SiriusPoint (NYSE: SPNT) lifts H1 net income 44% and delivers 14.8% ROE

Rhea-AI Filing Summary

SiriusPoint Ltd. reported strong results for the quarter and six months ended June 30, 2026. For the second quarter, net income available to common shareholders was $68.6 million, or $0.58 per diluted share, and operating earnings per share were $0.67. Annualized return on equity was 12.0%, with operating ROE of 13.8%. The consolidated combined ratio was 88.5%, and the Core combined ratio was 91.4%.

For the first half of 2026, net income available to common shareholders rose to $168.2 million, up 44% versus the prior year, with diluted EPS of $1.40 and operating EPS of $1.37, up 17%. The Core combined ratio improved to 90.1%, reflecting materially lower catastrophe losses of $6.7 million compared with $67.4 million a year earlier. Book value per diluted common share excluding AOCI increased 8% since December 31, 2025 to $19.48, supported by underwriting profitability and a BSCR capital ratio of 239%. Year to date, SiriusPoint repurchased $95 million of common shares, contributing to $295 million of total capital returned in 2026.

Positive

• Strong earnings growth: Net income available to common shareholders for the first half of 2026 increased 44% to $168.2 million, with operating earnings per share up 17% to $1.37 and operating ROE of 14.7%.
• Improved underwriting and lower catastrophe losses: Core combined ratio improved to 90.1% for the first half of 2026 as catastrophe losses fell to $6.7 million from $67.4 million, supporting higher Core underwriting income of $125.9 million.
• Capital strength and shareholder returns: Book value per diluted common share ex-AOCI rose 8% to $19.48, the BSCR capital ratio was 239%, and $95 million of common shares were repurchased year to date, part of $295 million of capital returned in 2026.

Negative

• None.

Filing Explained

At June 30, SiriusPoint reported fewer common shares outstanding and no Series B preference shares, changing the capital structure reported to existing holders.

This July 29, 2026 Form 8-K reports SiriusPoint’s second-quarter materials and, as of June 30, 2026, shows 116,065,965 common shares outstanding and no Series B preference shares.

Compared with December 31, 2025, when 116,989,799 common shares and Series B preference shares were reported, the filing shows a changed capital structure for both security classes.

The supplied dilution definition concerns additional share issuance; this filing instead shows a reduced reported common-share base, without establishing an issuance-driven dilution event. The company scheduled a webcast to discuss the results at 10:30 a.m. Eastern on July 30, 2026.

8-K Event Classification

7 items: 2.02, 3.7, 5.3, 6.5, 7.01, 9.0, 9.01

7 items

Item 2.02 Results of Operations and Financial Condition Financial

Disclosure of earnings results, typically an earnings press release or preliminary financials.

Item 3.7 Item 3.7

Item 5.3 Item 5.3

Item 6.5 Item 6.5

Item 7.01 Regulation FD Disclosure Disclosure

Material non-public information disclosed under Regulation Fair Disclosure, often investor presentations or guidance.

Item 9.0 Item 9.0

Item 9.01 Financial Statements and Exhibits Exhibits

Financial statements, pro forma financial information, and exhibit attachments filed with this report.

Key Figures

Q2 2026 net income to common shareholders: $68.6 million Q2 2026 diluted EPS: $0.58 H1 2026 net income to common shareholders: $168.2 million +5 more

8 metrics

Q2 2026 net income to common shareholders $68.6 million Three months ended June 30, 2026

Q2 2026 diluted EPS $0.58 Net income per diluted common share

H1 2026 net income to common shareholders $168.2 million Six months ended June 30, 2026, up 44% versus prior year

H1 2026 Core combined ratio 90.1% Six months ended June 30, 2026, improved 2.3 points versus prior year

Book value per diluted common share ex. AOCI $19.48 As of June 30, 2026

BSCR capital ratio estimate 239% Balance sheet capital adequacy as cited in highlights

Common shares repurchased year to date $95 million Capital returned as at July 28, 2026

Q2 2026 consolidated combined ratio 88.5% Three months ended June 30, 2026

Key Terms

combined ratio, Core Operating net income, loss portfolio transfers, accumulated other comprehensive income, +1 more

5 terms

combined ratio financial

"Core combined ratio of 90.1% improved 2.3 points versus prior year"

The combined ratio is a way insurance companies measure how well they are doing by adding up all their costs and claims and comparing them to the money they earn from premiums. If the ratio is below 100%, it means the company is making a profit; if it's above 100%, they are losing money. It helps see if an insurance company is financially healthy or not.

Core Operating net income financial

"Core Operating net income was $183.5 million for the six months ended June 30, 2026"

loss portfolio transfers financial

"Operating net income excludes income (expense) related to loss portfolio transfers"

accumulated other comprehensive income financial

"Book value per diluted common share excluding accumulated other comprehensive income (loss)"

Accumulated other comprehensive income is a running total on a company’s balance sheet that records certain gains and losses not included in reported profit, such as unrealized gains or losses on some investments, currency translation differences, and pension plan adjustments. Think of it like items in a shopping cart you haven’t paid for yet: it doesn’t affect current profit but changes the company’s overall equity and signals potential future swings in value that investors should watch.

attritional loss ratio financial

"Attritional loss ratio excludes catastrophe losses from the accident year loss ratio"

The attritional loss ratio measures the share of an insurer’s regular, small-to-moderate claims—think routine repairs and medical bills—compared with the premiums earned to cover them. Investors use it to judge the predictable part of an insurer’s costs; a rising attritional loss ratio signals weaker underlying profitability or underpriced products, while a stable low ratio suggests steady, manageable claims and more reliable earnings.

Earnings Snapshot

Net income available to common shareholders: $68.6 million (Q2 2026); $168.2 million (H1 2026)

three and six months ended June 30, 2026

Net income available to common shareholders $68.6 million (Q2 2026); $168.2 million (H1 2026) Half year net income up 44% versus prior-year period

Diluted EPS $0.58 (Q2 2026); $1.40 (H1 2026) H1 diluted EPS higher than $0.98 in the first half of 2025

Core combined ratio 91.4% (Q2 2026); 90.1% (H1 2026) Half-year Core combined ratio improved 2.3 points versus prior year

Operating earnings per share $0.67 (Q2 2026); $1.37 (H1 2026) Operating EPS up 17% for the half year compared with 2025

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Available on EDGAR 07/29/2026 - 04:14 PM Accepted by SEC EDGAR 07/29/2026 - 04:13 PM Learn about SEC filing dates

FAQ

What were SiriusPoint (SPNT)'s Q2 2026 earnings and EPS?

SiriusPoint reported $68.6 million in net income available to common shareholders for Q2 2026, with diluted earnings per share of $0.58 and operating earnings per share of $0.67, reflecting profitable underwriting and investment results.

How did SiriusPoint (SPNT)'s first-half 2026 net income compare to 2025?

For the six months ended June 30, 2026, net income available to common shareholders was $168.2 million, up 44% versus the prior-year period, supported by lower catastrophe losses and improved Core underwriting income across Insurance & Services and Reinsurance.

What was SiriusPoint (SPNT)'s combined ratio performance in Q2 and H1 2026?

SiriusPoint posted a consolidated combined ratio of 88.5% in Q2 2026 and 88.2% for the first half. The Core combined ratio was 91.4% in Q2 and improved to 90.1% for H1 2026, 2.3 points better than the prior year.

How did capital and book value metrics trend for SiriusPoint (SPNT) in H1 2026?

Book value per diluted common share ex-AOCI increased 8% since December 31, 2025 to $19.48. SiriusPoint reported a BSCR capital ratio estimate of 239%, indicating a strong capital position alongside continued underwriting profitability.

What shareholder returns did SiriusPoint (SPNT) generate in 2026 year to date?

As of July 28, 2026, SiriusPoint had repurchased $95 million of common shares year to date, contributing to $295 million of total capital returned in 2026, demonstrating active capital management alongside growth in book value per share.

How did SiriusPoint (SPNT)'s segments perform in Q2 2026?

In Q2 2026, Insurance & Services gross written premium grew 15.0% to $644.6 million, generating income of $45.3 million. Reinsurance gross written premium declined 8.9% to $336.9 million but produced underwriting income of $19.6 million with a combined ratio of 92.3%.

0001576018false00015760182026-07-292026-07-290001576018us-gaap:CommonStockMember2026-07-292026-07-29

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): July 29, 2026 (July 29, 2026)

 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

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 July 29, 2026, SiriusPoint Ltd. issued a press release reporting its financial results for the second quarter ended June 30, 2026 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 July 29, 2026, SiriusPoint Ltd. made available to investors its second 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 be 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.

Item 9.01 Financial Statements and Exhibits.

(d) Exhibits

Exhibit No.						Description
99.1						Press Release dated July 29, 2026, announcing the earnings of SiriusPoint Ltd. for the Second Quarter Ended June 30, 2026.
99.2						Second Quarter Ended June 30, 2026 Financial Supplement
99.3						SiriusPoint Ltd. Presentation to Investors, dated July 29, 2026
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: July 29, 2026						/s/ Scott Egan
						Name:			Scott Egan
						Title:			Chief Executive Officer

SiriusPoint Reports Second Quarter 2026 Net Income of $69m, Return on Equity of 12.0% and Operating Return on Equity of 13.8%

HAMILTON, Bermuda, July 29, 2026 - SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE:SPNT), a specialty underwriter, today announced results for its second quarter ended June 30, 2026.

Second Quarter 2026 Highlights

•Net income available to SiriusPoint common shareholders of $69 million, or $0.58 per diluted common share with operating earnings per share of $0.67

•Return on equity of 12.0%, with operating return on equity of 13.8%

•Core gross written premium increased 6%: Insurance & Services grew 15%, Reinsurance declined 9%

•Core combined ratio of 91.4%

•Book value per diluted common share (ex. AOCI) increased 3% from March 31, 2026 to $19.48

•Balance sheet remains strong with BSCR estimate of 239%

Half Year 2026 Highlights

•Net income available to SiriusPoint common shareholders of $168 million, up 44% versus prior year

•Diluted earnings per common share of $1.40, with operating earnings per share up 17% to $1.37

•Return on equity of 14.8%, with operating return on equity of 14.7%

•Insurance & Services gross written premium growth of 11%; continued discipline in Reinsurance with premiums decreasing 9%

•Core combined ratio of 90.1% improved 2.3 points versus prior year

•Book value per diluted common share (ex. AOCI) increased 8%, from December 31, 2025 to $19.48

•$95 million common shares repurchased year to date(1), marking $295 million of total capital returned in 2026

(1) As at July 28, 2026.

Scott Egan, Chief Executive Officer, said: “Our second quarter and half year results are strong and reflect our continuing progress, the strength of our diverse and low-volatility portfolio, and our approach to capital management.

“The second quarter Core combined ratio of 91.4% contributes to a half year result of 90.1%, a 2.3 point improvement on prior year. Our half year operating return on equity of 14.7% is at the upper end of our 12-15% across the cycle target range.

“Premiums in our Insurance & Services business grew 15% in the second quarter. We have both the capability and agility to target and grow in attractive areas while pulling back where we don’t see adequate returns for the risk we take, as evidenced by our reduction in Reinsurance premiums of 9%.

“As a result of underwriting performance and active capital management, book value per share (ex. AOCI) grew by 3% in the quarter and 8% for the half year. While market conditions are becoming more challenging, we are well positioned to maintain our momentum and deliver consistent and sustainable earnings.”

1

Key Financial Metrics

The following table shows certain key financial metrics for the three and six months ended June 30, 2026 and 2025 and as of June 30, 2026 and December 31, 2025:

			Three months ended												Six months ended
			June 30, 2026						June 30, 2025						June 30, 2026						June 30, 2025
			($ in millions, except for ratios)
Combined ratio			88.5		%				86.1		%				88.2		%				88.8		%
Core combined ratio ⁽¹⁾			91.4		%				89.5		%				90.1		%				92.4		%
Core underwriting income ⁽¹⁾			$	55.0					$	67.6					$	125.9					$	96.1
Core net services income ⁽¹⁾			$	9.9					$	8.7					$	18.3					$	27.6
Operating net income ⁽¹⁾			$	79.4					$	78.1					$	165.1					$	139.1
Operating earnings per share ⁽¹⁾			$	0.67					$	0.66					$	1.37					$	1.17
Annualized ROE			12.0		%				12.7		%				14.8		%				12.8		%
Annualized Operating ROE ⁽¹⁾			13.8		%				17.0		%				14.7		%				15.4		%

			June 30, 2026						December 31, 2025
Book value per common share			$	19.61					$	19.40
Book value per diluted common share			$	19.30					$	18.61
Book value per diluted common share ex. AOCI ⁽¹⁾			$	19.48					$	18.10
Tangible book value per diluted common share ⁽¹⁾			$	17.98					$	17.62

(1)Core combined ratio, Core underwriting income, and Core net services income are non-GAAP financial measures. See definitions in “Non-GAAP Financial Measures” and reconciliations in “Segment Reporting.” Operating net income, Operating earnings per share, Annualized Operating ROE, book value per diluted common share ex. AOCI and tangible book value per diluted common share are non-GAAP financial measures. See definitions and reconciliations in “Non-GAAP Financial Measures.”

Second Quarter and Half Year 2026 Summary

Consolidated underwriting income for the three months ended June 30, 2026 was $73.5 million compared to $90.2 million for the three months ended June 30, 2025. The decrease was primarily a result of earned premium growing at a slower pace than written due to a shift in our business mix, and higher acquisition costs, partially offset by a lower attritional loss ratio and increased favorable prior year loss reserve development.

Consolidated underwriting income for the six months ended June 30, 2026 was $151.2 million compared to $144.3 million for the six months ended June 30, 2025. The improvement was primarily driven by a decrease in catastrophe losses as the prior period included losses from the California wildfires, partially offset by higher expenses. Increased acquisition costs primarily resulted from profit commission accruals related to favorable loss experience and increased other underwriting expense is largely driven by expenses related to incentive compensation award outperformance.

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 - Insurance & Services and Reinsurance. Collectively, the sum of our two segments, Insurance & Services and Reinsurance, 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 run off business. The sum of Core results and Corporate results are equal to the consolidated results of operations.

Three months ended June 30, 2026 and 2025

Core Premium Volume

Gross written premium increased by $51.4 million, or 5.5%, to $981.5 million for the three months ended June 30, 2026 compared to $930.1 million for the three months ended June 30, 2025. Net written premium increased by $9.7 million, or 1.4%, to $709.5 million for the three months ended June 30, 2026 compared to $699.8 million for the three months ended June 30, 2025. Net earned premium decreased by $6.8 million, or 1.1%, to $638.8 million for the three months ended June 30, 2026 compared to $645.6 million for the three months ended June 30, 2025. The increases in written premium were driven by our Insurance & Services segment, including new program growth, mainly in General Liability, as well as continued growth in London MGAs, partially offset by decreases in our Reinsurance segment, primarily in Casualty and Property Catastrophe. The decrease in net earned premium was primarily a result of earned premium growing at a slower

2

pace than written due to a shift in our business mix, as well as a reduction in net earned premium related to the inception of an aggregate reinsurance program in 2026.

Core Underwriting Results

Core results for the three months ended June 30, 2026 included income of $64.9 million compared to $76.3 million for the three months ended June 30, 2025. Income for the three months ended June 30, 2026 consists of underwriting income of $55.0 million (91.4% combined ratio) and net services income of $9.9 million, compared to underwriting income of $67.6 million (89.5% combined ratio) and net services income of $8.7 million for the three months ended June 30, 2025. The decrease in underwriting income was primarily driven by decreased earned premiums and higher acquisition costs, partially offset by increased favorable prior year loss reserve development. For the three months ended June 30, 2026, favorable prior year loss reserve development was $16.7 million compared to $13.8 million for the three months ended June 30, 2025, primarily driven by favorable development in A&H and Property.

The increase in net services income was due to growth in the IMG travel business and the acquisition of Assist America, partially offset by the deconsolidation of Armada. Service margin, which is calculated as Net service fee income as a percentage of services revenues, increased to 16.5% for the three months ended June 30, 2026 from 13.5% for the three months ended June 30, 2025, when adjusted to exclude Armada, driven by the acquisition of Assist America.

Six months ended June 30, 2026 and 2025

Core Premium Volume

Gross written premium increased by $65.3 million, or 3.4%, to $1,985.3 million for the six months ended June 30, 2026 compared to $1,920.0 million for the six months ended June 30, 2025. Net written premium decreased by $45.5 million, or 3.1%, to $1,406.3 million for the six months ended June 30, 2026 compared to $1,451.8 million for the six months ended June 30, 2025. Net earned premium increased by $5.7 million, or 0.4%, to $1,277.1 million for the six months ended June 30, 2026 compared to $1,271.4 million for the six months ended June 30, 2025. The increases in gross written premium and net earned premium were driven by our Insurance & Services segment, primarily driven by new program growth, mainly in General Liability, as well as continued organic growth in existing programs and growth in A&H, partially offset by decreases in our Reinsurance segment, mainly in Casualty, Property Catastrophe, and Other Specialties. The decrease in net written premium was primarily driven by the decreases in our Reinsurance segment and the ceded premium related to the inception of an aggregate reinsurance program in 2026.

Core Underwriting Results

Core results for the six months ended June 30, 2026 included income of $144.2 million compared to $123.7 million for the six months ended June 30, 2025. Income for the six months ended June 30, 2026 consists of underwriting income of $125.9 million (90.1% combined ratio) and net services income of $18.3 million, compared to underwriting income of $96.1 million (92.4% combined ratio) and net services income of $27.6 million for the six months ended June 30, 2025. The improvement in net underwriting results was primarily driven by decreased catastrophe losses, partially offset by higher acquisition costs and other underwriting expense. Catastrophe losses were $6.7 million, or 0.5 percentage points on the combined ratio, for the six months ended June 30, 2026, compared to $67.4 million, or 5.3 percentage points on the combined ratio, for the six months ended June 30, 2025, primarily driven by the California wildfires in the prior period. Increased acquisition costs primarily resulted from profit commission accruals related to favorable loss experience and increased other underwriting expense is largely driven by expenses related to incentive compensation award outperformance.

Insurance & Services Segment

Three months ended June 30, 2026 and 2025

Insurance & Services gross written premium were $644.6 million for the three months ended June 30, 2026, an increase of $84.2 million, or 15.0%, compared to the three months ended June 30, 2025, primarily driven by new program growth, mainly in General Liability, as well as continued growth in London MGAs.

Insurance & Services generated income of $45.3 million for the three months ended June 30, 2026, compared to $48.2 million for the three months ended June 30, 2025. Income for the three months ended June 30, 2026 consists of underwriting income of $35.4 million (90.7% combined ratio) and net services income of $9.9 million, compared to underwriting income of $39.5 million (89.3% combined ratio) and net services income of $8.7 million for the three months ended June 30, 2025. The decrease in underwriting income was primarily a result of earned premium growing at a slower pace than written due to a shift in our business mix, as well as expenses related to incentive compensation award outperformance.

