WHITE MOUNTAINS REPORTS SECOND QUARTER RESULTS

White Mountains Insurance Group, Ltd. (NYSE: WTM) reported book value per share of $1,804 as of June 30, 2025, an increase of 3% for both the second quarter of 2025 and the first six months of 2025, including dividends.

Manning Rountree, CEO, commented, “BVPS was up 3% in the quarter. We had sound results at our operating companies and good investment returns. Ark produced an 85% combined ratio and $815 million of gross written premiums in the quarter, up 17% year-over-year. HG Global generated $19 million of gross written premiums, a record second quarter, and grew book value by 2%. Kudu managed flattish results under volatile market conditions. Bamboo had a record quarter, with significant growth in managed premiums and adjusted EBITDA. MediaAlpha's share price increased 19% in the quarter, producing a $31 million mark-to-market gain. Excluding MediaAlpha, our investment portfolio was up 2.3%. In July, we announced our acquisition of Distinguished Programs and closed our transaction with BroadStreet Partners. Including these deployments, undeployed capital now stands at roughly $300 million.”

Comprehensive income (loss) attributable to common shareholders was $124 million and $159 million in the second quarter and first six months of 2025 compared to $(55) million and $182 million in the second quarter and first six months of 2024. Results in the second quarter and first six months of 2025 included $31 million and $(6) million of unrealized investment gains (losses) from White Mountains's investment in MediaAlpha compared to $(139) million and $72 million of net realized and unrealized investment gains (losses) in the second quarter and first six months of 2024.

Ark/WM Outrigger

The Ark/WM Outrigger segment's combined ratio was 84% and 90% in the second quarter and first six months of 2025 compared to 87% and 89% in the second quarter and first six months of 2024. Ark/WM Outrigger reported gross written premiums of $815 million and $1,923 million, net written premiums of $579 million and $1,306 million and net earned premiums of $364 million and $722 million in the second quarter and first six months of 2025 compared to gross written premiums of $697 million and $1,569 million, net written premiums of $503 million and $1,101 million and net earned premiums of $318 million and $621 million in the second quarter and first six months of 2024.

Ark's combined ratio was 85% and 90% in the second quarter and first six months of 2025 compared to 89% and 91% in the second quarter and first six months of 2024. Ark's combined ratio in the first six months of 2025 included 13 points of catastrophe losses, driven by losses related to the January 2025 California wildfires. Ark's combined ratio included five points and nine points of net favorable prior year development in the second quarter and first six months of 2025, driven by the property, marine & energy and specialty lines of business, which more than offset six points of unfavorable development in the second quarter related to aviation losses from the conflict in Ukraine. This compares to two points and one point of net favorable prior year development in the second quarter and first six months of 2024, driven primarily by the property line of business.

Ark reported gross written premiums of $815 million and $1,923 million, net written premiums of $536 million and $1,226 million and net earned premiums of $357 million and $703 million in the second quarter and first six months of 2025 compared to gross written premiums of $697 million and $1,569 million, net written premiums of $464 million and $1,028 million and net earned premiums of $311 million and $603 million in the second quarter and first six months of 2024. Premium growth in the second quarter and first six months of 2025 was driven primarily by the property and specialty lines of business.

Ark reported pre-tax income of $91 million and $144 million in the second quarter and first six months of 2025 compared to $50 million and $83 million in the second quarter and first six months of 2024. Ark's results included net realized and unrealized investment gains of $51 million and $81 million in the second quarter and first six months of 2025 compared to $20 million and $31 million in the second quarter and first six months of 2024.

Ian Beaton, CEO of Ark, said, “We enjoyed good results for the first half of 2025. Ark's combined ratio was 85% for the second quarter and 90% year to date, both better than prior year. Gross written premiums in the quarter were up 17% year-over-year, aided by the addition of new underwriting teams and classes of business.”

WM Outrigger Re's combined ratio was 44% and 120% in the second quarter and first six months of 2025 compared to 27% and 30% in the second quarter and first six months of 2024. Catastrophe losses in the first six months of 2025 included $19 million of losses related to the California wildfires (net of reinstatement premiums). WM Outrigger Re reported gross and net written premiums of $43 million and $80 million and net earned premiums of $7 million and $19 million in the second quarter and first six months of 2025 compared to gross and net written premiums of $39 million and $73 million and net earned premiums of $8 million and $18 million in the second quarter and first six months of 2024. The increase in gross and net written premiums was driven by White Mountains's larger capital commitment to WM Outrigger Re for the 2025 underwriting year.

