

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

Page 11 of 18                             

SiriusPoint Ltd.

Core Results - by Quarter (1)

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

	March 31, 2024			December 31, 2023			September 30, 2023			June 30, 2023			March 31, 2023
Revenues
Gross premiums written	$	880.7		$	719.8		$	725.5		$	805.2		$	1,060.2
Net premiums written	627.2			458.2			533.6			588.3			763.6
Net premiums earned	517.8			558.4			575.3			596.2			550.7
Expenses
Loss and loss adjustment expenses incurred, net	301.1			328.4			355.8			363.4			258.1
Acquisition costs, net	135.0			132.3			145.7			132.0			137.7
Other underwriting expenses	37.4			60.7			31.3			37.5			47.5
Underwriting income	44.3			37.0			42.5			63.3			107.4
Services revenues	65.8			55.7			58.6			59.4			63.8
Services expenses	46.0			43.6			48.7			50.0			45.5
Net services fee income	19.8			12.1			9.9			9.4			18.3
Services noncontrolling income	(1.7)			(2.8)			(2.4)			(1.7)			(1.6)
Net services income	18.1			9.3			7.5			7.7			16.7
Segment income	$	62.4		$	46.3		$	50.0		$	71.0		$	124.1
Underwriting Ratios (2):
Loss ratio	58.1		%	58.8		%	61.8		%	61.0		%	46.9		%
Acquisition cost ratio	26.1		%	23.7		%	25.3		%	22.1		%	25.0		%
Other underwriting expenses ratio	7.2		%	10.9		%	5.4		%	6.3		%	8.6		%
Combined ratio	91.4		%	93.4		%	92.5		%	89.4		%	80.5		%
Accident year loss ratio	59.7		%	65.6		%	64.0		%	65.2		%	63.6		%
Accident year combined ratio	93.0		%	100.1		%	94.8		%	93.6		%	97.2		%
Attritional loss ratio	59.7		%	65.6		%	62.9		%	65.2		%	62.3		%
Catastrophe losses, net of reinsurance and reinstatement premiums	$	—		$	(0.2)		$	6.7		$	—		$	7.0
Favorable prior year loss reserve development	$	(8.0)		$	(37.7)		$	(12.6)		$	(25.2)		$	(91.9)

(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, accident year combined ratio and attritional loss 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 loss ratio and combined ratio, respectively. Attritional loss ratio excludes catastrophe losses from the accident year loss ratio as they are not predictable as to timing and amount.

Page 12 of 18                             

SiriusPoint Ltd.

Reinsurance Segment - by Quarter

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

	March 31, 2024			December 31, 2023			September 30, 2023			June 30, 2023			March 31, 2023
Revenues
Gross premiums written	$	356.4		$	251.7		$	265.4		$	357.7		$	396.2
Net premiums written	290.1			194.9			243.2			311.9			311.0
Net premiums earned	253.6			243.2			256.9			271.8			259.5
Expenses
Loss and loss adjustment expenses incurred, net	124.6			121.8			136.2			146.7			85.6
Acquisition costs, net	69.8			65.5			69.4			51.3			66.0
Other underwriting expenses	19.3			28.1			14.4			12.0			28.2
Underwriting income	39.9			27.8			36.9			61.8			79.7
Services revenues	—			1.7			(0.2)			(2.8)			0.2
Net services income (loss)	—			1.7			(0.2)			(2.8)			0.2
Segment income	$	39.9		$	29.5		$	36.7		$	59.0		$	79.9
Underwriting Ratios (1):
Loss ratio	49.1		%	50.1		%	53.0		%	54.0		%	33.0		%
Acquisition cost ratio	27.5		%	26.9		%	27.0		%	18.9		%	25.4		%
Other underwriting expenses ratio	7.6		%	11.6		%	5.6		%	4.4		%	10.9		%
Combined ratio	84.2		%	88.6		%	85.6		%	77.3		%	69.3		%
Accident year loss ratio	53.2		%	58.8		%	60.5		%	63.5		%	61.7		%
Accident year combined ratio	88.3		%	97.2		%	93.1		%	86.8		%	98.0		%
Attritional loss ratio	53.2		%	59.0		%	57.8		%	63.5		%	59.4		%
Catastrophe losses, net of reinsurance and reinstatement premiums	$	—		$	(0.6)		$	6.8		$	—		$	6.0
Favorable prior year loss reserve development	$	(10.3)		$	(21.1)		$	(19.2)		$	(25.9)		$	(74.6)