3

Six months ended June 30, 2026 and 2025

Insurance & Services gross written premium were $1,329.2 million for the six months ended June 30, 2026, an increase of $133.7 million, or 11.2%, for the year ended June 30, 2026 compared to the year ended June 30, 2025, primarily driven by new program growth, mainly in General Liability, as well as continued organic growth in existing programs and growth in North America A&H.

Insurance & Services generated income of $83.8 million for the six months ended June 30, 2026, compared to $87.2 million for the six months ended June 30, 2025. Income for the six months ended June 30, 2026 consists of underwriting income of $65.5 million (91.4% combined ratio) and net services income of $18.3 million, compared to underwriting income of $59.6 million (91.6% combined ratio) and net services income of $27.6 million for the six months ended June 30, 2025. The improvement in underwriting income was primarily driven by increased favorable prior year loss reserve development, partially offset by increased expenses. For the six months ended June 30, 2026, favorable prior year loss reserve development was $31.2 million compared to $12.2 million for the six months ended June 30, 2025, primarily driven by favorable development in A&H. Increased acquisition costs primarily resulted from profit commission accruals related to favorable loss experience and increased other underwriting expense is largely driven by expenses related to incentive compensation award outperformance.

Reinsurance Segment

Three months ended June 30, 2026 and 2025

Reinsurance gross written premium were $336.9 million for the three months ended June 30, 2026, a decrease of $32.8 million, or 8.9%, compared to the three months ended June 30, 2025, primarily driven by deliberate reductions in Casualty and rate and exposure reductions in Property Catastrophe.

Reinsurance generated underwriting income of $19.6 million (92.3% combined ratio) for the three months ended June 30, 2026, compared to $28.1 million (89.8% combined ratio) for the three months ended June 30, 2025. The decrease in underwriting income for the three months ended June 30, 2026 compared to the three months ended June 30, 2025 was primarily driven by decreased net earned premiums in Casualty and Property Catastrophe and higher acquisition costs in Property and Other Specialties, partially offset by a lower attritional loss ratio.

Six months ended June 30, 2026 and 2025

Reinsurance gross written premium were $656.1 million for the six months ended June 30, 2026, a decrease of $68.4 million, or 9.4%, compared to the six months ended June 30, 2025, primarily driven by deliberate reductions in Casualty, rate and exposure reductions in Property Catastrophe, and reductions in Other Specialties.

Reinsurance generated underwriting income of $60.4 million (88.3% combined ratio) for the six months ended June 30, 2026, compared to $36.5 million (93.5% combined ratio) for the six months ended June 30, 2025. The increase in underwriting income was primarily driven by decreased catastrophe losses, as the six months ended June 30, 2025 included losses of $62.6 million, or 11.1 percentage points on the combined ratio, primarily from the California wildfires. This was partially offset by lower favorable prior year loss reserve development of $17.7 million for the six months ended June 30, 2026, compared to $35.9 million for the six months ended June 30, 2025, mainly from reserve releases in Property relating to prior year’s catastrophe events.

4

Investments

Three months ended June 30, 2026 and 2025

Net investment income decreased to $65.5 million for the three months ended June 30, 2026 compared to $68.2 million for the three months ended June 30, 2025 driven by sales of investments in the TPOC Portfolio as compared to the prior period, combined with higher expenses related to incentive compensation award outperformance. Net investment gains (losses) increased to $7.9 million for the three months ended June 30, 2026 compared to $0.7 million for the three months ended June 30, 2025 primarily due to gains from fair value changes in the Company's investments managed by related parties, which are included in Other long-term investments.

Six months ended June 30, 2026 and 2025

Net investment income decreased to $131.9 million for the six months ended June 30, 2026 compared to $139.4 million for the six months ended June 30, 2025 driven by sales of investments in the TPOC Portfolio as compared to the prior period, combined with higher expenses related to incentive compensation award outperformance. Net investment gains (losses) increased to $19.3 million for the six months ended June 30, 2026 compared to $0.4 million for the six months ended June 30, 2025 primarily due to gains from fair value changes in the Company's investments managed by related parties, as well as gains on private equity funds, both of which are included in Other long-term investments.

Webcast Details

The Company will hold a webcast to discuss its second quarter 2026 results at 10:30 a.m. Eastern Time on July 30, 2026. The webcast of the conference call 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. second quarter 2026 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. 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,” “targets,” “estimates,” “expects,” “assumes,” “continues,” “guidance,” “should,” “could,” “will,” “may” and the negative of these or similar terms and phrases. These risks and uncertainties include, but are not limited to, the "Risk Factors" described 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, except as required by applicable law.

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, Core combined ratio, book value per diluted common share excluding accumulated other comprehensive income (loss) ("AOCI"), tangible book value per diluted common share, Operating net income, Core Operating net income, Operating earnings per share, Core Operating earnings per share, Operating ROE and Core Operating ROE are non-GAAP financial measures. Reconciliations of such non-GAAP financial measures to the most directly comparable GAAP figures are included in the attached financial information in accordance with Regulation G and Item 10(e) of Regulation S-K, as applicable.

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

5

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 and Program Administrators. With approximately $3.0 billion total capital, SiriusPoint’s operating companies have a financial strength rating of A from AM Best, S&P and Fitch, and A3 from Moody’s. For more information, please visit www.siriuspt.com.

Contacts

Investor Relations

Liam Blackledge - Investor Relations and Strategy Manager

Liam.Blackledge@siriuspt.com

+ 44 203 772 3082

Media

Natalie King - Global Head of Marketing and External Communications

Natalie.King@siriuspt.com

+ 44 770 728 8817

6

SIRIUSPOINT LTD.

CONSOLIDATED BALANCE SHEETS (UNAUDITED)

As of June 30, 2026 and December 31, 2025

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

			June 30, 2026						December 31, 2025
Assets
Debt securities, available for sale, at fair value, net of allowance for credit losses of $0.0 (2025 - $0.0) (cost - $5,180.5; 2025 - $5,118.3)			$	5,156.9					$	5,168.6
Debt securities, trading, at fair value (cost - $88.6; 2025 - $114.6)			64.8						90.3
Short-term investments, at fair value (cost -$7.2; 2025 - $28.4)			7.5						28.3
Other long-term investments, at fair value (cost - $399.3; 2025 - $421.9) (includes related party investments at fair value of $224.5 (2025 - $216.1))			285.8						315.1
Total investments			5,515.0						5,602.3
Cash and cash equivalents			614.8						731.2
Restricted cash and cash equivalents			131.1						171.2
Due from brokers			32.6						7.5
Interest and dividends receivable			44.2						47.1
Insurance and reinsurance balances receivable, net			2,606.7						2,260.3
Deferred acquisition costs, net			408.7						384.1
Unearned premiums ceded			630.7						487.4
Loss and loss adjustment expenses recoverable, net			1,991.4						2,102.3
Deferred tax asset			267.4						267.7
Goodwill			18.6						—
Intangible assets			137.4						121.2
Other assets			253.1						272.1
Assets held for sale			—						115.2
Total assets			$	12,651.7					$	12,569.6
Liabilities
Loss and loss adjustment expense reserves			$	5,750.3					$	5,782.5
Unearned premium reserves			2,119.7						1,855.4
Reinsurance balances payable			1,461.3						1,447.6
Debt			675.5						688.6
Due to brokers			23.3						5.5
Deferred tax liability			73.1						73.0
Other liabilities			271.8						246.1
Total liabilities			10,375.0						10,098.7
Commitments and contingent liabilities
Shareholders’ equity
Series B preference shares (2025 - par value $0.10; authorized and issued: 8,000,000)			—						200.0
Common shares (issued and outstanding: 116,065,965; 2025 - 116,989,799)			11.6						11.7
Additional paid-in capital			888.9						967.7
Retained earnings			1,396.7						1,228.5
Accumulated other comprehensive income (loss), net of tax			(21.3)						61.9
Shareholders’ equity attributable to SiriusPoint shareholders			2,275.9						2,469.8
Noncontrolling interests			0.8						1.1
Total shareholders’ equity			2,276.7						2,470.9
Total liabilities, noncontrolling interests and shareholders’ equity			$	12,651.7					$	12,569.6

7

SIRIUSPOINT LTD.

CONSOLIDATED STATEMENTS OF INCOME (UNAUDITED)

For the three and six months ended June 30, 2026 and 2025

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

			Three months ended												Six months ended
			June 30, 2026						June 30, 2025						June 30, 2026						June 30, 2025
Revenues
Net earned premium			$	640.3					$	652.0					$	1,279.2					$	1,278.7
Net investment income			65.5						68.2						131.9						139.4
Net investment gains (losses)			7.9						0.7						19.3						0.4
Other revenues			30.4						27.3						88.3						57.0
Total revenues			744.1						748.2						1,518.7						1,475.5
Expenses
Loss and loss adjustment expenses incurred, net			358.2						372.6						721.1						774.4
Acquisition costs, net			156.8						140.9						304.6						270.6
Other underwriting expenses			51.8						48.3						102.3						89.4
Net corporate and other expenses			73.7						70.9						144.9						131.5
Intangible asset amortization			2.4						2.8						5.0						5.7
Interest expense			18.7						21.1						35.5						39.2
Foreign exchange (gains) losses			(1.8)						16.7						(0.5)						14.5
Total expenses			659.8						673.3						1,312.9						1,325.3
Income before income tax expense			84.3						74.9						205.8						150.2
Income tax expense			(15.8)						(11.6)						(35.0)						(24.9)
Net income			68.5						63.3						170.8						125.3
Net (income) loss attributable to noncontrolling interests			0.1						(0.1)						—						(0.5)
Net income available to SiriusPoint			68.6						63.2						170.8						124.8
Dividends on Series B preference shares			—						(4.0)						(2.6)						(8.0)
Net income available to SiriusPoint common shareholders			$	68.6					$	59.2					$	168.2					$	116.8
Earnings per share available to SiriusPoint common shareholders
Basic earnings per share available to SiriusPoint common shareholders			$	0.59					$	0.51					$	1.44					$	1.00
Diluted earnings per share available to SiriusPoint common shareholders			$	0.58					$	0.50					$	1.40					$	0.98
Weighted average number of common shares used in the determination of earnings per share
Basic			116,732,354						116,523,435						116,728,906						116,252,739
Diluted			119,011,731						118,669,471						120,237,742						118,598,535

8

SIRIUSPOINT LTD.

SEGMENT REPORTING

						Three months ended June 30, 2026
						Insurance & Services						Reinsurance						Core						Eliminations (2)						Corporate						Segment Measure Reclass						Total
Gross written premium						$	644.6					$	336.9					$	981.5					$	—					$	(3.3)					$	—					$	978.2
Net written premium						422.4						287.1						709.5						—						0.8						—						710.3
Net earned premium						381.7						257.1						638.8						—						1.5						—						640.3
Loss and loss adjustment expenses incurred, net						216.5						140.1						356.6						(1.8)						3.4						—						358.2
Acquisition costs, net						104.2						75.7						179.9						(20.7)						(2.4)						—						156.8
Other underwriting expenses						25.6						21.7						47.3						—						4.5						—						51.8
Underwriting income (loss)						35.4						19.6						55.0						22.5						(4.0)						—						73.5
Services revenues						59.4						—						59.4						(29.8)						—						(29.6)						—
Services expenses						49.6						—						49.6						—						—						(49.6)						—
Net services fee income						9.8						—						9.8						(29.8)						—						20.0						—
Services noncontrolling loss						0.1						—						0.1						—						—						(0.1)						—
Net services income						9.9						—						9.9						(29.8)						—						19.9						—
Segment income (loss)						45.3						19.6						64.9						(7.3)						(4.0)						19.9						73.5
Net investment income																														65.5						—						65.5
Net investment gains (losses)																														7.9						—						7.9
Other revenues																														0.8						29.6						30.4
Net corporate and other expenses																														(24.1)						(49.6)						(73.7)
Intangible asset amortization																														(2.4)						—						(2.4)
Interest expense																														(18.7)						—						(18.7)
Foreign exchange gains																														1.8						—						1.8
Income before income tax expense						$	45.3					$	19.6					64.9						(7.3)						26.8						(0.1)						84.3
Income tax expense																		—						—						(15.8)						—						(15.8)
Net income																		64.9						(7.3)						11.0						(0.1)						68.5
Net loss attributable to noncontrolling interest																		—						—						—						0.1						0.1
Net income available to SiriusPoint																		$	64.9					$	(7.3)					$	11.0					$	—					$	68.6
Attritional losses						$	231.3					$	140.7					$	372.0					$	(1.8)					$	1.7					$	—					$	371.9
Catastrophe losses						1.3						—						1.3						—						—						—						1.3
Prior year loss reserve development						(16.1)						(0.6)						(16.7)						—						1.7						—						(15.0)
Loss and loss adjustment expenses incurred, net						$	216.5					$	140.1					$	356.6					$	(1.8)					$	3.4					$	—					$	358.2
Underwriting Ratios: (1)
Attritional loss ratio						60.6		%				54.7		%				58.2		%																						58.0		%
Catastrophe loss ratio						0.3		%				—		%				0.2		%																						0.2		%
Prior year loss development ratio						(4.2)		%				(0.2)		%				(2.6)		%																						(2.3)		%
Loss ratio						56.7		%				54.5		%				55.8		%																						55.9		%
Acquisition cost ratio						27.3		%				29.4		%				28.2		%																						24.5		%
Other underwriting expenses ratio						6.7		%				8.4		%				7.4		%																						8.1		%
Combined ratio						90.7		%				92.3		%				91.4		%																						88.5		%

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

(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.

9

						Three months ended June 30, 2025
						Insurance & Services						Reinsurance						Core						Eliminations (2)						Corporate						Segment Measure Reclass						Total
Gross written premium						$	560.4					$	369.7					$	930.1					$	—					$	18.1					$	—					$	948.2
Net written premium						392.8						307.0						699.8						—						4.6						—						704.4
Net earned premium						369.2						276.4						645.6						—						6.4						—						652.0
Loss and loss adjustment expenses incurred, net						209.2						156.4						365.6						(1.5)						8.5						—						372.6
Acquisition costs, net						97.9						70.5						168.4						(28.2)						0.7						—						140.9
Other underwriting expenses						22.6						21.4						44.0						—						4.3						—						48.3
Underwriting income (loss)						39.5						28.1						67.6						29.7						(7.1)						—						90.2
Services revenues						58.1						—						58.1						(31.7)						—						(26.4)						—
Services expenses						49.6						—						49.6						—						—						(49.6)						—
Net services fee income						8.5						—						8.5						(31.7)						—						23.2						—
Services noncontrolling loss						0.2						—						0.2						—						—						(0.2)						—
Net services income						8.7						—						8.7						(31.7)						—						23.0						—
Segment income (loss)						48.2						28.1						76.3						(2.0)						(7.1)						23.0						90.2
Net investment income																														68.2						—						68.2
Net investment gains (losses)																														0.7						—						0.7
Other revenues																														0.9						26.4						27.3
Net corporate and other expenses																														(21.3)						(49.6)						(70.9)
Intangible asset amortization																														(2.8)						—						(2.8)
Interest expense																														(21.1)						—						(21.1)
Foreign exchange losses																														(16.7)						—						(16.7)
Income before income tax expense						$	48.2					$	28.1					76.3						(2.0)						0.8						(0.2)						74.9
Income tax expense																		—						—						(11.6)						—						(11.6)
Net income (loss)																		76.3						(2.0)						(10.8)						(0.2)						63.3
Net income attributable to noncontrolling interest																		—						—						(0.3)						0.2						(0.1)
Net income (loss) available to SiriusPoint																		$	76.3					$	(2.0)					$	(11.1)					$	—					$	63.2
Attritional losses						$	218.9					$	161.0					$	379.9					$	(1.5)					$	3.4					$	—					$	381.8
Catastrophe losses						—						(0.5)						(0.5)						—						—						—						(0.5)
Prior year loss reserve development						(9.7)						(4.1)						(13.8)						—						5.1						—						(8.7)
Loss and loss adjustment expenses incurred, net						$	209.2					$	156.4					$	365.6					$	(1.5)					$	8.5					$	—					$	372.6
Underwriting Ratios: (1)
Attritional loss ratio						59.3		%				58.3		%				58.8		%																						58.5		%
Catastrophe loss ratio						—		%				(0.2)		%				(0.1)		%																						(0.1)		%
Prior year loss development ratio						(2.6)		%				(1.5)		%				(2.1)		%																						(1.3)		%
Loss ratio						56.7		%				56.6		%				56.6		%																						57.1		%
Acquisition cost ratio						26.5		%				25.5		%				26.1		%																						21.6		%
Other underwriting expenses ratio						6.1		%				7.7		%				6.8		%																						7.4		%
Combined ratio						89.3		%				89.8		%				89.5		%																						86.1		%

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

(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.

10

						Six months ended June 30, 2026
						Insurance & Services						Reinsurance						Core						Eliminations (2)						Corporate						Segment Measure Reclass						Total
Gross written premium						$	1,329.2					$	656.1					$	1,985.3					$	—					$	(4.2)					$	—					$	1,981.1
Net written premium						883.5						522.8						1,406.3						—						(0.8)						—						1,405.5
Net earned premium						761.8						515.3						1,277.1						—						2.1						—						1,279.2
Loss and loss adjustment expenses incurred, net						432.2						274.1						706.3						(3.6)						18.4						—						721.1
Acquisition costs, net						212.2						139.5						351.7						(44.5)						(2.6)						—						304.6
Other underwriting expenses						51.9						41.3						93.2						—						9.1						—						102.3
Underwriting income (loss)						65.5						60.4						125.9						48.1						(22.8)						—						151.2
Services revenues						113.4						—						113.4						(52.9)						—						(60.5)						—
Services expenses						95.7						—						95.7						—						—						(95.7)						—
Net services fee income						17.7						—						17.7						(52.9)						—						35.2						—
Services noncontrolling loss						0.6						—						0.6						—						—						(0.6)						—
Net services income						18.3						—						18.3						(52.9)						—						34.6						—
Segment income (loss)						83.8						60.4						144.2						(4.8)						(22.8)						34.6						151.2
Net investment income																														131.9						—						131.9
Net realized and unrealized investment gains																														19.3						—						19.3
Other revenues																														27.8						60.5						88.3
Net corporate and other expenses																														(49.2)						(95.7)						(144.9)
Intangible asset amortization																														(5.0)						—						(5.0)
Interest expense																														(35.5)						—						(35.5)
Foreign exchange gains																														0.5						—						0.5
Income before income tax expense						$	83.8					$	60.4					144.2						(4.8)						67.0						(0.6)						205.8
Income tax expense																		—						—						(35.0)						—						(35.0)
Net income																		144.2						(4.8)						32.0						(0.6)						170.8
Net (income) loss attributable to noncontrolling interest																		—						—						(0.6)						0.6						—
Net income available to SiriusPoint																		$	144.2					$	(4.8)					$	31.4					$	—					$	170.8
Attritional losses						$	462.1					$	286.4					$	748.5					$	(3.6)					$	2.4					$	—					$	747.3
Catastrophe losses						1.3						5.4						6.7						—						—						—						6.7
Prior year loss reserve development						(31.2)						(17.7)						(48.9)						—						16.0						—						(32.9)
Loss and loss adjustment expenses incurred, net						$	432.2					$	274.1					$	706.3					$	(3.6)					$	18.4					$	—					$	721.1
Underwriting Ratios: (1)
Attritional loss ratio						60.6		%				55.6		%				58.6		%																						58.5		%
Catastrophe loss ratio						0.2		%				1.0		%				0.5		%																						0.5		%
Prior year loss development ratio						(4.1)		%				(3.4)		%				(3.8)		%																						(2.6)		%
Loss ratio						56.7		%				53.2		%				55.3		%																						56.4		%
Acquisition cost ratio						27.9		%				27.1		%				27.5		%																						23.8		%
Other underwriting expenses ratio						6.8		%				8.0		%				7.3		%																						8.0		%
Combined ratio						91.4		%				88.3		%				90.1		%																						88.2		%

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

(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.