WM Outrigger Re reported pre-tax income of $6 million in the second quarter of 2025. Results in the second quarter of 2025 included pre-tax income (loss) of $7 million for the 2025 underwriting year and $(1) million for the 2024 underwriting year. WM Outrigger Re reported pre-tax income of $8 million in the second quarter of 2024. Results in the second quarter of 2024 included pre-tax income of $7 million for the 2024 underwriting year and $1 million for the 2023 underwriting year. WM Outrigger Re reported pre-tax income of $0.3 million in the first six months of 2025. Results in the first six months of 2025 included pre-tax income (loss) of $10 million for the 2025 underwriting year and $(10) million for the 2024 underwriting year. WM Outrigger Re reported pre-tax income of $18 million in the first six months of 2024. Results in the first six months of 2024 included pre-tax income of $14 million for the 2024 underwriting year and $4 million for the 2023 underwriting year.

Through June 30, 2025, WM Outrigger Re generated pre-tax income of $10 million from the 2025 underwriting year, $28 million from the 2024 underwriting year and $76 million from the 2023 underwriting year.

HG Global

HG Global reported gross written premiums of $19 million and $26 million and earned premiums of $7 million and $15 million in the second quarter and first six months of 2025 compared to gross written premiums of $12 million and $21 million and earned premiums of $8 million and $14 million in the second quarter and first six months of 2024. HG Global's total par value of policies assumed was $931 million and $1,358 million in the second quarter and first six months of 2025 compared to $786 million and $1,324 million in the second quarter and first six months of 2024. HG Global's total gross pricing was 206 and 191 basis points in the second quarter and first six months of 2025 compared to 148 and 155 basis points in the second quarter and first six months of 2024.

HG Global reported pre-tax income of $17 million and $42 million in the second quarter and first six months of 2025 compared to $11 million and $17 million in the second quarter and first six months of 2024. HG Global's results included net realized and unrealized investment gains (losses) of $3 million and $13 million in the second quarter and first six months of 2025 compared to $(2) million and $(9) million in the second quarter and first six months of 2024, driven by the movement of interest rates. The fair value of the BAM surplus notes increased to $397 million as of June 30, 2025 compared to $389 million as of March31, 2025, resulting fromapproximately $8 million of accrued interest.

Kevin Pearson, President of HG Global, said, “HG Global had a strong second quarter. Gross written premiums increased 66% year-over-year. Par value assumed increased 18% year-over-year, driven by higher issuance of municipal bonds, and total gross pricing increased 39% year-over-year, reflecting higher primary market pricing.”

We encourage you to read BAM's second quarter statutory financial statements and operating supplement, which will be available on BAM's website at https://bambonds.com/about-bam/credit-rating-and-finanical-information/.

Kudu

Kudu reported total revenues of $20 million, pre-tax income of $11 million and adjusted EBITDA of $16 million in the second quarter of 2025 compared to total revenues of $70 million, pre-tax income of $61 million and adjusted EBITDA of $12 million in the second quarter of 2024. Total revenues, pre-tax income and adjusted EBITDA included $19 million of net investment income in the second quarter of 2025 compared to $16 million in the second quarter of 2024. Total revenues and pre-tax income also included $1 million of net realized and unrealized investment gains in the second quarter of 2025 compared to $55 million in the second quarter of 2024. On a trailing 12 months basis, return on equity was 8% as of June 30, 2025, down from 13% as of March 31, 2025 due to lower net realized and unrealized investment gains.

Kudu reported total revenues of $84 million, pre-tax income of $64 million and adjusted EBITDA of $32 million in the first six months of 2025 compared to total revenues of $81 million, pre-tax income of $63 million and adjusted EBITDA of $26 million in the first six months of 2024. Total revenues, pre-tax income and adjusted EBITDA included $39 million of net investment income in the first six months of 2025 compared to $33 million in the first six months of 2024. Total revenues and pre-tax income also included $45 million of net realized and unrealized investment gains in the first six months of 2025 compared to $48 million in the first six months of 2024.