(1)Underwriting ratios are calculated by dividing the related expense by net premiums earned. Accident year loss ratio, accident year combined ratio and attritional loss ratio are non-GAAP financial measures. 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 loss ratio and combined ratio, respectively. Attritional loss ratio excludes catastrophe losses from the accident year loss ratio as they are not predictable as to timing and amount.

Page 13 of 18                             

SiriusPoint Ltd.

Insurance & Services Segment - by Quarter

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

	March 31, 2024			December 31, 2023			September 30, 2023			June 30, 2023			March 31, 2023
Revenues
Gross premiums written	$	524.3		$	468.1		$	460.1		$	447.5		$	664.0
Net premiums written	337.1			263.3			290.4			276.4			452.6
Net premiums earned	264.2			315.2			318.4			324.4			291.2
Expenses
Loss and loss adjustment expenses incurred, net	176.5			206.6			219.6			216.7			172.5
Acquisition costs, net	65.2			66.8			76.3			80.7			71.7
Other underwriting expenses	18.1			32.6			16.9			25.5			19.3
Underwriting income	4.4			9.2			5.6			1.5			27.7
Services revenues	65.8			54.0			58.8			62.2			63.6
Services expenses	46.0			43.6			48.7			50.0			45.5
Net services fee income	19.8			10.4			10.1			12.2			18.1
Services noncontrolling income	(1.7)			(2.8)			(2.4)			(1.7)			(1.6)
Net services income	18.1			7.6			7.7			10.5			16.5
Segment income	$	22.5		$	16.8		$	13.3		$	12.0		$	44.2
Underwriting Ratios (1):
Loss ratio	66.8		%	65.5		%	69.0		%	66.8		%	59.2		%
Acquisition cost ratio	24.7		%	21.2		%	24.0		%	24.9		%	24.6		%
Other underwriting expenses ratio	6.9		%	10.3		%	5.3		%	7.9		%	6.6		%
Combined ratio	98.4		%	97.0		%	98.3		%	99.6		%	90.4		%
Accident year loss ratio	65.9		%	70.8		%	66.9		%	66.6		%	65.2		%
Accident year combined ratio	97.5		%	102.3		%	96.2		%	99.3		%	96.4		%
Attritional loss ratio	65.9		%	70.7		%	66.9		%	66.6		%	64.8		%
Catastrophe losses, net of reinsurance and reinstatement premiums	$	—		$	0.4		$	(0.1)		$	—		$	1.0
(Favorable) adverse prior year loss reserve development	$	2.3		$	(16.6)		$	6.6		$	0.7		$	(17.3)

(1)Underwriting ratios are calculated by dividing the related expense by net premiums earned. Accident year loss ratio, accident year combined ratio and attritional loss ratio are non-GAAP financial measures. 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 loss ratio and combined ratio, respectively. Attritional loss ratio excludes catastrophe losses from the accident year loss ratio as they are not predictable as to timing and amount.

Page 14 of 18                             

SiriusPoint Ltd.