11

						Six months ended June 30, 2025
						Insurance & Services						Reinsurance						Core						Eliminations (2)						Corporate						Segment Measure Reclass						Total
Gross written premium						$	1,195.5					$	724.5					$	1,920.0					$	—					$	12.9					$	—					$	1,932.9
Net written premium						876.3						575.5						1,451.8						—						(4.4)						—						1,447.4
Net earned premium						705.4						566.0						1,271.4						—						7.3						—						1,278.7
Loss and loss adjustment expenses incurred, net						419.1						351.7						770.8						(3.5)						7.1						—						774.4
Acquisition costs, net						185.2						137.6						322.8						(56.2)						4.0						—						270.6
Other underwriting expenses						41.5						40.2						81.7						—						7.7						—						89.4
Underwriting income (loss)						59.6						36.5						96.1						59.7						(11.5)						—						144.3
Services revenues						120.2						—						120.2						(61.9)						—						(58.3)						—
Services expenses						92.7						—						92.7						—						—						(92.7)						—
Net services fee income						27.5						—						27.5						(61.9)						—						34.4						—
Services noncontrolling loss						0.1						—						0.1						—						—						(0.1)						—
Net services income						27.6						—						27.6						(61.9)						—						34.3						—
Segment income (loss)						87.2						36.5						123.7						(2.2)						(11.5)						34.3						144.3
Net investment income																														139.4						—						139.4
Net realized and unrealized investment gains																														0.4						—						0.4
Other revenues																														(1.3)						58.3						57.0
Net corporate and other expenses																														(38.8)						(92.7)						(131.5)
Intangible asset amortization																														(5.7)						—						(5.7)
Interest expense																														(39.2)						—						(39.2)
Foreign exchange losses																														(14.5)						—						(14.5)
Income before income tax expense						$	87.2					$	36.5					123.7						(2.2)						28.8						(0.1)						150.2
Income tax expense																		—						—						(24.9)						—						(24.9)
Net income																		123.7						(2.2)						3.9						(0.1)						125.3
Net income attributable to noncontrolling interest																		—						—						(0.6)						0.1						(0.5)
Net income available to SiriusPoint																		$	123.7					$	(2.2)					$	3.3					$	—					$	124.8
Attritional losses						$	426.5					$	325.0					$	751.5					$	(3.5)					$	1.9					$	—					$	749.9
Catastrophe losses						4.8						62.6						67.4						—						—						—						67.4
Prior year loss reserve development						(12.2)						(35.9)						(48.1)						—						5.2						—						(42.9)
Loss and loss adjustment expenses incurred, net						$	419.1					$	351.7					$	770.8					$	(3.5)					$	7.1					$	—					$	774.4
Underwriting Ratios: (1)
Attritional loss ratio						60.4		%				57.3		%				59.1		%																						58.7		%
Catastrophe loss ratio						0.7		%				11.1		%				5.3		%																						5.3		%
Prior year loss development ratio						(1.7)		%				(6.3)		%				(3.8)		%																						(3.4)		%
Loss ratio						59.4		%				62.1		%				60.6		%																						60.6		%
Acquisition cost ratio						26.3		%				24.3		%				25.4		%																						21.2		%
Other underwriting expenses ratio						5.9		%				7.1		%				6.4		%																						7.0		%
Combined ratio						91.6		%				93.5		%				92.4		%																						88.8		%

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

(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.

12

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, Insurance & Services and Reinsurance, 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 run off 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, as well as services expenses which include direct expenses related to consolidated MGAs and services noncontrolling income which represent minority ownership interests in consolidated MGAs. Net services income is a key indicator of the profitability of the Company's services provided.

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. Attritional loss ratio excludes catastrophe losses from the accident year loss ratio as they are not predictable as to timing and amount. These ratios are useful indicators of our underwriting profitability.

13

Book Value Per Diluted Common Share Metrics

Book value per diluted common share excluding AOCI and tangible book value per diluted common share, as presented, are non-GAAP financial measures and the most directly comparable U.S. GAAP measure is book value per diluted common share. Management believes it is useful to exclude AOCI because it may fluctuate significantly between periods based on movements in interest and currency rates. Tangible book value per diluted common share excludes goodwill and intangible assets. Management believes that effects of goodwill and intangible assets make book value comparisons to less acquisitive peer companies less meaningful.

The following table sets forth the computation of book value per common share, book value per diluted common share, book value per diluted common share excluding AOCI, and tangible book value per diluted common share as of June 30, 2026 and December 31, 2025:

			June 30, 2026						December 31, 2025
			($ in millions, except share and per share amounts)
Common shareholders’ equity attributable to SiriusPoint common shareholders			$	2,275.9					$	2,269.8
Accumulated other comprehensive income, net of tax			(21.3)						61.9
Common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI			2,297.2						2,207.9
Intangible assets			137.4						121.2
Goodwill			18.6						—
Tangible common shareholders' equity attributable to SiriusPoint common shareholders			$	2,119.9					$	2,148.6
Common shares outstanding			116,065,965						116,989,799
Effect of dilutive stock options and restricted share units			1,848,708						4,983,345
Book value per diluted common share denominator			117,914,673						121,973,144
Book value per common share			$	19.61					$	19.40
Book value per diluted common share			$	19.30					$	18.61
Book value per diluted common share ex. AOCI			$	19.48					$	18.10
Tangible book value per diluted common share			$	17.98					$	17.62

14

Operating and Core Operating Metrics

Operating net income, Core Operating net income, Operating earnings per share and Core Operating earnings per share are non-GAAP financial measures and the most directly comparable U.S. GAAP measures are net income and diluted earnings per share. Operating net income excludes items which we believe are not indicative of the operations of our operating businesses, including realized and unrealized gains (losses) on strategic and other investments and liability-classified capital instruments, non-recurring costs associated with acquisitions or sales of subsidiaries, income (expense) related to loss portfolio transfers, deferred tax assets attributable to the enactment of the Bermuda corporate income tax, development on COVID-19 reserves resulting from the COVID-19 reserve study performed concurrently with the settlement of the Series A Preference shares in the third quarter of 2024, and foreign exchange gains (losses). Core Operating net income also excludes the Corporate (run off) business. We believe it is useful to review Operating net income and Core Operating net income as it better reflects how we view the business, as well as provides investors with an alternative metric that can assist in predicting future earnings and profitability that are complementary to GAAP metrics. Operating ROE is calculated by dividing annualized Operating net income for the period by average common shareholders’ equity, excluding AOCI, and after adjusting for the above noted items to arrive at Operating net income. Core Operating ROE also excludes the results of the Corporate (run off) business.

The following table sets forth the computation of Operating net income, Core Operating net income, Operating earnings per share and Core Operating earnings per share for the three and six months ended June 30, 2026 and 2025:

			Three months ended												Six months ended
			June 30, 2026						June 30, 2025						June 30, 2026						June 30, 2025
			($ in millions, except share and per share amounts)
Net income available to SiriusPoint common shareholders			$	68.6					$	59.2					$	168.2					$	116.8
Adjustments:
Gain on sale or deconsolidation of consolidated MGAs			—						—						(25.2)						—
Losses on strategic and other investments			6.2						—						8.0						0.5
MGA & Strategic Investment Rationalization			6.2						—						(17.2)						0.5
Expense related to loss portfolio transfers			5.2						6.6						10.8						12.5
Foreign exchange (gains) losses			(1.8)						16.7						(0.5)						14.5
Other non-recurring items			3.7						—						9.0						—
Income tax expense on adjustments (1)			(2.5)						(4.4)						(5.2)						(5.2)
Operating net income			79.4						78.1						165.1						139.1
Corporate (run off) underwriting results			4.0						7.1						22.8						11.5
Income tax expense on adjustments (1)			(0.8)						(1.3)						(4.4)						(2.2)
Core Operating net income			$	82.6					$	83.9					$	183.5					$	148.4
Weighted average number of diluted common shares used in the determination of earnings per share			119,011,731						118,669,471						120,237,742						118,598,535
Operating diluted earnings per share			$	0.67					$	0.66					$	1.37					$	1.17
Core Operating diluted earnings per share			$	0.69					$	0.71					$	1.53					$	1.25

(1)    For the three and six months ended June 30, 2026 and 2025, an effective tax rate of 19% is applied to the adjustments to calculate the income tax expense, where applicable. Periods may have a different effective tax rate based on the jurisdiction of specific transactions.

15

The following table sets forth the computation of Operating Return on Average Common Shareholders’ Equity for the three and six months ended June 30, 2026 and 2025:

			Three months ended												Six months ended
			June 30, 2026						June 30, 2025						June 30, 2026						June 30, 2025
			($ in millions, except for ratios)
Operating net income			$	79.4					$	78.1					$	165.1					$	139.1
Common shareholders’ equity attributable to SiriusPoint common shareholders - beginning of period			2,302.4						1,825.2						2,269.8						1,737.4
Less: Accumulated other comprehensive income (loss), net of tax - beginning of period			6.3						26.4						61.9						(4.1)
Common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI - beginning of period			2,296.1						1,798.8						2,207.9						1,741.5
Common shareholders’ equity attributable to SiriusPoint common shareholders - end of period			2,275.9						1,905.7						2,275.9						1,905.7
Adjustments to net income to arrive at Operating net income			10.8						18.9						(3.1)						22.3
Less: Accumulated other comprehensive income, net of tax - end of period			(21.3)						46.5						(21.3)						46.5
Common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI - end of period			2,308.0						1,878.1						2,294.1						1,881.5
Average common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI			$	2,302.1					$	1,838.5					$	2,251.0					$	1,811.5
Annualized Operating ROE			13.8		%				17.0		%				14.7		%				15.4		%

The following table sets forth the computation of Core Operating Return on Average Common Shareholders’ Equity for the three and six months ended June 30, 2026 and 2025:

			Three months ended												Six months ended
			June 30, 2026						June 30, 2025						June 30, 2026						June 30, 2025
			($ in millions, except for ratios)
Core Operating net income			$	82.6					$	83.9					$	183.5					$	148.4
Common shareholders’ equity attributable to SiriusPoint common shareholders - beginning of period			2,302.4						1,825.2						2,269.8						1,737.4
Less: Accumulated other comprehensive income (loss), net of tax - beginning of period			6.3						26.4						61.9						(4.1)
Common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI - beginning of period			2,296.1						1,798.8						2,207.9						1,741.5
Common shareholders’ equity attributable to SiriusPoint common shareholders - end of period			2,275.9						1,905.7						2,275.9						1,905.7
Adjustments to net income to arrive at Core Operating net income			14.0						24.7						15.3						31.6
Less: Accumulated other comprehensive income, net of tax - end of period			(21.3)						46.5						(21.3)						46.5
Common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI - end of period			2,311.2						1,883.9						2,312.5						1,890.8
Average common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI			$	2,303.7					$	1,841.4					$	2,260.2					$	1,816.2
Annualized Core Operating ROE			14.3		%				18.2		%				16.2		%				16.3		%

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 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.

16

Annualized return on average common shareholders’ equity attributable to SiriusPoint common shareholders for the three and six months ended June 30, 2026 and 2025 was calculated as follows:

			Three months ended												Six months ended
			June 30, 2026						June 30, 2025						June 30, 2026						June 30, 2025
			($ in millions, except for ratios)
Net income available to SiriusPoint common shareholders			$	68.6					$	59.2					$	168.2					$	116.8
Common shareholders’ equity attributable to SiriusPoint common shareholders - beginning of period			2,302.4						1,825.2						2,269.8						1,737.4
Common shareholders’ equity attributable to SiriusPoint common shareholders - end of period			2,275.9						1,905.7						2,275.9						1,905.7
Average common shareholders’ equity attributable to SiriusPoint common shareholders			$	2,289.2					$	1,865.5					$	2,272.9					$	1,821.6
Annualized return on average common shareholders’ equity attributable to SiriusPoint common shareholders			12.0		%				12.7		%				14.8		%				12.8		%

17

SiriusPoint Ltd.

Financial Supplement

June 30, 2026

(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						Liam Blackledge - Investor Relations and Strategy Manager
3 Waterloo Lane						Tel: + 44 203 772 3082
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, attritional loss ratio and combined ratio ex. catastrophe losses 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 run off business. Book value per diluted common share excluding accumulated other comprehensive income (loss) ("AOCI") and tangible book value per diluted common share, as presented, are non-GAAP financial measures and the most directly comparable U.S. GAAP measure is book value per diluted common share. Management believes it is useful to exclude AOCI because it may fluctuate significantly between periods based on movements in interest and currency rates. Management believes the 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. Operating net income, Core Operating net income, Operating earnings per share and Core Operating earnings per share are non-GAAP financial measures and the most directly comparable U.S. GAAP measures are net income and diluted earnings per share. Operating net income excludes items which we believe are not indicative of the operations of our operating businesses, including realized and unrealized gains (losses) on strategic and other investments and liability-classified capital instruments, non-recurring costs associated with acquisitions or sales of subsidiaries, income (expense) related to loss portfolio transfers, deferred tax assets attributable to the enactment of the Bermuda corporate income tax, development on COVID-19 reserves resulting from the COVID-19 reserve study performed concurrently with the settlement of the Series A Preference shares in the third quarter of 2024, and foreign exchange gains (losses). Core Operating net income also excludes the Corporate (run off) business. We believe it is useful to review Operating net income and Core Operating net income as it better reflects how we view the business, as well as provides investors with an alternative metric that can assist in predicting future earnings and profitability that are complementary to GAAP metrics. Operating ROE is calculated by dividing annualized Operating net income for the period by average common shareholders’ equity, excluding AOCI, and after adjusting for the above noted items to arrive at Operating net income. Core Operating ROE also excludes the results of the Corporate (run off) business. Reconciliations and definitions of such measures to the most directly comparable GAAP figures are included in the attached financial information in accordance with Regulation G and Item 10(e) of Regulation S-K, as applicable.

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: These risks and uncertainties include, but are not limited to, the "Risk Factors" described in the Company's most recent Annual Report on Form 10-K and other subsequent periodic reports filed with the Securities and Exchange Commission.

Page 2 of 23                             

SiriusPoint Ltd.

Table of Contents

Key Financial Metrics
Key Financial Metrics						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 June 30, 2026						9
Segment Reporting - Three months ended June 30, 2025						10
Segment Reporting - Six months ended June 30, 2026						11
Segment Reporting - Six months ended June 30, 2025						12
Consolidated Results - by Quarter						13
Core Results - by Quarter						14
Insurance & Services Segment - by Quarter						15
Reinsurance Segment - by Quarter						16
Investments
Investments - by Quarter						17
Other
Earnings per Share - by Quarter						18
Annualized Return on Average Common Shareholders’ Equity - by Quarter						19
Book Value per Share - by Quarter						20
Net Corporate and Other Expenses - by Quarter						21
Operating and Core Operating Net Income and Earnings per Share						22
Operating and Core Operating Return on Average Common Shareholders’ Equity						23

Page 3 of 23                             

SiriusPoint Ltd.

Key Financial Metrics

June 30, 2026 and 2025

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

			Three months ended												Six months ended
			June 30, 2026						June 30, 2025						June 30, 2026						June 30, 2025
			($ in millions, except for ratios and per share amounts)
Combined ratio			88.5		%				86.1		%				88.2		%				88.8		%
Core combined ratio (1)			91.4		%				89.5		%				90.1		%				92.4		%
Core underwriting income (1)			$	55.0					$	67.6					$	125.9					$	96.1
Core net services income (1)			$	9.9					$	8.7					$	18.3					$	27.6
Operating net income (1)			$	79.4					$	78.1					$	165.1					$	139.1
Operating earnings per share (1)			$	0.67					$	0.66					$	1.37					$	1.17
Annualized ROE			12.0		%				12.7		%				14.8		%				12.8		%
Annualized Operating ROE (1)			13.8		%				17.0		%				14.7		%				15.4		%

			June 30, 2026						December 31, 2025
Book value per common share			$	19.61					$	19.40
Book value per diluted common share			$	19.30					$	18.61
Book value per diluted common share ex. AOCI (1)			$	19.48					$	18.10
Tangible book value per diluted common share (1)			$	17.98					$	17.62

(1)Core combined ratio, Core underwriting income, and Core net services income are non-GAAP financial measures. See reconciliations in “Segment Reporting.” Operating net income, Operating earnings per share, and Annualized Operating ROE are non-GAAP financial measures. See reconciliations in “Operating net income and Operating earnings per share" and "Operating ROE." Book value per diluted common share ex. AOCI and tangible book value per diluted common share are non-GAAP financial measures. See reconciliation in “Book Value per Share - by Quarter.”

Page 4 of 23                             

SiriusPoint Ltd.