Rob Jakacki, CEO of Kudu, said, “Kudu had an okay quarter. GAAP ROE dipped to 8%, reflecting lower realized and unrealized gains, while annualized adjusted EBITDA increased 1%, reflecting continued underlying growth. The fair value of our portfolio was flat, holding up well under volatile market conditions. Our pipeline remains active, and we anticipate continued capital deployment through the rest of 2025.”

Bamboo

Bamboo reported commission and fee revenues of $59 million and pre-tax income of $16 million in the second quarter of 2025 compared to commission and fee revenues of $33 million and pre-tax income of $6 million in the second quarter of 2024. Bamboo reported MGA pre-tax income of $15 million and MGA adjusted EBITDA of $26 million in the second quarter of 2025 compared to MGA pre-tax income of $6 million and MGA adjusted EBITDA of $12 million in the second quarter of 2024. Managed premiums, which represent the total premiums placed by Bamboo, were $191 million in the second quarter of 2025 compared to $120 million in the second quarter of 2024. The increase in managed premiums was driven by growth in the renewal book as well as new business volume.

Bamboo reported commission and fee revenues of $103 million and pre-tax income of $22 million in the first six months of 2025 compared to commission and fee revenues of $55 million and pre-tax income of $7 million in the first six months of 2024. Bamboo reported MGA pre-tax income of $25 million and MGA adjusted EBITDA of $46 million in the first six months of 2025 compared to MGA pre-tax income of $7 million and MGA adjusted EBITDA of $18 million in the first six months of 2024. Managed premiums were $338 million in the first six months of 2025 compared to $209 million in the first six months of 2024. The increase in managed premiums was driven by growth in the renewal book as well as new business volume.

Bamboo's estimates for losses to its programs from the January 2025 California wildfires remain unchanged at approximately $160 million as of June 30, 2025.

John Chu, CEO of Bamboo, said, “Bamboo had an excellent quarter. We once again achieved record financial performance across our key financial metrics. Trailing 12 months managed premiums increased to $613 million, up 72% year-over-year, while trailing 12 months MGA adjusted EBITDA increased to $80 million, up 3x year-over-year. Looking ahead, we see continuing opportunities to drive robust, profitable growth in the second half of 2025 and beyond.”

MediaAlpha

As of June 30, 2025, White Mountains owned 17.9 million shares of MediaAlpha, representing a 26% basic ownership interest (24% on a fully-diluted/fully-converted basis). As of June 30, 2025, MediaAlpha's share price was $10.95 per share, which increased from $9.24 per share as of March31, 2025. The carrying value of White Mountains's investment in MediaAlpha was $196 million as of June 30, 2025 compared to $165 million as of March31, 2025. At our current level of ownership, each $1.00 per share increase or decrease in the share price of MediaAlpha will result in an approximate $7.00 per share increase or decrease in White Mountains's book value per share.

We encourage you to read MediaAlpha's second quarter earnings release and related shareholder letter, which is available on MediaAlpha's investor relations website at https://investors.mediaalpha.com.

Other Operations

White Mountains's Other Operations reported pre-tax income (loss) of $36 million and $(23) million in the second quarter and first six months of 2025 compared to $(153) million and $49 million in the second quarter and first six months of 2024. Unrealized investment gains (losses) from White Mountains's investment in MediaAlpha were $31 million and $(6) million in the second quarter and first six months of 2025 compared to net realized and unrealized investment gains (losses) of $(139) million and $72 million in the second quarter and first six months of 2024. Excluding MediaAlpha, net realized and unrealized investment gains were $32 million and $35 million in the second quarter and first six months of 2025 compared to $9 million and $31 million in the second quarter and first six months of 2024. Net investment income was $9 million and $18 million in the second quarter and first six months of 2025 compared to $8 million and $18 million in the second quarter and first six months of 2024.

White Mountains's Other Operations reported other revenues of $57 million and $70 million in the second quarter and first six months of 2025 compared to $15 million and $29 million in the second quarter and first six months of 2024. White Mountains's Other Operations reported cost of sales of $42 million and $50 million in the second quarter and first six months of 2025 compared to $7 million and $15 million in the second quarter and first six months of 2024. The increases in other revenues and cost of sales were driven primarily by the acquisition of Enterprise Solutions by WTM Partners in the second quarter of 2025.