Investments - by Quarter

(expressed in millions of U.S. dollars)

	March 31, 2024				December 31, 2023				September 30, 2023				June 30, 2023				March 31, 2023
	Fair Value		%		Fair Value		%		Fair Value		%		Fair Value		%		Fair Value		%
Asset-backed securities	$	1,044.0	16.8	%	$	880.7	14.5	%	$	802.6	13.3	%	$	704.8	11.8	%	$	414.4	7.2	%
Residential mortgage-backed securities	926.8		15.0	%	902.8		14.9	%	777.1		12.9	%	684.4		11.5	%	417.8		7.3	%
Commercial mortgage-backed securities	236.5		3.8	%	204.1		3.4	%	168.9		2.8	%	133.7		2.2	%	92.8		1.6	%
Corporate debt securities	1,730.8		27.9	%	1,573.1		25.9	%	1,533.5		25.4	%	1,483.5		24.9	%	943.4		16.4	%
U.S. government and government agency	1,069.5		17.3	%	1,136.7		18.7	%	1,075.6		17.8	%	1,083.5		18.2	%	1,637.1		28.4	%
Non-U.S. government and government agency	49.9		0.8	%	58.0		1.0	%	65.6		1.1	%	82.2		1.4	%	60.4		1.0	%
Total debt securities, available for sale	5,057.5		81.6	%	4,755.4		78.4	%	4,423.3		73.4	%	4,172.1		70.0	%	3,565.9		61.9	%
Asset-backed securities	199.7		3.2	%	256.6		4.2	%	304.2		5.0	%	358.8		6.0	%	443.5		7.7	%
Residential mortgage-backed securities	55.3		0.9	%	57.2		0.9	%	56.2		0.9	%	80.5		1.4	%	132.4		2.3	%
Commercial mortgage-backed securities	66.2		1.1	%	67.8		1.1	%	67.4		1.1	%	72.7		1.2	%	111.2		1.9	%
Corporate debt securities	41.5		0.7	%	45.2		0.7	%	62.6		1.0	%	101.4		1.7	%	294.4		5.1	%
U.S. government and government agency	33.4		0.5	%	98.1		1.6	%	108.8		1.8	%	108.9		1.8	%	91.2		1.6	%
Non-U.S. government and government agency	9.9		0.2	%	10.0		0.2	%	17.2		0.3	%	30.9		0.5	%	44.3		0.9	%
Preferred stocks	—		—	%	—		—	%	—		—	%	—		—	%	3.2		—	%
Total debt securities, trading	406.0		6.6	%	534.9		8.7	%	616.4		10.2	%	753.2		12.6	%	1,120.2		19.5	%
Total equity securities	1.6		—	%	1.6		—	%	1.6		—	%	1.6		—	%	1.6		—	%
Short-term investments	329.9		5.3	%	371.6		6.1	%	548.7		9.1	%	559.2		9.6	%	594.0		10.3	%
Other long-term investments	170.6		2.8	%	169.7		2.8	%	181.7		3.0	%	235.0		3.9	%	227.8		4.0	%
Cost and equity method investments	73.6		1.2	%	80.1		1.3	%	83.9		1.4	%	88.2		1.5	%	95.0		1.6	%
Investments in funds valued at net asset value	158.0		2.5	%	164.3		2.7	%	170.4		2.8	%	143.5		2.4	%	157.0		2.7	%
Total investments	$	6,197.2	100.0	%	$	6,077.6	100.0	%	$	6,026.0	100.0	%	$	5,952.8	100.0	%	$	5,761.5	100.0	%

Page 15 of 18                             

SiriusPoint Ltd.