Consolidated Balance Sheets - by Quarter

(expressed in millions of U.S. dollars)

						June 30, 2026						March 31, 2026						December 31, 2025						September 30, 2025						June 30, 2025
Assets
Debt securities, available for sale, at fair value, net of allowance for credit losses						$	5,156.9					$	4,892.9					$	5,168.6					$	5,145.6					$	4,735.9
Debt securities, trading, at fair value						64.8						86.0						90.3						98.7						102.9
Short-term investments, at fair value						7.5						32.5						28.3						24.6						54.9
Other long-term investments, at fair value						285.8						295.4						315.1						318.3						320.1
Total investments						5,515.0						5,306.8						5,602.3						5,587.2						5,213.8
Cash and cash equivalents						614.8						856.9						731.2						582.4						732.4
Restricted cash and cash equivalents						131.1						153.8						171.2						135.3						190.8
Due from brokers						32.6						40.1						7.5						10.0						8.2
Interest and dividends receivable						44.2						41.4						47.1						43.9						42.5
Insurance and reinsurance balances receivable, net						2,606.7						2,420.8						2,260.3						2,291.4						2,290.1
Deferred acquisition costs, net						408.7						403.4						384.1						381.1						379.5
Unearned premiums ceded						630.7						573.3						487.4						487.1						484.0
Loss and loss adjustment expenses recoverable, net						1,991.4						2,020.2						2,102.3						2,162.9						2,263.9
Deferred tax asset						267.4						256.7						267.7						282.2						297.1
Goodwill						18.6						18.6						—						—						—
Intangible assets						137.4						139.8						121.2						123.6						135.1
Other assets						253.1						251.2						272.1						330.0						318.3
Assets held for sale						—						—						115.2						43.1						—
Total assets						$	12,651.7					$	12,483.0					$	12,569.6					$	12,460.2					$	12,355.7
Liabilities
Loss and loss adjustment expense reserves						$	5,750.3					$	5,732.7					$	5,782.5					$	5,811.7					$	5,817.4
Unearned premium reserves						2,119.7						1,991.2						1,855.4						1,867.9						1,854.0
Reinsurance balances payable						1,461.3						1,455.0						1,447.6						1,492.1						1,539.9
Debt						675.5						679.6						688.6						682.5						678.4
Due to brokers						23.3						3.4						5.5						27.5						9.0
Deferred tax liability						73.1						73.4						73.0						78.5						89.6
Liabilities held for sale						—						—						—						25.8						—
Other liabilities						271.8						244.3						246.1						263.2						260.6
Total liabilities						10,375.0						10,179.6						10,098.7						10,249.2						10,248.9
Commitments and contingent liabilities
Shareholders’ equity
Series B preference shares						—						—						200.0						200.0						200.0
Common shares						11.6						11.6						11.7						11.7						11.7
Additional paid-in capital						888.9						956.4						967.7						957.4						945.8
Retained earnings						1,396.7						1,328.1						1,228.5						988.5						901.7
Accumulated other comprehensive income (loss), net of tax						(21.3)						6.3						61.9						52.3						46.5
Shareholders’ equity attributable to SiriusPoint shareholders						2,275.9						2,302.4						2,469.8						2,209.9						2,105.7
Noncontrolling interests						0.8						1.0						1.1						1.1						1.1
Total shareholders’ equity						2,276.7						2,303.4						2,470.9						2,211.0						2,106.8
Total liabilities, noncontrolling interests and shareholders’ equity						$	12,651.7					$	12,483.0					$	12,569.6					$	12,460.2					$	12,355.7

Page 5 of 23                             

SiriusPoint Ltd.

Consolidated Statements of Income

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

			Three months ended												Six months ended
			June 30, 2026						June 30, 2025						June 30, 2026						June 30, 2025
Revenues
Net earned premium			$	640.3					$	652.0					$	1,279.2					$	1,278.7
Net investment income			65.5						68.2						131.9						139.4
Net investment gains (losses)			7.9						0.7						19.3						0.4
Other revenues			30.4						27.3						88.3						57.0
Total revenues			744.1						748.2						1,518.7						1,475.5
Expenses
Loss and loss adjustment expenses incurred, net			358.2						372.6						721.1						774.4
Acquisition costs, net			156.8						140.9						304.6						270.6
Other underwriting expenses			51.8						48.3						102.3						89.4
Net corporate and other expenses			73.7						70.9						144.9						131.5
Intangible asset amortization			2.4						2.8						5.0						5.7
Interest expense			18.7						21.1						35.5						39.2
Foreign exchange (gains) losses			(1.8)						16.7						(0.5)						14.5
Total expenses			659.8						673.3						1,312.9						1,325.3
Income before income tax expense			84.3						74.9						205.8						150.2
Income tax expense			(15.8)						(11.6)						(35.0)						(24.9)
Net income			68.5						63.3						170.8						125.3
Net (income) loss attributable to noncontrolling interests			0.1						(0.1)						—						(0.5)
Net income available to SiriusPoint			68.6						63.2						170.8						124.8
Dividends on Series B preference shares			—						(4.0)						(2.6)						(8.0)
Net income available to SiriusPoint common shareholders			$	68.6					$	59.2					$	168.2					$	116.8
Earnings per share available to SiriusPoint common shareholders
Basic earnings per share available to SiriusPoint common shareholders ⁽¹⁾			$	0.59					$	0.51					$	1.44					$	1.00
Diluted earnings per share available to SiriusPoint common shareholders ⁽¹⁾			$	0.58					$	0.50					$	1.40					$	0.98
Weighted average number of common shares used in the determination of earnings per share
Basic			116,732,354						116,523,435						116,728,906						116,252,739
Diluted			119,011,731						118,669,471						120,237,742						118,598,535

(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 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 6 of 23                             

SiriusPoint Ltd.

Consolidated Statements of Income - by Quarter

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

			June 30, 2026						March 31, 2026						December 31, 2025						September 30, 2025						June 30, 2025
Revenues
Net earned premium			$	640.3					$	638.9					$	667.4					$	647.7					$	652.0
Net investment income			65.5						66.4						68.9						66.5						68.2
Net investment gains (losses)			7.9						11.4						(9.5)						6.2						0.7
Other revenues			30.4						57.9						246.9						35.5						27.3
Total revenues			744.1						774.6						973.7						755.9						748.2
Expenses
Loss and loss adjustment expenses incurred, net			358.2						362.9						372.2						372.9						372.6
Acquisition costs, net			156.8						147.8						173.2						139.8						140.9
Other underwriting expenses			51.8						50.5						54.9						43.6						48.3
Net corporate and other expenses			73.7						71.2						63.0						62.5						70.9
Intangible asset amortization			2.4						2.6						2.4						2.8						2.8
Interest expense			18.7						16.8						19.5						21.0						21.1
Foreign exchange (gains) losses			(1.8)						1.3						8.3						2.4						16.7
Total expenses			659.8						653.1						693.5						645.0						673.3
Income before income tax expense			84.3						121.5						280.2						110.9						74.9
Income tax expense			(15.8)						(19.2)						(36.1)						(20.2)						(11.6)
Net income			68.5						102.3						244.1						90.7						63.3
Net (income) loss attributable to noncontrolling interests			0.1						(0.1)						(0.1)						0.1						(0.1)
Net income available to SiriusPoint			68.6						102.2						244.0						90.8						63.2
Dividends on Series B preference shares			—						(2.6)						(4.0)						(4.0)						(4.0)
Net income available to SiriusPoint common shareholders			$	68.6					$	99.6					$	240.0					$	86.8					$	59.2
Earnings per share available to SiriusPoint common shareholders
Basic earnings per share available to SiriusPoint common shareholders ⁽¹⁾			$	0.59					$	0.85					$	2.05					$	0.74					$	0.51
Diluted earnings per share available to SiriusPoint common shareholders ⁽¹⁾			$	0.58					$	0.82					$	1.97					$	0.73					$	0.50
Weighted average number of common shares used in the determination of earnings per share
Basic			116,732,354						116,725,419						116,788,646						116,726,540						116,523,435
Diluted			119,011,731						121,695,056						121,838,966						118,817,903						118,669,471

(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 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 23                             

SiriusPoint Ltd.

Consolidated Statements of Comprehensive Income - by Quarter

(expressed in millions of U.S. dollars)

						June 30, 2026						March 31, 2026						December 31, 2025						September 30, 2025						June 30, 2025
Comprehensive income
Net income						$	68.5					$	102.3					$	244.1					$	90.7					$	63.3
Other comprehensive income (loss), net of tax
Change in foreign currency translation adjustments						(1.6)						(5.3)						2.2						(3.3)						3.4
Unrealized gains (losses) from debt securities held as available for sale investments						(27.8)						(57.3)						6.1						2.2						19.1
Reclassifications from accumulated other comprehensive income (loss)						1.8						7.0						1.3						6.9						(2.4)
Total other comprehensive income (loss)						(27.6)						(55.6)						9.6						5.8						20.1
Comprehensive income						40.9						46.7						253.7						96.5						83.4
Net (income) loss attributable to noncontrolling interests						0.1						(0.1)						(0.1)						0.1						(0.1)
Comprehensive income available to SiriusPoint						$	41.0					$	46.6					$	253.6					$	96.6					$	83.3

Page 8 of 23                             

SiriusPoint Ltd.

Segment Reporting - Three months ended June 30, 2026

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

			Insurance & Services						Reinsurance						Core						Eliminations (2)						Corporate						Segment Measure Reclass						Total
Gross written premium			$	644.6					$	336.9					$	981.5					$	—					$	(3.3)					$	—					$	978.2
Net written premium			422.4						287.1						709.5						—						0.8						—						710.3
Net earned premium			381.7						257.1						638.8						—						1.5						—						640.3
Loss and loss adjustment expenses incurred, net			216.5						140.1						356.6						(1.8)						3.4						—						358.2
Acquisition costs, net			104.2						75.7						179.9						(20.7)						(2.4)						—						156.8
Other underwriting expenses			25.6						21.7						47.3						—						4.5						—						51.8
Underwriting income (loss)			35.4						19.6						55.0						22.5						(4.0)						—						73.5
Services revenues			59.4						—						59.4						(29.8)						—						(29.6)						—
Services expenses			49.6						—						49.6						—						—						(49.6)						—
Net services fee income			9.8						—						9.8						(29.8)						—						20.0						—
Services noncontrolling loss			0.1						—						0.1						—						—						(0.1)						—
Net services income			9.9						—						9.9						(29.8)						—						19.9						—
Segment income (loss)			45.3						19.6						64.9						(7.3)						(4.0)						19.9						73.5
Net investment income																											65.5						—						65.5
Net investment gains (losses)																											7.9						—						7.9
Other revenues																											0.8						29.6						30.4
Net corporate and other expenses																											(24.1)						(49.6)						(73.7)
Intangible asset amortization																											(2.4)						—						(2.4)
Interest expense																											(18.7)						—						(18.7)
Foreign exchange gains																											1.8						—						1.8
Income before income tax expense			$	45.3					$	19.6					64.9						(7.3)						26.8						(0.1)						84.3
Income tax expense															—						—						(15.8)						—						(15.8)
Net income															64.9						(7.3)						11.0						(0.1)						68.5
Net (income) loss attributable to noncontrolling interest															—						—						—						0.1						0.1
Net income available to SiriusPoint															$	64.9					$	(7.3)					$	11.0					$	—					$	68.6
Attritional losses			$	231.3					$	140.7					$	372.0					$	(1.8)					$	1.7					$	—					$	371.9
Catastrophe losses			1.3						—						1.3						—						—						—						1.3
Prior year loss reserve development			(16.1)						(0.6)						(16.7)						—						1.7						—						(15.0)
Loss and loss adjustment expenses incurred, net			$	216.5					$	140.1					$	356.6					$	(1.8)					$	3.4					$	—					$	358.2
Underwriting Ratios: (1)
Attritional loss ratio			60.6		%				54.7		%				58.2		%																						58.0		%
Catastrophe loss ratio			0.3		%				—		%				0.2		%																						0.2		%
Prior year loss development ratio			(4.2)		%				(0.2)		%				(2.6)		%																						(2.3)		%
Loss ratio			56.7		%				54.5		%				55.8		%																						55.9		%
Acquisition cost ratio			27.3		%				29.4		%				28.2		%																						24.5		%
Other underwriting expenses ratio			6.7		%				8.4		%				7.4		%																						8.1		%
Combined ratio			90.7		%				92.3		%				91.4		%																						88.5		%

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

(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 23                             

SiriusPoint Ltd.

Segment Reporting - Three months ended June 30, 2025

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

			Insurance & Services						Reinsurance						Core						Eliminations (2)						Corporate						Segment Measure Reclass						Total
Gross written premium			$	560.4					$	369.7					$	930.1					$	—					$	18.1					$	—					$	948.2
Net written premium			392.8						307.0						699.8						—						4.6						—						704.4
Net earned premium			369.2						276.4						645.6						—						6.4						—						652.0
Loss and loss adjustment expenses incurred, net			209.2						156.4						365.6						(1.5)						8.5						—						372.6
Acquisition costs, net			97.9						70.5						168.4						(28.2)						0.7						—						140.9
Other underwriting expenses			22.6						21.4						44.0						—						4.3						—						48.3
Underwriting income (loss)			39.5						28.1						67.6						29.7						(7.1)						—						90.2
Services revenues			58.1						—						58.1						(31.7)						—						(26.4)						—
Services expenses			49.6						—						49.6						—						—						(49.6)						—
Net services fee income			8.5						—						8.5						(31.7)						—						23.2						—
Services noncontrolling loss			0.2						—						0.2						—						—						(0.2)						—
Net services income			8.7						—						8.7						(31.7)						—						23.0						—
Segment income (loss)			48.2						28.1						76.3						(2.0)						(7.1)						23.0						90.2
Net investment income																											68.2						—						68.2
Net investment gains (losses)																											0.7						—						0.7
Other revenues																											0.9						26.4						27.3
Net corporate and other expenses																											(21.3)						(49.6)						(70.9)
Intangible asset amortization																											(2.8)						—						(2.8)
Interest expense																											(21.1)						—						(21.1)
Foreign exchange losses																											(16.7)						—						(16.7)
Income before income tax expense			$	48.2					$	28.1					76.3						(2.0)						0.8						(0.2)						74.9
Income tax expense															—						—						(11.6)						—						(11.6)
Net income (loss)															76.3						(2.0)						(10.8)						(0.2)						63.3
Net income attributable to noncontrolling interest															—						—						(0.3)						0.2						(0.1)
Net income (loss) available to SiriusPoint															$	76.3					$	(2.0)					$	(11.1)					$	—					$	63.2
Attritional losses			$	218.9					$	161.0					$	379.9					$	(1.5)					$	3.4					$	—					$	381.8
Catastrophe losses			—						(0.5)						(0.5)						—						—						—						(0.5)
Prior year loss reserve development			(9.7)						(4.1)						(13.8)						—						5.1						—						(8.7)
Loss and loss adjustment expenses incurred, net			$	209.2					$	156.4					$	365.6					$	(1.5)					$	8.5					$	—					$	372.6
Underwriting Ratios: (1)
Attritional loss ratio			59.3		%				58.3		%				58.8		%																						58.5		%
Catastrophe loss ratio			—		%				(0.2)		%				(0.1)		%																						(0.1)		%
Prior year loss development ratio			(2.6)		%				(1.5)		%				(2.1)		%																						(1.3)		%
Loss ratio			56.7		%				56.6		%				56.6		%																						57.1		%
Acquisition cost ratio			26.5		%				25.5		%				26.1		%																						21.6		%
Other underwriting expenses ratio			6.1		%				7.7		%				6.8		%																						7.4		%
Combined ratio			89.3		%				89.8		%				89.5		%																						86.1		%

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

(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 23                             

SiriusPoint Ltd.

Segment Reporting - Six months ended June 30, 2026

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

			Insurance & Services						Reinsurance						Core						Eliminations (2)						Corporate						Segment Measure Reclass						Total
Gross written premium			$	1,329.2					$	656.1					$	1,985.3					$	—					$	(4.2)					$	—					$	1,981.1
Net written premium			883.5						522.8						1,406.3						—						(0.8)						—						1,405.5
Net earned premium			761.8						515.3						1,277.1						—						2.1						—						1,279.2
Loss and loss adjustment expenses incurred, net			432.2						274.1						706.3						(3.6)						18.4						—						721.1
Acquisition costs, net			212.2						139.5						351.7						(44.5)						(2.6)						—						304.6
Other underwriting expenses			51.9						41.3						93.2						—						9.1						—						102.3
Underwriting income (loss)			65.5						60.4						125.9						48.1						(22.8)						—						151.2
Services revenues			113.4						—						113.4						(52.9)						—						(60.5)						—
Services expenses			95.7						—						95.7						—						—						(95.7)						—
Net services fee income			17.7						—						17.7						(52.9)						—						35.2						—
Services noncontrolling loss			0.6						—						0.6						—						—						(0.6)						—
Net services income			18.3						—						18.3						(52.9)						—						34.6						—
Segment income (loss)			83.8						60.4						144.2						(4.8)						(22.8)						34.6						151.2
Net investment income																											131.9						—						131.9
Net investment gains (losses)																											19.3						—						19.3
Other revenues																											27.8						60.5						88.3
Net corporate and other expenses																											(49.2)						(95.7)						(144.9)
Intangible asset amortization																											(5.0)						—						(5.0)
Interest expense																											(35.5)						—						(35.5)
Foreign exchange gains																											0.5						—						0.5
Income before income tax expense			$	83.8					$	60.4					144.2						(4.8)						67.0						(0.6)						205.8
Income tax expense															—						—						(35.0)						—						(35.0)
Net income															144.2						(4.8)						32.0						(0.6)						170.8
Net (income) loss attributable to noncontrolling interests															—						—						(0.6)						0.6						—
Net income available to SiriusPoint															$	144.2					$	(4.8)					$	31.4					$	—					$	170.8
Attritional losses			$	462.1					$	286.4					$	748.5					$	(3.6)					$	2.4					$	—					$	747.3
Catastrophe losses			1.3						5.4						6.7						—						—						—						6.7
Prior year loss reserve development			(31.2)						(17.7)						(48.9)						—						16.0						—						(32.9)
Loss and loss adjustment expenses incurred, net			$	432.2					$	274.1					$	706.3					$	(3.6)					$	18.4					$	—					$	721.1
Underwriting Ratios: (1)
Attritional loss ratio			60.6		%				55.6		%				58.6		%																						58.5		%
Catastrophe loss ratio			0.2		%				1.0		%				0.5		%																						0.5		%
Prior year loss development ratio			(4.1)		%				(3.4)		%				(3.8)		%																						(2.6)		%
Loss ratio			56.7		%				53.2		%				55.3		%																						56.4		%
Acquisition cost ratio			27.9		%				27.1		%				27.5		%																						23.8		%
Other underwriting expenses ratio			6.8		%				8.0		%				7.3		%																						8.0		%
Combined ratio			91.4		%				88.3		%				90.1		%																						88.2		%

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

(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 23                             

SiriusPoint Ltd.