White Mountains's Other Operations reported general and administrative expenses of $54 million and $89 million in the second quarter and first six months of 2025 compared to $43 million and $94 million in the second quarter and first six months of 2024. The increase in general and administrative expenses in the second quarter of 2025 compared to the second quarter of 2024 was driven primarily by parent company transaction costs as well as the acquisition of Enterprise Solutions.

In the second quarter and first six months of 2025, White Mountains's Other Operations reported pre-tax income (loss) of $1 million and $(7) million related to the Bamboo CRV. The results of the Bamboo CRV for the first six months of 2025 included $12 million of losses related to the January 2025 California wildfires. In both the second quarter and first six months of 2024, White Mountains's Other Operations reported pre-tax income of $2 million related to the Bamboo CRV.

Investments

The total consolidated portfolio return was 2.7% in the second quarter of 2025. Excluding MediaAlpha, the total consolidated portfolio return was 2.3% in the second quarter of 2025. The total consolidated portfolio return was -0.1% in the second quarter of 2024. Excluding MediaAlpha, the total consolidated portfolio return was 2.2% in the second quarter of 2024.

The total consolidated portfolio return was 4.5% in the first six months of 2025. Excluding MediaAlpha, the total consolidated portfolio return was 4.7% in the first six months of 2025. The total consolidated portfolio return was 4.5% in the first six months of 2024. Excluding MediaAlpha, the total consolidated portfolio return was 3.5% in the first six months of 2024.

Mark Plourde, President of White Mountains Advisors, said, “Excluding MediaAlpha, the total portfolio was up 2.3% in the quarter, a solid absolute result but mixed versus benchmarks. Our fixed income portfolio returned 1.5%, in-line with the Bloomberg Intermediate Aggregate Index return. The equity portfolio, excluding MediaAlpha, returned 3.4%, behind the S&P 500 Index return of 10.9% in a strong up quarter for common stocks. Equity results were driven by lower relative returns from our market neutral positions and other long-term investments.”

Additional Information

White Mountains is a Bermuda-domiciled financial services holding company traded on the New York Stock Exchange under the symbol WTM and the Bermuda Stock Exchange under the symbol WTM.BH. Additional financial information and other items of interest are available at the Company's website located at www.whitemountains.com. White Mountains expects to file its Form 10-Q today with the Securities and Exchange Commission and urges shareholders to refer to that document for more complete information concerning its financial results.