Earnings per Share - by Quarter

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

	March 31, 2024		December 31, 2023		September 30, 2023		June 30, 2023		March 31, 2023
Weighted-average number of common shares outstanding:
Basic number of common shares outstanding	168,934,114		166,640,624		163,738,528		162,027,831		160,905,860
Dilutive effect of options, warrants, restricted share awards, restricted share units, and Series A preference shares	5,446,849		6,969,316		4,777,980		4,681,101		3,225,086
Diluted number of common shares outstanding	174,380,963		173,609,940		168,516,508		166,708,932		164,130,946
Basic earnings per common share:
Net income available to SiriusPoint common shareholders	$	90.8	$	93.5	$	57.5	$	55.9	$	131.9
Net income allocated to SiriusPoint participating common shareholders	(6.1)		(6.5)		(4.0)		(4.0)		(10.0)
Net income allocated to SiriusPoint common shareholders	$	84.7	$	87.0	$	53.5	$	51.9	$	121.9
Basic earnings per share available to SiriusPoint common shareholders (1)	$	0.50	$	0.52	$	0.33	$	0.32	$	0.76
Diluted earnings per common share:
Net income available to SiriusPoint common shareholders	$	90.8	$	93.5	$	57.5	$	55.9	$	131.9
Net income allocated to SiriusPoint participating common shareholders	(6.1)		(6.5)		(4.0)		(4.0)		(10.0)
Net income allocated to SiriusPoint common shareholders	$	84.7	$	87.0	$	53.5	$	51.9	$	121.9
Diluted earnings per share available to SiriusPoint common shareholders (1)	$	0.49	$	0.50	$	0.32	$	0.31	$	0.74

(1)Basic earnings per share is based on the weighted average number of common shares and participating securities outstanding during the period. The Company treats certain of its unvested restricted shares and preference shares as participating securities. The weighted average number of common shares excludes any dilutive effect of outstanding warrants, options or restricted share awards and units. Diluted earnings per share is based on the weighted average number of common shares outstanding and includes any dilutive effects of warrants, options, restricted share awards and units, and is determined using the treasury stock method. In the event of a net loss, all participating securities, outstanding warrants, options and restricted shares and units are excluded from both basic and diluted loss per share since their inclusion would be anti-dilutive.

Page 16 of 18                             

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)

	March 31, 2024			December 31, 2023			September 30, 2023			June 30, 2023			March 31, 2023
Net income available to SiriusPoint common shareholders	$	90.8		$	93.5		$	57.5		$	55.9		$	131.9
Common shareholders’ equity attributable to SiriusPoint common shareholders - beginning of period	2,313.9			2,050.0			2,036.0			2,029.9			1,874.7
Common shareholders’ equity attributable to SiriusPoint common shareholders - end of period	2,402.6			2,313.9			2,050.0			2,036.0			2,029.9
Average common shareholders’ equity attributable to SiriusPoint common shareholders	$	2,358.3		$	2,182.0		$	2,043.0		$	2,033.0		$	1,952.3
Annualized return on average common shareholders’ equity attributable to SiriusPoint common shareholders (1)	15.4		%	17.1		%	11.3		%	11.0		%	27.0		%

(1)Annualized return on average common shareholders’ equity attributable to SiriusPoint common shareholders is calculated by dividing annualized net income 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.

Page 17 of 18                             

SiriusPoint Ltd.

Book Value per Share - by Quarter

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

	March 31, 2024		December 31, 2023		September 30, 2023		June 30, 2023		March 31, 2023
Common shareholders’ equity attributable to SiriusPoint common shareholders	$	2,402.6	$	2,313.9	$	2,050.0	$	2,036.0	$	2,029.9
Intangible assets	(149.8)		(152.7)		(155.6)		(158.5)		(161.9)
Tangible common shareholders' equity attributable to SiriusPoint common shareholders	$	2,252.8	$	2,161.2	$	1,894.4	$	1,877.5	$	1,868.0
Common shares outstanding	169,753,232		168,120,022		165,068,101		163,200,630		162,367,173
Effect of dilutive stock options, restricted share units, warrants and Series A preference shares	6,340,997		5,193,920		4,236,254		3,964,586		3,023,030
Book value per diluted common share denominator	176,094,229		173,313,942		169,304,355		167,165,216		165,390,203
Book value per common share	$	14.15	$	13.76	$	12.42	$	12.48	$	12.50
Book value per diluted common share	$	13.64	$	13.35	$	12.11	$	12.18	$	12.27
Tangible book value per diluted common share(1)	$	12.79	$	12.47	$	11.19	$	11.23	$	11.29

(1)Tangible book value per diluted common share, as presented, is a non-GAAP financial measure and the most comparable U.S. GAAP measure is book value per common share. Tangible book value per diluted common share excludes intangible assets. 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 18 of 18