Segment Reporting - Six months ended June 30, 2025

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

			Insurance & Services						Reinsurance						Core						Eliminations (2)						Corporate						Segment Measure Reclass						Total
Gross written premium			$	1,195.5					$	724.5					$	1,920.0					$	—					$	12.9					$	—					$	1,932.9
Net written premium			876.3						575.5						1,451.8						—						(4.4)						—						1,447.4
Net earned premium			705.4						566.0						1,271.4						—						7.3						—						1,278.7
Loss and loss adjustment expenses incurred, net			419.1						351.7						770.8						(3.5)						7.1						—						774.4
Acquisition costs, net			185.2						137.6						322.8						(56.2)						4.0						—						270.6
Other underwriting expenses			41.5						40.2						81.7						—						7.7						—						89.4
Underwriting income (loss)			59.6						36.5						96.1						59.7						(11.5)						—						144.3
Services revenues			120.2						—						120.2						(61.9)						—						(58.3)						—
Services expenses			92.7						—						92.7						—						—						(92.7)						—
Net services fee income			27.5						—						27.5						(61.9)						—						34.4						—
Services noncontrolling loss			0.1						—						0.1						—						—						(0.1)						—
Net services income			27.6						—						27.6						(61.9)						—						34.3						—
Segment income (loss)			87.2						36.5						123.7						(2.2)						(11.5)						34.3						144.3
Net investment income																											139.4						—						139.4
Net investment gains (losses)																											0.4						—						0.4
Other revenues																											(1.3)						58.3						57.0
Net corporate and other expenses																											(38.8)						(92.7)						(131.5)
Intangible asset amortization																											(5.7)						—						(5.7)
Interest expense																											(39.2)						—						(39.2)
Foreign exchange losses																											(14.5)						—						(14.5)
Income before income tax expense			$	87.2					$	36.5					123.7						(2.2)						28.8						(0.1)						150.2
Income tax expense															—						—						(24.9)						—						(24.9)
Net income															123.7						(2.2)						3.9						(0.1)						125.3
Net income attributable to noncontrolling interests															—						—						(0.6)						0.1						(0.5)
Net income available to SiriusPoint															$	123.7					$	(2.2)					$	3.3					$	—					$	124.8
Attritional losses			$	426.5					$	325.0					$	751.5					$	(3.5)					$	1.9					$	—					$	749.9
Catastrophe losses			4.8						62.6						67.4						—						—						—						67.4
Prior year loss reserve development			(12.2)						(35.9)						(48.1)						—						5.2						—						(42.9)
Loss and loss adjustment expenses incurred, net			$	419.1					$	351.7					$	770.8					$	(3.5)					$	7.1					$	—					$	774.4
Underwriting Ratios: (1)
Attritional loss ratio			60.4		%				57.3		%				59.1		%																						58.7		%
Catastrophe loss ratio			0.7		%				11.1		%				5.3		%																						5.3		%
Prior year loss development ratio			(1.7)		%				(6.3)		%				(3.8)		%																						(3.4)		%
Loss ratio			59.4		%				62.1		%				60.6		%																						60.6		%
Acquisition cost ratio			26.3		%				24.3		%				25.4		%																						21.2		%
Other underwriting expenses ratio			5.9		%				7.1		%				6.4		%																						7.0		%
Combined ratio			91.6		%				93.5		%				92.4		%																						88.8		%

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

(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 12 of 23                             

SiriusPoint Ltd.

Consolidated Results - by Quarter

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

						June 30, 2026						March 31, 2026						December 31, 2025						September 30, 2025						June 30, 2025
Revenues
Gross written premium						$	978.2					$	1,002.9					$	898.3					$	874.4					$	948.2
Net written premium						710.3						695.2						655.1						670.3						704.4
Net earned premium						640.3						638.9						667.4						647.7						652.0
Expenses
Loss and loss adjustment expenses incurred, net						358.2						362.9						372.2						372.9						372.6
Acquisition costs, net						156.8						147.8						173.2						139.8						140.9
Other underwriting expenses						51.8						50.5						54.9						43.6						48.3
Underwriting income						$	73.5					$	77.7					$	67.1					$	91.4					$	90.2
Attritional losses						$	371.9					$	375.4					$	387.2					$	381.8					$	381.8
Catastrophe losses, net of reinsurance and reinstatement premiums						1.3						5.4						7.0						—						(0.5)
Favorable prior year loss reserve development						$	(15.0)					$	(17.9)					$	(22.0)					$	(8.9)					$	(8.7)
Underwriting Ratios (1):
Loss ratio						55.9		%				56.8		%				55.8		%				57.6		%				57.1		%
Acquisition cost ratio						24.5		%				23.1		%				26.0		%				21.6		%				21.6		%
Other underwriting expenses ratio						8.1		%				7.9		%				8.2		%				6.7		%				7.4		%
Combined ratio						88.5		%				87.8		%				90.0		%				85.9		%				86.1		%

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

Page 13 of 23                             

SiriusPoint Ltd.

Core Results - by Quarter (1)

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

						June 30, 2026						March 31, 2026						December 31, 2025						September 30, 2025						June 30, 2025
Revenues
Gross written premium						$	981.5					$	1,003.8					$	896.9					$	871.6					$	930.1
Net written premium						709.5						696.8						660.9						664.9						699.8
Net earned premium						638.8						638.3						676.6						643.5						645.6
Expenses
Loss and loss adjustment expenses incurred, net						356.6						349.7						389.5						370.8						365.6
Acquisition costs, net						179.9						171.8						188.7						163.0						168.4
Other underwriting expenses						47.3						45.9						49.8						40.1						44.0
Underwriting income						55.0						70.9						48.6						69.6						67.6
Services revenues						59.4						54.0						45.7						58.5						58.1
Services expenses						49.6						46.1						41.4						48.5						49.6
Net services fee income						9.8						7.9						4.3						10.0						8.5
Services noncontrolling (income) loss						0.1						0.5						(0.1)						0.1						0.2
Net services income						9.9						8.4						4.2						10.1						8.7
Segment income						$	64.9					$	79.3					$	52.8					$	79.7					$	76.3
Attritional losses						$	372.0					$	376.5					$	397.5					$	379.9					$	379.9
Catastrophe losses, net of reinsurance and reinstatement premiums						1.3						5.4						7.0						—						(0.5)
Favorable prior year loss reserve development						$	(16.7)					$	(32.2)					$	(15.0)					$	(9.1)					$	(13.8)
Underwriting Ratios (2):
Loss ratio						55.8		%				54.8		%				57.6		%				57.6		%				56.6		%
Acquisition cost ratio						28.2		%				26.9		%				27.9		%				25.3		%				26.1		%
Other underwriting expenses ratio						7.4		%				7.2		%				7.4		%				6.2		%				6.8		%
Combined ratio						91.4		%				88.9		%				92.9		%				89.1		%				89.5		%
Accident year loss ratio						58.4		%				59.8		%				59.8		%				59.0		%				58.8		%
Accident year combined ratio						94.0		%				93.9		%				95.0		%				90.6		%				91.7		%
Attritional loss ratio						58.2		%				59.0		%				58.8		%				59.0		%				58.8		%
Combined ratio ex. catastrophe losses						91.2		%				88.1		%				91.9		%				89.1		%				89.6		%

(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 run off 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 earned premium. 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 and combined ratio ex. catastrophe losses exclude catastrophe losses from the respective ratios as they are not predictable as to timing and amount.

Page 14 of 23                             

SiriusPoint Ltd.

Insurance & Services Segment - by Quarter

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

						June 30, 2026						March 31, 2026						December 31, 2025						September 30, 2025						June 30, 2025
Revenues
Gross written premium						$	644.6					$	684.6					$	556.0					$	562.0					$	560.4
Net written premium						422.4						461.1						377.1						396.8						392.8
Net earned premium						381.7						380.1						395.0						381.2						369.2
Expenses
Loss and loss adjustment expenses incurred, net						216.5						215.7						230.5						225.3						209.2
Acquisition costs, net						104.2						108.0						113.1						98.3						97.9
Other underwriting expenses						25.6						26.3						24.9						19.9						22.6
Underwriting income						35.4						30.1						26.5						37.7						39.5
Services revenues						59.4						54.0						45.7						58.5						58.1
Services expenses						49.6						46.1						41.4						48.5						49.6
Net services fee income						9.8						7.9						4.3						10.0						8.5
Services noncontrolling (income) loss						0.1						0.5						(0.1)						0.1						0.2
Net services income						9.9						8.4						4.2						10.1						8.7
Segment income						$	45.3					$	38.5					$	30.7					$	47.8					$	48.2
Attritional losses						$	231.3					$	230.8					$	238.4					$	234.8					$	218.9
Catastrophe losses, net of reinsurance and reinstatement premiums						1.3						—						2.5						—						—
Favorable prior year loss reserve development						$	(16.1)					$	(15.1)					$	(10.4)					$	(9.5)					$	(9.7)
Underwriting Ratios (1):
Loss ratio						56.7		%				56.7		%				58.4		%				59.1		%				56.7		%
Acquisition cost ratio						27.3		%				28.4		%				28.6		%				25.8		%				26.5		%
Other underwriting expenses ratio						6.7		%				6.9		%				6.3		%				5.2		%				6.1		%
Combined ratio						90.7		%				92.0		%				93.3		%				90.1		%				89.3		%
Accident year loss ratio						60.9		%				60.7		%				61.0		%				61.6		%				59.3		%
Accident year combined ratio						94.9		%				96.1		%				95.9		%				92.6		%				91.9		%
Attritional loss ratio						60.6		%				60.7		%				60.4		%				61.6		%				59.3		%
Combined ratio ex. catastrophe losses						90.4		%				92.0		%				92.7		%				90.1		%				89.3		%

(1)Underwriting ratios are calculated by dividing the related expense by net earned premium. 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 and combined ratio ex. catastrophe losses exclude catastrophe losses from the respective ratios as they are not predictable as to timing and amount.

Page 15 of 23                             

SiriusPoint Ltd.

Reinsurance Segment - by Quarter

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

						June 30, 2026						March 31, 2026						December 31, 2025						September 30, 2025						June 30, 2025
Revenues
Gross written premium						$	336.9					$	319.2					$	340.9					$	309.6					$	369.7
Net written premium						287.1						235.7						283.8						268.1						307.0
Net earned premium						257.1						258.2						281.6						262.3						276.4
Expenses
Loss and loss adjustment expenses incurred, net						140.1						134.0						159.0						145.5						156.4
Acquisition costs, net						75.7						63.8						75.6						64.7						70.5
Other underwriting expenses						21.7						19.6						24.9						20.2						21.4
Underwriting income						$	19.6					$	40.8					$	22.1					$	31.9					$	28.1
Attritional losses						$	140.7					$	145.7					$	159.1					$	145.1					$	161.0
Catastrophe losses, net of reinsurance and reinstatement premiums						—						5.4						4.5						—						(0.5)
(Favorable) adverse prior year loss reserve development						$	(0.6)					$	(17.1)					$	(4.6)					$	0.4					$	(4.1)
Underwriting Ratios (1):
Loss ratio						54.5		%				51.9		%				56.5		%				55.5		%				56.6		%
Acquisition cost ratio						29.4		%				24.7		%				26.8		%				24.7		%				25.5		%
Other underwriting expense ratio						8.4		%				7.6		%				8.8		%				7.7		%				7.7		%
Combined ratio						92.3		%				84.2		%				92.1		%				87.9		%				89.8		%
Accident year loss ratio						54.7		%				58.5		%				58.1		%				55.3		%				58.1		%
Accident year combined ratio						92.6		%				90.8		%				93.8		%				87.7		%				91.3		%
Attritional loss ratio						54.7		%				56.4		%				56.5		%				55.3		%				58.3		%
Combined ratio ex. catastrophe losses						92.3		%				82.1		%				90.5		%				87.9		%				90.0		%

(1)Underwriting ratios are calculated by dividing the related expense by net earned premium. 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 and combined ratio ex. catastrophe losses exclude catastrophe losses from the respective ratios as they are not predictable as to timing and amount.

Page 16 of 23                             

SiriusPoint Ltd.

Investments - by Quarter

(expressed in millions of U.S. dollars)

																					June 30, 2026												March 31, 2026												December 31, 2025												September 30, 2025												June 30, 2025
																					Fair Value						%						Fair Value						%						Fair Value						%						Fair Value						%						Fair Value						%
Asset-backed securities																					$	842.9					15.3		%				$	866.2					16.2		%				$	921.1					16.5		%				$	914.4					16.4		%				$	984.4					18.9		%
Residential mortgage-backed securities																					960.0						17.4		%				943.0						17.8		%				963.1						17.2		%				974.4						17.5		%				916.9						17.6		%
Commercial mortgage-backed securities																					256.1						4.6		%				211.6						4.0		%				231.9						4.1		%				204.4						3.7		%				177.6						3.4		%
Corporate debt securities																					2,237.2						40.6		%				2,040.1						38.4		%				2,198.2						39.2		%				2,043.0						36.7		%				1,701.3						32.6		%
U.S. government and government agency																					840.6						15.2		%				811.8						15.3		%				835.7						14.9		%				990.1						17.7		%				936.2						18.0		%
Non-U.S. government and government agency																					20.1						0.4		%				20.2						0.4		%				18.6						0.3		%				19.3						0.2		%				19.5						0.3		%
Total debt securities, available for sale																					5,156.9						93.5		%				4,892.9						92.1		%				5,168.6						92.2		%				5,145.6						92.2		%				4,735.9						90.8		%
Asset-backed securities																					5.1						0.1		%				5.2						0.1		%				5.9						0.1		%				8.6						0.2		%				9.7						0.2		%
Residential mortgage-backed securities																					27.0						0.5		%				43.5						0.8		%				45.0						0.8		%				46.1						0.8		%				47.0						0.9		%
Commercial mortgage-backed securities																					26.4						0.5		%				29.9						0.6		%				31.9						0.6		%				36.1						0.6		%				38.6						0.7		%
Corporate debt securities																					3.4						0.1		%				3.6						0.1		%				3.7						0.1		%				3.7						0.1		%				3.5						0.1		%
U.S. government and government agency																					2.9						0.1		%				3.8						0.1		%				3.8						0.1		%				4.2						0.1		%				4.1						0.1		%
Total debt securities, trading																					64.8						1.3		%				86.0						1.7		%				90.3						1.7		%				98.7						1.8		%				102.9						2.0		%
Short-term investments																					7.5						0.1		%				32.5						0.6		%				28.3						0.5		%				24.6						0.3		%				54.9						1.0		%
Other long-term investments																					57.5						1.0		%				63.7						1.2		%				88.1						1.6		%				93.5						1.7		%				92.2						1.8		%
Cost and equity method investments																					60.9						1.1		%				72.9						1.4		%				69.3						1.2		%				66.8						1.2		%				68.8						1.3		%
Investments in funds valued at net asset value																					167.4						3.0		%				158.8						3.0		%				157.7						2.8		%				158.0						2.8		%				159.1						3.1		%
Total investments																					$	5,515.0					100.0		%				$	5,306.8					100.0		%				$	5,602.3					100.0		%				$	5,587.2					100.0		%				$	5,213.8					100.0		%

Page 17 of 23                             

SiriusPoint Ltd.

Earnings per Share - by Quarter

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

						June 30, 2026						March 31, 2026						December 31, 2025						September 30, 2025						June 30, 2025
Weighted-average number of common shares outstanding:
Basic number of common shares outstanding						116,732,354						116,725,419						116,788,646						116,726,540						116,523,435
Dilutive effect of options, restricted share awards, restricted share units						2,279,377						4,969,637						5,050,320						2,091,363						2,146,036
Diluted number of common shares outstanding						119,011,731						121,695,056						121,838,966						118,817,903						118,669,471
Basic earnings per common share:
Net income available to SiriusPoint common shareholders						$	68.6					$	99.6					$	240.0					$	86.8					$	59.2
Net income allocated to SiriusPoint participating common shareholders						—						(0.1)						(0.1)						(0.1)						(0.1)
Net income allocated to SiriusPoint common shareholders						$	68.6					$	99.5					$	239.9					$	86.7					$	59.1
Basic earnings per share available to SiriusPoint common shareholders ⁽¹⁾						$	0.59					$	0.85					$	2.05					$	0.74					$	0.51
Diluted earnings per common share:
Net income available to SiriusPoint common shareholders						$	68.6					$	99.6					$	240.0					$	86.8					$	59.2
Net income allocated to SiriusPoint participating common shareholders						—						(0.1)						(0.1)						(0.1)						(0.1)
Net income allocated to SiriusPoint common shareholders						$	68.6					$	99.5					$	239.9					$	86.7					$	59.1
Diluted earnings per share available to SiriusPoint common shareholders ⁽¹⁾						$	0.58					$	0.82					$	1.97					$	0.73					$	0.50

(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 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 18 of 23                             

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)

						June 30, 2026						March 31, 2026						December 31, 2025						September 30, 2025						June 30, 2025
Net income available to SiriusPoint common shareholders						$	68.6					$	99.6					$	240.0					$	86.8					$	59.2
Common shareholders’ equity attributable to SiriusPoint common shareholders - beginning of period						2,302.4						2,269.8						2,009.9						1,905.7						1,825.2
Common shareholders’ equity attributable to SiriusPoint common shareholders - end of period						2,275.9						2,302.4						2,269.8						2,009.9						1,905.7
Average common shareholders’ equity attributable to SiriusPoint common shareholders						$	2,289.2					$	2,286.1					$	2,139.9					$	1,957.8					$	1,865.5
Annualized return on average common shareholders’ equity attributable to SiriusPoint common shareholders (1)						12.0		%				17.4		%				44.9		%				17.7		%				12.7		%

(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 19 of 23                             

SiriusPoint Ltd.

Book Value per Share - by Quarter

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

						June 30, 2026						March 31, 2026						December 31, 2025						September 30, 2025						June 30, 2025
Common shareholders’ equity attributable to SiriusPoint common shareholders						$	2,275.9					$	2,302.4					$	2,269.8					$	2,009.9					$	1,905.7
Accumulated other comprehensive income (loss), net of tax						(21.3)						6.3						61.9						52.3						46.5
Common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI						2,297.2						2,296.1						2,207.9						1,957.6						1,859.2
Intangible assets						137.4						139.8						121.2						123.6						135.1
Goodwill						18.6						18.6						—						—						—
Tangible common shareholders' equity attributable to SiriusPoint common shareholders						$	2,119.9					$	2,144.0					$	2,148.6					$	1,886.3					$	1,770.6
Common shares outstanding						116,065,965						115,936,935						116,989,799						116,807,497						116,759,539
Effect of dilutive stock options and restricted share units						1,848,708						5,065,622						4,983,345						2,034,652						2,136,069
Book value per diluted common share denominator						117,914,673						121,002,557						121,973,144						118,842,149						118,895,608
Book value per common share						$	19.61					$	19.86					$	19.40					$	17.21					$	16.32
Book value per diluted common share						$	19.30					$	19.03					$	18.61					$	16.91					$	16.03
Book value per diluted common share ex. AOCI (1)						$	19.48					$	18.98					$	18.10					$	16.47					$	15.64
Tangible book value per diluted common share (1)						$	17.98					$	17.72					$	17.62					$	15.87					$	14.89

(1)Book value per diluted common share excluding AOCI and tangible book value per diluted common share, as presented, are non-GAAP financial measures and the most directly comparable U.S. GAAP measure is book value per diluted common share. Management believes it is useful to exclude AOCI because it may fluctuate significantly between periods based on movements in interest and currency rates. Tangible book value per diluted common share excludes goodwill and intangible assets. Management believes that effects of goodwill and intangible assets make book value comparisons to less acquisitive peer companies less meaningful.

Page 20 of 23                             

SiriusPoint Ltd.

Net Corporate and Other Expenses - by Quarter

(expressed in millions of U.S. dollars)

			June 30, 2026						March 31, 2026						December 31, 2025						September 30, 2025						June 30, 2025
Net corporate and other expenses			$	73.7					$	71.2					$	63.0					$	62.5					$	70.9
MGA Service expenses			$	49.6					$	46.1					$	41.4					$	48.5					$	49.6
Corporate and other expenses			$	20.4					$	19.8					$	13.9					$	12.8					$	19.0
Salaries, benefits and incentives			4.9						5.4						2.1						3.4						1.8
Professional fees			8.8						8.5						6.1						6.3						5.6
Taxes and regulatory fees			1.5						1.7						2.5						0.6						5.6
Corporate insurance			1.4						1.4						1.1						1.4						0.9
Depreciation			1.0						1.0						2.1						1.1						1.1
Other corporate expenses			2.8						1.8						—						—						4.0
Non-recurring corporate and other expenses			$	3.7					$	5.3					$	7.7					$	1.2					$	2.3
Salaries, benefits and incentives			2.2						4.0						6.3						0.3						0.3
Professional fees			1.5						1.3						1.4						0.9						2.0

Page 21 of 23                             

SiriusPoint Ltd.

Operating and Core Operating Net Income and Earnings per Share

June 30, 2026 and 2025

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

			Three months ended												Six months ended
			June 30, 2026						June 30, 2025						June 30, 2026						June 30, 2025
Net income available to SiriusPoint common shareholders			$	68.6					$	59.2					$	168.2					$	116.8
Adjustments:
Gain on sale or deconsolidation of consolidated MGAs			—						—						(25.2)						—
Losses on strategic and other investments			6.2						—						8.0						0.5
MGA & Strategic Investment Rationalization			6.2						—						(17.2)						0.5
Expense related to loss portfolio transfers			5.2						6.6						10.8						12.5
Foreign exchange (gains) losses			(1.8)						16.7						(0.5)						14.5
Other non-recurring items			3.7						—						9.0						—
Income tax expense on adjustments (1)			(2.5)						(4.4)						(5.2)						(5.2)
Operating net income			79.4						78.1						165.1						139.1
Corporate (run off) underwriting results			4.0						7.1						22.8						11.5
Income tax expense on adjustments (1)			(0.8)						(1.3)						(4.4)						(2.2)
Core Operating net income			$	82.6					$	83.9					$	183.5					$	148.4
Weighted average number of diluted common shares used in the determination of earnings per share			119,011,731						118,669,471						120,237,742						118,598,535
Operating diluted earnings per share			$	0.67					$	0.66					$	1.37					$	1.17
Core Operating diluted earnings per share			$	0.69					$	0.71					$	1.53					$	1.25

(1)    For the three and six months ended June 30, 2026 and 2025, an effective tax rate of 19% is applied to the above adjustments to calculate the associated income tax expense, where applicable. Periods may have a different effective tax rate based on the jurisdiction of specific transactions.

Page 22 of 23                             

SiriusPoint Ltd.

Operating and Core Operating Return on Average Common Shareholders’ Equity

June 30, 2026 and 2025

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

			Three months ended												Six months ended
			June 30, 2026						June 30, 2025						June 30, 2026						June 30, 2025
Operating net income			$	79.4					$	78.1					$	165.1					$	139.1
Common shareholders’ equity attributable to SiriusPoint common shareholders - beginning of period			2,302.4						1,825.2						2,269.8						1,737.4
Less: Accumulated other comprehensive income (loss), net of tax - beginning of period			6.3						26.4						61.9						(4.1)
Common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI - beginning of period			2,296.1						1,798.8						2,207.9						1,741.5
Common shareholders’ equity attributable to SiriusPoint common shareholders - end of period			2,275.9						1,905.7						2,275.9						1,905.7
Adjustments to net income to arrive at Operating net income			10.8						18.9						(3.1)						22.3
Less: Accumulated other comprehensive income, net of tax - end of period			(21.3)						46.5						(21.3)						46.5
Common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI - end of period			2,308.0						1,878.1						2,294.1						1,881.5
Average common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI			$	2,302.1					$	1,838.5					$	2,251.0					$	1,811.5
Annualized Operating ROE			13.8		%				17.0		%				14.7		%				15.4		%

			Three months ended												Six months ended
			June 30, 2026						June 30, 2025						June 30, 2026						June 30, 2025
Core Operating net income			$	82.6					$	83.9					$	183.5					$	148.4
Common shareholders’ equity attributable to SiriusPoint common shareholders - beginning of period			2,302.4						1,825.2						2,269.8						1,737.4
Less: Accumulated other comprehensive income (loss), net of tax - beginning of period			6.3						26.4						61.9						(4.1)
Common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI - beginning of period			2,296.1						1,798.8						2,207.9						1,741.5
Common shareholders’ equity attributable to SiriusPoint common shareholders - end of period			2,275.9						1,905.7						2,275.9						1,905.7
Adjustments to net income to arrive at Core Operating net income			14.0						24.7						15.3						31.6
Less: Accumulated other comprehensive income, net of tax - end of period			(21.3)						46.5						(21.3)						46.5
Common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI - end of period			2,311.2						1,883.9						2,312.5						1,890.8
Average common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI			$	2,303.7					$	1,841.4					$	2,260.2					$	1,816.2
Annualized Core Operating ROE			14.3		%				18.2		%				16.2		%				16.3		%

Page 23 of 23                             

Q2 2026 INVESTOR PRESENTATION July 29, 2026 NYSE: SPNT

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, attritional loss ratio and combined ratio ex. catastrophe losses 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 run off business. Book value per diluted common share excluding accumulated other comprehensive income (loss) ("AOCI") and tangible book value per diluted common share, as presented, are non-GAAP financial measures and the most directly comparable U.S. GAAP measure is book value per diluted common share. Management believes it is useful to exclude AOCI because it may fluctuate significantly between periods based on movements in interest and currency rates. Management believes the 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. Operating net income, Core Operating net income, Operating earnings per share and Core Operating earnings per share are non-GAAP financial measures and the most directly comparable U.S. GAAP measures are net income and diluted earnings per share. Operating net income excludes items which we believe are not indicative of the operations of our operating businesses, including realized and unrealized gains (losses) on strategic and other investments and liability-classified capital instruments, non-recurring costs associated with acquisitions or sales of subsidiaries, income (expense) related to loss portfolio transfers, deferred tax assets attributable to the enactment of the Bermuda corporate income tax, development on COVID-19 reserves resulting from the COVID-19 reserve study performed concurrently with the settlement of the Series A Preference shares in the third quarter of 2024, and foreign exchange gains (losses). Core Operating net income also excludes the Corporate (run off) business. We believe it is useful to review Operating net income and Core Operating net income as it better reflects how we view the business, as well as provides investors with an alternative metric that can assist in predicting future earnings and profitability that are complementary to GAAP metrics. Operating ROE is calculated by dividing annualized Operating net income for the period by average common shareholders’ equity, excluding AOCI, and after adjusting for the above noted items to arrive at Operating net income. Core Operating ROE also excludes the results of the Corporate (run off) business. A reconciliation of these non-GAAP financial measures to the most directly comparable GAAP measure is contained in our Form 10-Q, Earnings Release or Financial Supplement for the quarter ended June 30, 2026 and in Appendices B1-5 on slides 32-36 in this deck. 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 this 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,” “targets,” “estimates,” “expects,” “assumes,” “continues,” “guidance,” “should,” “could,” “will,” “may” and the negative of these or similar terms and phrases. These risks and uncertainties include, but are not limited to, the "Risk Factors" described 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, except as required by applicable law. Appendix A5 on slide 30 contains a glossary of abbreviated terms. 2 DISCLAIMER

AGENDA 3 Highlights & Strategic Update Scott Egan, Group CEO Second Quarter & Half Year Financial Results Jim McKinney, Group CFO Q&A

Highlights & Strategic Update

Upgraded to A by S&P, AM Best and Fitch in 2026 5 SIRIUSPOINT OVERVIEW Notes: [1] Core Gross Written Premium on a Last Twelve Months basis. [2] Represents total shareholders' equity plus debt capital. [3] SiriusPoint Group Bermuda Solvency Capital Ratio calculated as available economic capital and surplus divided by the enhanced capital requirement. Q2'26 figure is an estimate. [4] Financial Strength Ratings and outlook according to Fitch, AM Best and S&P. Moody's FSR of A3 with stable outlook. Drive excellence as a best-in-class specialty underwriter, with a diverse and low-volatility portfolio, that targets a 12-15% ROE across the cycle Total AssetsTotal InvestmentsTotal Capitalization2 $3.0bn $6.3bn $12.7bn BSCR Ratio3 239% Financial Strength Rating4 A (Stable) Strong Balance Sheet with Robust Risk Management Relentless Focus on Underwriting Disciplined and Agile Capital Allocator Dynamic Multi-Channel Global Access 27% 21% 10% 8% 7% 6% 6% 6% 5% 4% Accident & Health General Liability Other Property Other Casualty Credit Surety Aviation Marine & Energy Gross Written Premium1 $3.8bn FinPro Property Cat Re

6 POSITIONED FOR DURABLE PERFORMANCE ACROSS THE CYCLE Targeted portfolio management and underwriting discipline drove a 91.4% Core Combined Ratio in Q2'26 and 90.1% for HY 26 Strong Q2'26 Insurance & Services GWP growth of 15%, with continued discipline in Reinsurance as premiums declined 9% Q2'26 Operating ROE1 of 13.8% and HY 26 Operating ROE1 of 14.7%, positioning results at the upper end of 12-15% target range Core portfolio continues to outperform across the cycle target: HY 26 Core Operating ROE3 of 16.2% Book Value Per Share (ex. AOCI) up 3% in the quarter and 8% YTD to $19.48 13.8% Operating Return on Equity1 $0.67 Operating EPS2 Q2 2026 HIGHLIGHTS Notes: [1] Operating Return on Equity represents a non-GAAP measure. See Appendixes B3 and B4 on slides 34 and 35 for a reconciliations to Return on Equity. [2] Operating Diluted Earnings Per Share is a non-GAAP measure. See Appendix B1 on slide 32 for a reconciliation to Diluted Earnings Per Share. [3] Core Operating Return on Equity is a non-GAAP measure. See Appendixes B5 on slide 36 for a reconciliation to Return on Equity. [4] Includes $200 million of preference shares redeemed. Active capital management returns $295m4 of capital to shareholders YTD, including $51m common share repurchased in Q2'26

$11.59 $12.41 $12.63 $12.91 $13.33 $13.74 $14.47 $14.25 $14.64 $15.15 $15.64 $16.47 $18.10 $18.98 $19.48 Q4'22 Q1'23 Q2'23 Q3'23 Q4'23 Q1'24 Q2'24 Q3'24 Q4'24 Q1'25 Q2'25 Q3'25 Q4'25 Q1'26 Q2'26 $87.3 $70.2 $84.5 $74.7 $36.6 $107.9 $57.8 $94.3 $43.5 $61.0 $78.1 $85.2 $85.8 $85.7 $79.4 Q4'22 Q1'23 Q2'23 Q3'23 Q4'23 Q1'24 Q2'24 Q3'24 Q4'24 Q1'25 Q2'25 Q3'25 Q4'25 Q1'26 Q2'26 7 TRACK RECORD OF ATTRACTIVE EARNINGS AND VALUE CREATION Notes: [1] Operating Net Income represents a non-GAAP measure. See Appendix B1 on slide 32 for a reconciliation to Net Income. [2] Operating Return on Equity represents a non-GAAP measure. See Appendix B4 on slide 35 for a reconciliation to Return on Equity. Operating Net Income1 Book Value Per Share (ex. AOCI) $ numbers in USD millions, except per share data +68% G rowth Long-Term Value Framework 12.8% 14.6% 16.2% 14.7% Operating Return on Equity FY 23 FY 24 FY 25 HY 26 Target niche and growing markets Act nimbly, actively manage diversified portfolio Optimize capital to target a 12-15% ROE across the cycle 2

8 INSURANCE GROWTH WHILE RETAINING UNDERWRITING DISCIPLINE Core Combined Ratio (ex. LPT Benefit2)Trailing Last Twelve Months Premium Growth1 91.7% 93.8% 91.7% 92.5% 87.0% 83.7% 84.7% 89.6% 89.1% 91.9% 88.1% 91.2%6.6% 10.9% 92.9% 93.8% 91.7% 93.5% 88.9% 90.3% 95.6% 89.5% 89.1% 92.9% 88.9% 91.4% Q3'23 Q4'23 Q1'24 Q2'24 Q3'24 Q4'24 Q1'25 Q2'25 Q3'25 Q4'25 Q1'26 Q2'26 Catastrophe Loss Ratio Combined Ratio (ex. Catastrophe Losses) 25% 16% 3% 13% 13% 14% 22% 15% 25% 26% 21% 21% 2% 10% 0% (4)% 0% 5% 8% 10% 6% 3% 0% (3)% Insurance & Services Reinsurance Q3'23 Q4'23 Q1'24 Q2'24 Q3'24 Q4'24 Q1'25 Q2'25 Q3'25 Q4'25 Q1'26 Q2'26 Notes: [1] Reflects Last Twelve Months Core continuing lines premium for 2023 and 2024 which excludes business exited in 2022 and 2023. [2] LPT benefit refers to reserve releases associated with the 2023 LPT and associated deferred gains.

9 CONSISTENT AND STRONG CORE BUSINESS Core Operating Return on Equity1 16.8% 10.6% 14.6% 12.6% 14.3% 18.0% 19.1% 18.7% 17.9% 14.3% Core Operating ROE Q1'24 Q2'24 Q3'24 Q4'24 Q1'25 Q2'25 Q3'25 Q4'25 Q1'26 Q2'26 Notes: [1] Core Operating Return on Equity and Operating Return on Equity are non-GAAP measures. See Appendix B3 and B5 on slides 34 and 36 for reconciliations to Return on Equity. – Core Operating ROE excludes the run off result from Operating ROE, to show the performance of the go-forward business – HY 26 Core Operating ROE1 of 16.2% delivering above 12-15% target range – Consistent performance of Core portfolio in all quarters since underwriting restructuring – Strong Core Operating ROE1, exceeding 12% for 9 out of the last 10 quarters – Diverse book has delivered strong ROE during quarters of high catastrophe and aviation losses Key Comments 18.2% 9.4% 15.0% 8.2% 13.8% 17.0% 17.9% 17.1% 15.3% 13.8% Target range: 12-15% across the cycle Operating ROE1 FY 25 17.3% FY 24 15.4% HY 26 16.2%

10 HIGHLY DIVERSIFIED CORE PORTFOLIO Notes: [1] Gross Written Premium on a Last Twelve Months basis. [2] Direct represents consolidated MGA premiums and premiums derived without a broker or MGA. 65% 35% 58%26% 8% 8% Distribution Channel Market Access 52% 24% 10% 14% Underwriting Hub Core Portfolio Premium Splits1 27% 21% 10% 8% 7% 6% 6% 6% 5% 4% Accident & Health General Liability Other Property Other Casualty Credit Surety Aviation Marine & Energy Gross Written Premium $3.8bn FinPro Property Cat Re 43% 28% 29% Reserve Duration Insurance & Services Reinsurance USA UK & Lloyd's Bermuda Europe & Other <2 Years 2-4 Years 4+ Years MGA Broker Direct2 Lloyd's

11 ACTIVE PORTFOLIO MANAGEMENT TO MAXIMIZE CORE RETURNS Accident & Health Property Cat Re Notes: GWP pie charts represent Last Twelve Months Gross Written Premium for Core segment by underwriting hub. FinPro contains Financial, Professional and Transactional Liability. Other Casualty contains Auto Liability, Environmental, Workers Compensation, Medical Malpractice and Other Casualty lines. General Liability Other Property Other Casualty Credit Aviation USA UK & Lloyd's Europe & Other USA UK & Lloyd's Bermuda USAUK & Lloyd's Bermuda Europe & Other USA UK & Lloyd's Bermuda USA Bermuda USA UK & Lloyd's Bermuda Europe & Other USA UK & Lloyd's Europe & Other GWP $1.0bn GWP $789m GWP $392m GWP $245m GWP $238m GWP $228m GWP $227m GWP $149m Marine & Energy FinPro USA UK & Lloyd's Bermuda Europe & Other USA UK & Lloyd's Europe & Other GWP $287m GWP $187m Surety Bermuda Trailing LTM Growth Insurance & Services Reinsurance N/A Trailing LTM Growth Insurance & Services Reinsurance Trailing LTM Growth Insurance & Services Reinsurance Trailing LTM Growth Insurance & Services Reinsurance Trailing LTM Growth Insurance & Services Reinsurance Trailing LTM Growth Insurance & Services Reinsurance N/A Trailing LTM Growth Insurance & Services ReinsuranceTrailing LTM Growth Insurance & Services ReinsuranceTrailing LTM Growth Insurance & Services Reinsurance N/A Trailing LTM Growth Insurance & Services Reinsurance

High Profitability, Low Volatility Combined Ratio Co m bi ne d Ra tio V ol at ili ty SiriusPoint (Current) SiriusPoint (2020-2022) Market Average 82.0% 84.0% 86.0% 88.0% 90.0% 92.0% 94.0% 96.0% 98.0% 100.0% 102.0% 104.0% 106.0% —% 2.5% 5.0% 7.5% 10.0% 12.5% 15.0% 17.5% 20.0% 2 Year Combined Ratio Volatility1 12 PROFITABLE AND LOW VOLATILITY UNDERWRITING PORTFOLIO Notes: [1] Combined ratio volatility is measured as the standard deviation in quarterly combined ratios for the last eight quarters (i.e. two years) as at Q1'26. Combined ratios are premium-weighted over the period. The SiriusPoint combined ratio is for Core segment and excludes benefits related to LPTs. LPT benefit refers to reserve releases associated with the 2023 LPT and associated deferred gains. Peers for Market Average include American Financial Group, AIG, Arch, AXIS, Chubb, Everest, Hamilton, James River, Markel, Pelagos, RenaissanceRe, RLI, Selective, Skyward Specialty, Travelers and W.R. Berkley. Outliers have been omitted from the quadrant. 2.6% 3.2% 5.1% 11.1% SiriusPoint US Specialty Peers US Large Multiline Bermuda-Domiciled Peers Key Comments – Favorable combined ratio and volatility versus market average – Volatility profile aligns with US Specialty peers – Rigorous and disciplined approach to portfolio and capital management enables low volatility, high Operating ROE outcomes across the cycle 2 Year Combined Ratio Volatility Quadrant1 High Profitability, High Volatility Low Profitability, High Volatility Low Profitability, Low Volatility

13 RIGOROUS APPROACH TO PARTNERING WITH MGAs Notes: [1] Refers to P&C MGA partners. Disciplined approach to MGA partner selection >90% new opportunities declined In-depth discovery period for potential partners 6-9 months typical time in discovery before onboarding onboarding onboarding long term THOROUGH ONBOARDING PROCESS ALIGNED INCENTIVE STRUCTURES LONG-TERM, STICKY PARTNERSHIPS Skin in the game drives alignment of interests >85% partners with profit sharing features1 Partners incentivized on underwriting not growth 0% partners with volume- based incentives Partnering with strategically aligned, long-term partners >90% programs renewed in the last year Seasoned and well-established MGA strategy 61% of premiums from partners with a 4+ year relationship Prudent approach to reserving and risk management for new programs 100% new programs reserved above pricing projections Scaling and growth for new partners managed tightly CONSERVATIVE INITIAL APPROACH 35% of partners were onboarded since 2024 who produce 13% of MGA premiums

Notes: [1] The Net Promoter Score is scored -100 to 100, and based on the question "Would you recommend working at SiriusPoint to a friend?". Average scores of above 0 are considered 'good', scores between 20-30 are considered 'very good', with scores of 30 and above being 'exceptional'. [2] Benchmark of +16 represents benchmark for the Insurance industry scored -100 to 100. [3] Employee engagement and categories are scored 0 to 100. Average scores of 70 and above are considered a positive result, in line with the &Frankly external benchmark which is the average results of other organizations utilizing the &Frankly engagement survey (approximately 600 companies). [4] Benchmark of 78 represents benchmark for the Insurance industry out of 100. [5] Variances represent year over year change in metrics. 14 OUR BEST IN CLASS CULTURE IS KEY TO OUR SUCCESS Employee Net Promoter Score1 -24 +13 +29 +40 2023 2024 2025 2026 75 80 82 83 2023 2024 2025 2026 Key Comments Employee Engagement3 – Third consecutive year of double-digit improvement in Employee Net Promoter Score ◦ Result firmly above exceptional benchmark and represent best in class levels – Employee engagement rises for the third consecutive year – Top quartile scores on leadership, alignment, collaboration, development, recognition & pride Industry Benchmark 784 Exceptional >30 Industry Benchmark +162 "Would you recommend working at SiriusPoint to a friend?" Leadership5 Collaboration5 Recognition5 Alignment5 Development5 Pride5 89 +2 84 -1 88 = 84 +1 81 +284 +1

15 SIRIUSPOINT FORWARD OUTLOOK Seasoned management team with demonstrated track record of execution Low volatility underwriter with track record of delivering or exceeding our profitability targets Undervalued balance sheet with demonstrated significant upside from MGA portfolio Agile capital allocator with proven ability to move and optimize capital Disciplined profitable growth with untapped opportunities and a strong track record Attractive markets targeting underserved and defensible niches Our delivery targets a 12-15% return on equity across the cycle Strong underwriting culture with compensation aligned to shareholder value creation

Second Quarter and Half Year Results Update

– GWP1 up 6%, with NWP1 increasing by 1% and NEP1 down 1% – COR of 91.4%1 and UW income of $55m – Diluted EPS of $0.58, or $0.67 on an operating basis3 – Total net services fee income1 of $10m, up 41% YoY for go- forward MGAs – Strong investment result with NII of $66m – Other notable pre-tax items impacting Q2'26 net income: ◦ $19m interest expense of which $5m5 relates to LPTs ◦ $8m net investment gain linked to a disposal associated with ongoing portfolio optimization – $0.50 increase in diluted book value per share (ex. AOCI) Financial Highlights $ numbers in USD millions Q2'25 Q2'26 Gross Written Premium $930 $982 Net Written Premium $700 $710 COR (%) 89.5% 91.4% UW Income $68 $55 Net Services Fee Income $9 $10 Total Investment Result2 $69 $73 Operating Net Income3 $78 $79 Operating Earnings Per Share3 $0.66 $0.67 Q1'26 Q2'26 Common Shareholders' Equity4 $2,302 $2,276 Diluted Book Value Per Share (ex. AOCI) $18.98 $19.48 Q2 2026 FINANCIAL RESULTS 17 Notes: [1] Reflects Core segment. [2] Total investment result calculated as the sum of net realized and unrealized investment gains (losses), net realized and unrealized investment gains (losses) from related party investment funds and net investment income. [3] Operating Net Income and Operating Diluted Earnings Per Share represent non-GAAP measures. See Appendix B1 on slide 32 for reconciliations to Net Income. [4] Common shareholders’ equity attributable to SiriusPoint common shareholders at end of period. [5] Excluded from Operating Net Income. Key Comments CO RE B U SI N ES S

Financial Highlights $ numbers in USD millions HY 25 HY 26 Gross Written Premium $1,920 $1,985 Net Written Premium $1,452 $1,406 COR (%) 92.4% 90.1% UW Income $96 $126 Net Services Fee Income $28 $18 Total Investment Result2 $140 $151 Operating Net Income3 $139 $165 Operating Earnings Per Share3 $1.17 $1.37 FY 25 HY 26 Common Shareholders' Equity4 $2,270 $2,276 Diluted Book Value Per Share (ex. AOCI) $18.10 $19.48 HY 2026 FINANCIAL RESULTS 18 Notes: [1] Reflects Core segment. [2] Total investment result calculated as the sum of net realized and unrealized investment gains (losses), net realized and unrealized investment gains (losses) from related party investment funds and net investment income. [3] Operating Net Income and Operating Diluted Earnings Per Share represent non-GAAP measures. See Appendix B4 on slide 35 for reconciliations to Net Income. [4] Common shareholders’ equity attributable to SiriusPoint common shareholders at end of period. [5] Excluded from Operating Net Income. – GWP1 up 3%, with NWP1 decreasing by 3% (driven by one-off items including pre-announced aggregate cover) and NEP1 flat – UW Income1 up 31% – Diluted EPS of $1.40, or $1.37 on an operating basis (up 17% YoY) – Total net services fee income1 of $18m, up 37%YoY for go- forward MGAs – Strong investment result of $151m ◦ NII of $132m in line with expectations – Other notable pre-tax items impacting HY 26 net income: ◦ $36m interest expense of which $11m5 relates to LPTs – Common shareholders' equity4 of $2.3bn – $1.38 increase in diluted book value per share (ex. AOCI) Key Comments CO RE B U SI N ES S

$560 $645 Q2'25 Q2'26 $1,196 $1,329 HY 25 HY 26 – Premium Gross written premium increased 15% for the quarter, driven by growth in General Liability, Environmental and Other Property Earned premium growing at slower pace than written due to shift in business mix – Loss Performance Q2'26 loss ratio flat with higher attritional losses (driven by business mix change) offset by higher favorable PYD HY 26 loss ratio decreased 2.7 ppts driven by higher favorable PYD – Underwriting Result Combined ratio increased by 1.4 ppts in Q2'26, and down 0.2 ppts at HY 26 Profit commission on older accident years drove a 1.6 ppt improvement in favorable PYD and 0.8 ppt increase in acquisition costs in Q2'26 OUE increased by 0.6 ppts, driven by slower earned premium recognition 19 SEGMENT RESULTS Insurances & Services Segment Reinsurance Segment 56.7% 56.7% 26.5% 27.3% 6.1% 6.7% 89.3% 90.7% Q2'25 Q2'26 – Premium Gross written premium decreased 9% for the quarter, driven Property Catastrophe, General Liability and Aviation, offset by growth in Other Property and Credit – Loss Performance Q2'26 loss ratio improved by 2.1 ppts, driven by lower attritional losses HY 26 loss ratio improved by 8.9 ppts, driven by lower catastrophe losses – Underwriting Result Combined ratio increased by 2.5 ppts in the quarter, and decreased by 5.2 ppts for HY 26 Q2'26 loss ratio improvement offset by a 3.9 ppt increase in the acquisition cost ratio driven by profit commissions and business mix changes 0.7 ppt increase in the OUE ratio driven by lower earned premiums as we maintain underwriting discipline +11% $ numbers in USD millions $370 $337 Q2'25 Q2'26 56.6% 54.5% 25.5% 29.4% 7.7% 8.4% 89.8% 92.3% Q2'25 Q2'26 (9)% Gross Written Premium Gross Written Premium Combined Ratio +15% $725 $656 HY 25 HY 26 (9)% 59.4% 56.7% 26.3% 27.9% 5.9% 6.8% 91.6% 91.4% HY 25 HY 26 62.1% 53.2% 24.3% 27.1% 7.1% 8.0% 93.5% 88.3% HY 25 HY 26 OUE Ratio Acq. Cost Ratio Loss Ratio OUE Ratio Acq. Cost Ratio Loss Ratio Combined Ratio

20 RESERVING PRUDENCE DEMONSTRATED BY PYD TRACK RECORD Notes: [1] Reflects consolidated results. [2] Q1'23 favorable prior year development excludes the one-off $102m benefit from the 2023 loss portfolio transfer. Favorable Prior Year Development1,2 $4.1 $3.8 $33.0 $24.7 $11.1 $38.9 $1.1 $30.6 $37.3 $34.2 $8.7 $8.9 $22.0 $17.9 $15.0 Q4'22 Q1'23 Q2'23 Q3'23 Q4'23 Q1'24 Q2'24 Q3'24 Q4'24 Q1'25 Q2'25 Q3'25 Q4'25 Q1'26 Q2'26 1.2% 2.9% 2.2% 0.9% 4.5% 3.3% 2.2% 0.9% LPT Benefit as % of Opening Net Reserves Reserve Releases as % of Opening Net Reserves (ex. LPT) FY 23 FY 24 FY 25 HY 26 Reserve Releases as % of Opening Net Reserves1 $ numbers in USD millions – Twenty-one consecutive quarters of favorable prior year development – Full quarterly reserve review completed by actuarial team – New business booked with reserve load in excess of pricing indications – LPTs continue to benefit from high levels of coverage in excess of reserves Key Comments $203 $310 $173 $244 $291 $211 LPT Limit Remaining in Excess of Reserves Reserves covered by LPT at 6/30/26 Compre LPT (Signed 2021) Compre LPT (Signed 2023) Enstar LPT (Signed 2024) Loss Portfolio Transfers LPT Buffer (as % of reserves) 120% 94% 122%

$139 $132$140 $151 HY 25 HY 26 16% 40% 28% 14% 1% HIGH QUALITY INVESTMENT PORTFOLIO 21 $ numbers in USD millions Key Comments Notes: [1] Third Point Enhanced Fund. [2] Other includes Strategic Investments, TP Ventures and Legacy & Other Alts. [3] Excludes short-term investments. Investment Result – Q2'26 Net Investment Income of $66m in line with expectations – No defaults across fixed income portfolio during the quarter – Limited exposure to private credit, with a focus on senior secured first-lien (~1% of portfolio) Credit Quality3Investment Balances by Asset Class 36% 20% 14% 12% 8% 5% 4% AAA AA A BBB Not Rated / Below IG STI Corporate Other2 Fixed Income Duration3 Avg. Credit Quality 3.1 years AA- Reinvestment Rate >4.5% Investment Result $151m MBS Government Cash ABS CLO TPE1 Q2'26 $6.3bn Net Investment Income Total Investment Result

242% 2% (1)% (4)% 239% (20)% 219% Q1'26 Capital Generated Capital Consumed Capital Returned Q2'26E Stress Test Scenario Post-event Q2'26E 22 Notes: [1] SiriusPoint Group BSCR ratio calculated as available economic capital and surplus divided by the Bermuda solvency capital requirement as of March 31, 2026 and June 30, 2026, respectively. BSCR ratio is an estimate. STRONG FINANCIAL STRENGTH AND CAPITAL POSITION – BSCR ratio optimized to maximize shareholder value whilst retaining prudence to withstand extreme 1-in-250 year stress-test scenarios – Operating the business against 'AAA’ rating requirement per S&P model – Capital mix remains high quality and highly diversified BSCR Ratio Walk1 $ numbers in USD millions Stress-Test Scenario 1-in-250 year event (on a per occurrence basis net of recoveries, reinstatements and after tax) Modeled Cost: $229m Financial Strength Ratings (FSR) Key Comments Equity Capital GAAP Capital Debt Capital $2.3bn $0.7bn $3.0bn RATING UPGRADED 4/16/26 REVIEWED 3/12/26 RATING UPGRADED 2/25/26 RATING UPGRADED 4/21/26 A A3 A A (STABLE) (STABLE)(STABLE) (STABLE)

$682 $662 $671 $1,112 $1,061 Available dividend capacity from subsidiaries and HoldCo Investments Revolving Credit Facility undrawn capacity Q2'25 Q3'25 Q4'25 Q1'26 Q2'26 23 Notes: [1] Debt / Capital Ratio calculated as debt divided by total capital. Debt + Preferred / Capital calculated as debt plus preference shares divided by total capital. Total capital represents the sum of shareholders’ equity and debt. [2] HoldCo Investments comprised of investment assets, cash and cash equivalents. LEVERAGE DECREASED WHILE LIQUIDITY HAS INCREASED Leverage1 Liquidity $ numbers in USD millions Key Comments 2 27.2% 23.8% 24.8% 21.8% 22.9% 34.2% 29.7% 32.5% 28.1% Debt / Capital Debt + Preferred / Capital FY 22 FY 23 FY 24 FY 25 Q2'26 – Robust capital and liquidity position: ◦ Leverage ratio1 of 22.9%, down versus FY 25 due to preference share redemption in Q1'26 and continued strong earnings ◦ Liquidity continues to be at healthy levels following sale of Arcadian, higher subsidiary dividend capacity at start of year, and portfolio repositioning – Balance sheet continues to be undervalued, with consolidated MGAs held at book value of c.$110m producing approximately $35-40m of net services fee income in 2026 – LPTs continue to have >95% of the combined limit remaining

Appendix A: Supplementary Slides

2022-2023: Turnaround 2024: Major Reshaping 25 Notes: [1] Total Shareholder Return (TSR) calculated from September 21, 2022, when the management changes occurred. 2025 Onwards figure calculated through July 28, 2026. [2] For Core business. [3] As demonstrated on slide 12 based on the last eight quarters (i.e., two years) as at Q1'26. PLATFORM RESHAPING ENABLING PROFITABLE GROWTH 132% Cumulative TSR to date1 228% Cumulative TSR to date1 Exited non-core International Property Reinsurance, Cyber & Workers' Compensation De-risked investment portfolio Underwriter compensation structure aligned to shareholder interests Implemented >$50m of run-rate cost savings Significant improvement on employee engagement metrics LPTs covering $2.1bn of reserves from exited business, with >95% limit remaining Completed external validation of reserving prudence - 15 consecutive quarters of favorable PYD at FY 24 Settled Merger Instruments eliminating dilution and removing volatility Unlocked and recognized $100m off-Balance Sheet MGA value during 2024 Capital structure simplified through share buyback and debt actions 426% Cumulative TSR to date1 $1.0bn Capital returned to shareholders Outperformed across the cycle Operating ROE target of 12-15% in FY 25 and HY 26 Fifteen consecutive quarters of UW profit Track record of strong growth in Insurance & Services, discipline in Reinsurance FY 25 attritional combined ratio2 of 91.6% down from 93.1% in FY 24 and 95.8% in FY 23 Stable combined ratio performance vs peers3; growth in A&H and Surety Realized $189m off-Balance Sheet MGA value Robust balance sheet: BSCR ratio improved to 239% and leverage ratio reduced to historic low 2025 Onwards: Profitable Growth APPENDIX A1 $295m Capital returned to shareholders

24% 45% 12% 8% 7% 4% IMG Health/Medical Life Personal Accident Supplemental Health Other Travel 26 GLOBAL ACCIDENT & HEALTH Investing in IMG's Distribution and ServicesAccident & Health Portfolio Overview – IMG is a 100%-owned A&H MGA that is a core part of the business for both underwriting and fee income – IMG's announced acquisitions integrate complementary businesses to form a unified platform ◦ Expands global footprint ◦ Strengthens capabilities ◦ Drives operational efficiency – Undervalued on the Balance Sheet ($108m at Q2'26) with $35-40m of expected fee income in 2026 SiriusPoint GWP Accident & Health GWP LTM GWP $1.0bn 20+ year track record of consistent profitability Stable book is a "volatility shock absorber" to wider portfolio Less correlated to wider P&C pricing cycles Low capital intensity underwriting and capital-light fee income + + 2026e Net Service Fee Income $35-40m Q2'26 Consolidated IMG Book Value $108m LTM GWP $3.8bn APPENDIX A2 27%73%

$262m $204m $105m $102m $63m Held Value <$5m Held Value $5-$10m Held Value $10-$20m Held Value >$20m Q4'22 Q4'23 Q4'24 Q4'25 Q2'26 27 STRATEGIC MGA INVESTMENTS Non-Consolidated MGA Investments $ numbers in USD millions Core (Go-Forward MGAs) Q2'26 Change HY 26 Change Service Revenue $59 16% $113 21% Net Services Fee Income $10 41% $18 37% Service Margin 16.3% +2.8 ppts 15.4% +1.8 ppts APPENDIX A3 Consolidated MGA Investments 100%-owned A&H 75%-owned Specialty

30% 28% 26% 24% 19% 17% 16% 14% 13% 12% 12% 28 RUN OFF (NON-CORE) PORTFOLIO Notes: [1] Figure includes the reserves added to the segment in 2023. Key Comments – No additions to the run off (Non-Core) book since 2023 underwriting portfolio restructuring – $440m remaining net reserves as at Q2'26 (down from $1.0bn at Q4'231) – Expect to be c.90% reported by mid-2027 – Run off portfolio continues to decrease as a percentage of total net reserves, reduced to 12% at Q2'26 $1,008 $942 $885 $854 $638 $574 $556 $528 $477 $460 $440 Q4'23 Q1'24 Q2'24 Q3'24 Q4'24 Q1'25 Q2'25 Q3'25 Q4'25 Q1'26 Q2'26 Run off (Non-Core) Portfolio Reserves $11 $(10) $1 $(4) $(7) $(7) $(10) $(19) $(4) Q4'23 Q1'24 Q2'24 Q3'24 Q4'24 Q1'25 Q2'25 Q3'25 Q4'25 Q1'26 Q2'26 Run off (Non-Core) Underwriting Performance $ numbers in USD millions % of Total Reserves $(53) $(33) 2024 LPT Transaction APPENDIX A4

11.7% 7.9% 6.4% 4.5% 4.3% 4.1% 3.5% 3.2% 2.7% 2.6% 1.9% 1.4% 0.6% 0.5% Company A Company G Company H Company F Company I Company E Company C Company B Company D Company M Company K Company L SiriusPoint Company J 22.5% 8.4% 8.4% 6.3% 5.5% 5.3% 3.9% 3.5% 2.9% 2.8% 2.7% 1.8% 1.2% 0.7% Company A Company B Company G Company F Company E Company C Company I Company H SiriusPoint Company D Company K Company M Company L Company J 22.5% 8.0% 7.3% 6.5% 6.3% 5.5% 5.0% 5.0% 4.3% 2.6% 2.5% 2.5% 1.7% 0.8% Company A Company G Company E Company H Company B Company F Company I Company C Company D Company K Company M SiriusPoint Company L Company K 25.3% 16.3% 9.0% 7.8% 7.8% 6.0% 5.9% 5.5% 5.0% 4.3% 2.2% 1.6% 1.1% 0.6% Company A Company B Company C Company D Company E SiriusPoint Company F Company G Company I Company H Company K Company M Company L Company J 29 DELIBERATE ACTIONS HAVE REDUCED CATASTROPHE VOLATILITY FY 21 Catastrophe Loss Ratio FY 23 Catastrophe Loss Ratio FY 24 Notes: Peer companies include American Financial Group, AIG, Arch, AXIS, Chubb, Everest, Hamilton, Markel, Pelagos, Selective, Skyward Specialty, Travelers and W.R. Berkley. 33.6% 18.8% 15.1% 10.9% 9.5% 8.3% 7.1% 6.0% 5.4% 5.4% 3.0% 2.5% 2.4% 1.8% Company A SiriusPoint Company B Company C Company D Company E Company F Company G Company H Company I Company J Company K Company L Company M FY 25 Catastrophe Loss RatioCatastrophe Loss Ratio FY 22 Catastrophe Loss Ratio 12.7% 7.2% 6.2% 4.5% 4.4% 3.6% 3.2% 3.0% 2.4% 2.2% 1.8% 1.8% 0.8% 0.0% Company A Company H Company I Company G Company F Company D Company E Company J Company L Company N Company M Company K SiriusPoint Company B Q1'26 Catastrophe Loss Ratio Earnings Release Pending APPENDIX A5

30 ABBREVIATION GLOSSARY APPENDIX A5 Abbreviation Definition Abbreviation Definition A&H Accident & Health LPT Loss Portfolio Transfer ABS Asset Backed Security MBS Mortgage Backed Security Acq Acquisition MGA Managing General Agent AOCI Accumulated Other Comprehensive Income NEP Net Earned Premium BVPS Book Value Per Share NII Net Investment Income BSCR Bermuda Solvency Capital Ratio NWP Net Written Premium CLO Collateralized Loan Obligation OUE Other Underwriting Expense COR Combined Ratio P&C Property & Casualty EBITDA Earnings Before Interest, Taxes, Depreciation, and Amortization PPT Point EPS Earnings Per Share Pref Series B Preference Shares FinPro Financial & Professional Lines PYD Prior Year Development FSR Financial Strength Rating ROE Return on Equity FY Full Year STI Short-term Investment GAAP Generally Accepted Accounting Principles TPE Third Point Enhanced Fund GWP Gross Written Premium TSR Total Shareholder Return HoldCo Holding Company UW Underwriting IG Investment Grade XL Excess of Loss IMG International Medical Group YoY Year over Year

Appendix B: Non-GAAP Reconciliations

32 RECONCILIATION OF QUARTERLY OPERATING NET INCOME Q2'26 Q1'26 Q4'25 Q3'25 Q2'25 Q1'25 Q4'24 Q3'24 Q2'24 Q1'24 Q4'23 Q3'23 Q2'23 Q1'23 Q4'22 Net income (loss) available to SiriusPoint common shareholders $ 68.6 $ 99.6 $ 240.0 $ 86.8 $ 59.2 $ 57.6 $ (21.3) $ 4.5 $ 109.9 $ 90.8 $ 93.5 $ 57.5 $ 55.9 $ 131.9 $ (26.6) Non-recurring adjustments: Gains on sale or deconsolidation of consolidated MGAs — (25.2) (222.4) — — — — — (96.0) — — — — — — (Gains) losses on strategic and other investments 6.2 1.8 6.0 (1.1) — 0.5 34.3 3.4 52.9 (0.1) 15.4 17.2 3.7 3.9 25.7 MGA & strategic investment rationalization 6.2 (23.4) (216.4) (1.1) — 0.5 34.3 3.4 (43.1) (0.1) 15.4 17.2 3.7 3.9 25.7 (Income) loss on settlement and change in fair value of liability-classified capital instruments (CMIG merger instruments) — — — — — — 25.9 117.3 (10.6) 15.9 15.0 0.3 19.1 25.0 11.5 COVID-19 favorable reserve development1 — — — — — — (19.9) — — — — — — — CMIG instruments & transactions — — — — — — 25.9 97.4 (10.6) 15.9 15.0 0.3 19.1 25.0 11.5 (Income) expense related to loss portfolio transfers 5.2 5.6 7.2 7.7 6.6 5.9 28.9 1.9 5.8 8.0 2.1 4.5 (6.6) (101.6) — Bermuda corporate income tax enactment — — (13.0) — — — — — — — (100.8) — — — — Restructuring costs — — — — — — $ — — — — — — — — 30.0 Foreign exchange (gains) losses (1.8) 1.3 8.3 2.4 16.7 (2.2) (12.9) 3.0 3.6 (3.7) 19.2 (1.8) 17.4 0.1 61.5 Other non-recurring items 3.7 5.3 6.5 (11.0) — — — — — — — — — — — Income tax (expense) benefit on adjustments2 (2.5) (2.7) 53.2 0.4 (4.4) (0.8) (11.4) (15.9) (7.8) (3.0) (7.8) (3.0) (5.0) 10.9 (14.8) Operating net income available to SiriusPoint common shareholders $ 79.4 $ 85.7 $ 85.8 $ 85.2 $ 78.1 $ 61.0 $ 43.5 $ 94.3 $ 57.8 $ 107.9 $ 36.6 $ 74.7 $ 84.5 $ 70.2 $ 87.3 Operating net income per diluted common share $ 0.67 $ 0.70 $ 0.70 $ 0.72 $ 0.66 $ 0.52 $ 0.27 $ 0.53 $ 0.30 $ 0.58 $ 0.20 $ 0.41 $ 0.47 $ 0.40 $ 0.54 Notes: Metric referenced on slides 6, 7 and 17. [1] This development, primarily related to business written by legacy Third Point Reinsurance Ltd., is the result of the COVID-19 reserve study performed concurrently with the settlement of the Series A Preference shares in the third quarter of 2024. [2] An effective tax rate of 15% for 2022 to 2024 and 19% for 2025 and onwards is applied to the adjustments to calculate the income tax (expense) benefit, where applicable. Periods may have a different effective tax rate based on the jurisdiction of specific transactions. APPENDIX B1

33 RECONCILIATION OF QUARTERLY CORE OPERATING NET INCOME Q2'26 Q1'26 Q4'25 Q3'25 Q2'25 Q1'25 Q4'24 Q3'24 Q2'24 Q1'24 Operating net income available to SiriusPoint common shareholders $ 79.4 $ 85.7 $ 85.8 $ 85.2 $ 78.1 $ 61.0 $ 43.5 $ 94.3 $ 57.8 $ 107.9 Run off (non-core) underwriting results $ 4.0 $ 18.8 $ 10.3 $ 6.6 $ 7.1 $ 4.4 $ 52.6 $ (1.0) $ 9.6 $ (10.7) Adjustment for previously excluded amounts relating to run off — — — 0.6 (1.3) (1.3) (25.3) (1.6) (0.8) 0.7 Run off tax impact1 (0.8) (3.6) (2.0) (1.4) (1.1) (0.6) (4.1) 0.4 (1.3) 1.5 Core Operating net income available to SiriusPoint common shareholders $ 82.6 $ 100.9 $ 94.1 $ 91.0 $ 82.8 $ 63.5 $ 66.7 $ 92.1 $ 65.3 $ 99.4 Core Operating net income per diluted common share $ 0.69 $ 0.82 $ 0.76 $ 0.78 $ 0.70 $ 0.54 $ 0.42 $ 0.51 $ 0.34 $ 0.53 Notes: [1] An effective tax rate of 15% for 2022 to 2024 and 19% for 2025 and onwards is applied to the adjustments to calculate the income tax (expense) benefit, where applicable. Periods may have a different effective tax rate based on the jurisdiction of specific transactions. APPENDIX B2

34 RECONCILIATION OF QUARTERLY OPERATING RETURN ON EQUITY AND CORE OPERATING RETURN ON EQUITY Notes: Metric(s) referenced on slides 6 and 9. [1] This development, primarily related to business written by legacy Third Point Reinsurance Ltd., is the result of the COVID-19 reserve study performed concurrently with the settlement of the Series A Preference shares in the third quarter of 2024. [2] For the three months ended June 30, 2026 and 2025, an effective tax rate of 19%, respectively, is applied to the adjustments to calculate the income tax expense. Adjustments may have a different effective tax rate based on the jurisdiction of specific transactions. APPENDIX B3 Q2'26 Q1'26 Q4'25 Q3'25 Q2'25 Q1'25 Q4'24 Q3'24 Q2'24 Q1'24 Operating net income $ 79.4 $ 85.7 $ 85.8 $ 85.2 $ 78.1 $ 61.0 $ 43.5 $ 94.3 $ 57.8 $ 107.9 Common shareholders’ equity attributable to SiriusPoint common shareholders - beginning of period 2,302.4 2,269.8 2,009.9 1,905.7 1,825.2 1,737.4 2,494.9 2,504.1 2,402.6 2,313.9 Less: Accumulated other comprehensive income (loss), net of tax - beginning of period 6.3 61.9 52.3 46.5 26.4 (4.1) 81.5 (28.0) (17.4) 3.1 Common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI - beginning of period 2,296.1 2,207.9 1,957.6 1,859.2 1,798.8 1,741.5 2,413.4 2,532.1 2,420.0 2,310.8 Common shareholders’ equity attributable to SiriusPoint common shareholders - end of period 2,275.9 2,302.4 2,269.8 2,009.9 1,905.7 1,825.2 1,737.4 2,494.9 2,504.1 2,402.6 Adjustments to net income to arrive at Operating net income 10.8 (13.9) (154.2) (1.6) 18.9 3.4 64.8 89.8 (52.1) 17.1 Less: Accumulated other comprehensive income (loss), net of tax - end of period (21.3) 6.3 61.9 52.3 46.5 26.4 (4.1) 81.5 (28.0) (17.4) Common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI - end of period 2,308.0 2,282.2 2,053.7 1,956.0 1,878.1 1,802.2 1,806.3 2,503.2 2,480.0 2,437.1 Average common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI 2,302.0 2,245.1 2,005.6 1,907.6 1,838.4 1,771.9 2,109.8 2,517.7 2,450.0 2,373.9 Annualized Operating ROE 13.8 % 15.3 % 17.1 % 17.9 % 17.0 % 13.8 % 8.2 % 15.0 % 9.4 % 18.2 % Q2'26 Q1'26 Q4'25 Q3'25 Q2'25 Q1'25 Q4'24 Q3'24 Q2'24 Q1'24 Core Operating net income $ 82.6 $ 100.9 $ 94.1 $ 91.0 $ 82.8 $ 63.5 $ 66.7 $ 92.1 $ 65.3 $ 99.4 Common shareholders’ equity attributable to SiriusPoint common shareholders - beginning of period 2,302.4 2,269.8 2,009.9 1,905.7 1,825.2 1,737.4 2,494.9 2,504.1 2,402.6 2,313.9 Less: Accumulated other comprehensive income (loss), net of tax - beginning of period 6.3 61.9 52.3 46.5 26.4 (4.1) 81.5 (28.0) (17.4) 3.1 Common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI - beginning of period 2,296.1 2,207.9 1,957.6 1,859.2 1,798.8 1,741.5 2,413.4 2,532.1 2,420.0 2,310.8 Common shareholders’ equity attributable to SiriusPoint common shareholders - end of period 2,275.9 2,302.4 2,469.8 2,209.9 2,105.7 2,025.2 1,937.4 2,694.9 2,704.1 2,602.6 Adjustments to net income to arrive at Core Operating net income 14.0 1.3 (145.9) 4.2 23.6 5.9 88.0 87.6 (44.6) 8.6 Less: Accumulated other comprehensive income (loss), net of tax - end of period (21.3) 6.3 61.9 52.3 46.5 26.4 (4.1) 81.5 (28.0) (17.4) Common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI - end of period 2,311.2 2,297.4 2,262.0 2,161.8 2,082.8 2,004.7 2,029.5 2,701.0 2,687.5 2,628.6 Average common shareholders’ equity attributable to SiriusPoint common shareholders ex. AOCI 2,303.7 2,252.7 2,109.8 2,010.5 1,940.8 1,873.1 2,221.5 2,616.6 2,553.8 2,469.7 Annualized Core Operating ROE 14.3 % 17.9 % 18.7 % 19.1 % 18.0 % 14.3 % 12.6 % 14.6 % 10.6 % 16.8 %

HY 26 HY 25 Net income available to SiriusPoint common shareholders $ 168.2 $ 116.8 Non-recurring adjustments: Gains on sale or deconsolidation of consolidated MGAs (25.2) — (Gains) losses on strategic and other investments 8.0 0.5 MGA & strategic investment rationalization (17.2) 0.5 Losses on settlement and change in fair value of liability-classified capital instruments (CMIG Merger Instruments) — — COVID-19 favorable reserve development1 — — CMIG instruments & transactions — — (Income) expense related to loss portfolio transfers 10.8 12.5 Foreign exchange (gains) losses (0.5) 14.5 Other non-recurring items 9.0 — Income tax expense on adjustments 2 (5.2) (5.2) Operating net income available to SiriusPoint common shareholders $ 165.1 $ 139.1 Operating net income per diluted common share $ 1.37 $ 1.17 Common shareholders’ equity attributable to SiriusPoint common shareholders - beginning of period $ 2,269.8 $ 1,737.4 Less: Accumulated other comprehensive (income) loss, net of tax (61.9) 4.1 Common shareholders’ equity attributable to SiriusPoint common shareholders ex AOCI - beginning of period 2,207.9 1,741.5 Common shareholders’ equity attributable to SiriusPoint common shareholders - end of period 2,275.9 1,905.7 Impact of adjustments from above (3.1) 22.3 Less: Accumulated other comprehensive (income) loss, net of tax 21.3 (46.5) Common shareholders’ equity attributable to SiriusPoint common shareholders ex AOCI - end of period 2,294.1 1,881.5 Average common shareholders’ equity attributable to SiriusPoint common shareholders ex AOCI $ 2,251.0 $ 1,811.5 Annualized return on average common shareholders’ equity attributable to SiriusPoint common shareholders 14.8 % 12.8 % Annualized Operating return on average common shareholders’ equity attributable to SiriusPoint common shareholders ex AOCI 14.7 % 15.4 % 35 RECONCILIATION OF OPERATING RETURN ON EQUITY Notes: Metric referenced on slides 6, 7 and 18. [1] This development, primarily related to business written by legacy Third Point Reinsurance Ltd., is the result of the COVID-19 reserve study performed concurrently with the settlement of the Series A Preference shares in the third quarter of 2024. [2] For the six months ended June 30, 2026 and 2025, an effective tax rate of 19%, respectively, is applied to the adjustments to calculate the income tax expense. Adjustments may have a different effective tax rate based on the jurisdiction of specific transactions. APPENDIX B4

HY 26 HY 25 FY 25 FY 24 Operating net income available to SiriusPoint common shareholders $ 165.1 $ 139.1 $ 310.0 $ 303.5 Run off (non-core) underwriting results 22.8 11.5 28.4 50.5 Adjustment for previously excluded amounts relating to run off — — (2.0) (27.0) Run off tax impact (4.4) (2.2) (5.0) (3.5) Core Operating net income available to SiriusPoint common shareholders $ 183.5 $ 148.4 $ 331.4 $ 323.5 Core Operating net income per diluted common share $ 1.52 $ 1.25 Common shareholders’ equity attributable to SiriusPoint common shareholders - beginning of period $ 2,269.8 $ 1,737.4 $ 1,737.4 $ 2,313.9 Less: Accumulated other comprehensive (income) loss, net of tax (61.9) 4.1 4.1 (3.1) Common shareholders’ equity attributable to SiriusPoint common shareholders ex AOCI - beginning of period 2,207.9 1,741.5 1,741.5 2,310.8 Common shareholders’ equity attributable to SiriusPoint common shareholders - end of period 2,275.9 1,905.7 2,269.8 1,737.4 Adjustments to Net income to arrive at Core Operating net income 15.3 31.6 (112.2) 139.6 Less: Accumulated other comprehensive (income) loss, net of tax 21.3 (46.5) (61.9) 4.1 Common shareholders’ equity attributable to SiriusPoint common shareholders ex AOCI - end of period 2,312.5 1,890.8 2,095.7 1,881.1 Average common shareholders’ equity attributable to SiriusPoint common shareholders ex AOCI $ 2,260.2 $ 1,816.2 $ 1,918.6 $ 2,096.0 Annualized Operating return on average common shareholders’ equity attributable to SiriusPoint common shareholders 14.7 % 15.4 % 16.2 % 14.6 % Annualized Core Operating return on average common shareholders’ equity attributable to SiriusPoint common shareholders ex AOCI 16.2 % 16.3 % 17.3 % 15.4 % 36 RECONCILIATION OF CORE OPERATING RETURN ON EQUITY Notes: Metric referenced on slide 6 and 9. [1] This development, primarily related to business written by legacy Third Point Reinsurance Ltd., is the result of the COVID-19 reserve study performed concurrently with the settlement of the Series A Preference shares in the third quarter of 2024. [2] For the six months ended June 30, 2026 and 2025, an effective tax rate of 19%, respectively, is applied to the adjustments to calculate the income tax expense. Adjustments may have a different effective tax rate based on the jurisdiction of specific transactions. APPENDIX B5

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