CONTACT: Rob Seelig (603) 640-2212

WHITE MOUNTAINS INSURANCE GROUP,LTD.CONDENSED CONSOLIDATED BALANCE SHEETS(millions)(Unaudited) June 30, 2025 December 31, 2024 June 30, 2024AssetsP&C Insurance and Reinsurance (Ark/WM Outrigger)Fixed maturity investments $ 1,755.8 $ 1,565.1 $ 1,005.5Common equity securities 435.0 425.4 422.3Short-term investments 611.4 601.4 904.5Other long-term investments 609.1 547.8 491.3Total investments 3,411.3 3,139.7 2,823.6Cash (restricted $4.6, $14.1, $3.6) 162.7 141.2 156.3Reinsurance recoverables 1,044.1 589.0 863.8Insurance premiums receivable 1,451.4 768.6 1,175.4Deferred acquisition costs 344.8 165.2 245.3Goodwill and other intangible assets 292.5 292.5 292.5Other assets 198.7 202.8 147.0Total P&C Insurance and Reinsurance assets 6,905.5 5,299.0 5,703.9Financial Guarantee (HG Global)Fixed maturity investments 670.8 612.1 1,039.4Short-term investments 42.9 55.5 51.3Total investments 713.7 667.6 1,090.7Cash 9.2 11.5 5.0BAM surplus notes, at fair value 396.7 381.7 -Insurance premiums receivable 8.0 4.4 6.4Deferred acquisition costs 90.4 86.6 41.7Other assets 26.5 27.6 36.3Total Financial Guarantee assets 1,244.5 1,179.4 1,180.1Asset Management (Kudu)Short-term investments 42.3 27.9 37.6Other long-term investments 1,127.2 1,014.0 907.1Total investments 1,169.5 1,041.9 944.7Cash 5.7 .6 1.1Accrued investment income 24.1 18.0 15.1Goodwill and other intangible assets 7.8 8.0 8.1Other assets 23.6 39.9 35.4Total Asset Management assets 1,230.7 1,108.4 1,004.4P&C Insurance Distribution (Bamboo)Fixed maturity investments 39.3 40.7 33.2Short-term investments 26.6 17.3 19.8Total investments 65.9 58.0 53.0Cash (restricted $94.9, $59.5, $60.5) 117.6 74.5 68.9Premiums, commissions and fees receivable 54.4 70.0 58.0Goodwill and other intangible assets 347.0 355.0 363.0Other assets 34.6 27.1 18.8Total P&C Insurance Distribution assets 619.5 584.6 561.7Other OperationsFixed maturity investments 170.0 293.7 266.7Common equity securities – 224.6 208.5Investment in MediaAlpha 195.5 201.6 235.2Short-term investments 501.9 262.1 192.3Other long-term investments 570.8 588.4 624.0Total investments 1,438.2 1,570.4 1,526.7Cash 42.6 38.6 23.9Goodwill and other intangible assets 158.1 64.8 67.4Other assets 183.8 80.4 98.8Total Other Operations assets 1,822.7 1,754.2 1,716.8Total assets $ 11,822.9 $ 9,925.6 $ 10,166.9WHITE MOUNTAINS INSURANCE GROUP,LTD.CONDENSED CONSOLIDATED BALANCE SHEETS (CONTINUED)(millions)(Unaudited) June 30, 2025 December 31, 2024 June 30, 2024LiabilitiesP&C Insurance and Reinsurance (Ark/WM Outrigger)Loss and loss adjustment expense reserves $ 2,288.5 $ 2,127.5 $ 1,890.1Unearned insurance premiums 1,847.3 853.3 1,526.1Debt 158.9 154.5 155.0Reinsurance payable 463.8 149.5 367.3Contingent consideration 193.4 155.3 107.3Other liabilities 221.6 224.7 157.2Total P&C Insurance and Reinsurance liabilities 5,173.5 3,664.8 4,203.0Financial Guarantee (HG Global)Unearned insurance premiums 307.9 297.3 333.2Debt 147.6 147.4 147.2Other liabilities 32.8 19.4 52.1Total Financial Guarantee liabilities 488.3 464.1 532.5Asset Management (Kudu)Debt 246.8 238.6 203.3Other liabilities 82.4 78.1 67.9Total Asset Management liabilities 329.2 316.7 271.2P&C Insurance Distribution (Bamboo)Loss and loss adjustment expense reserves 28.8 17.8 16.6Unearned insurance premiums 12.9 31.5 23.6Premiums and commissions payable 93.9 88.1 78.8Debt 104.6 – -Other liabilities 41.0 30.3 28.2Total P&C Insurance Distribution liabilities 281.2 167.7 147.2Other OperationsLoss and loss adjustment expense reserves 14.2 12.1 3.9Unearned insurance premiums 9.4 29.0 22.6Debt 36.7 22.0 24.7Accrued incentive compensation 41.0 79.3 58.5Other liabilities 109.2 38.9 31.1Total Other Operations liabilities 210.5 181.3 140.8Total liabilities 6,482.7 4,794.6 5,294.7EquityWhite Mountains's common shareholders' equityWhite Mountains's common shares and paid-in surplus 576.6 566.4 561.3Retained earnings 4,067.6 3,919.0 3,863.1Accumulated other comprehensive income (loss), after tax:Net unrealized gains (losses) from foreign currency translation .3 (1.7) (1.8)Total White Mountains's common shareholders' equity 4,644.5 4,483.7 4,422.6Noncontrolling interests 695.7 647.3 449.6Total equity 5,340.2 5,131.0 4,872.2Total liabilities and equity $ 11,822.9 $ 9,925.6 $ 10,166.9WHITE MOUNTAINS INSURANCE GROUP,LTD.BOOK VALUE PER SHARE(Unaudited) June 30, 2025 March 31, 2025 December 31, 2024 June 30, 2024Book value per share numerator (in millions):White Mountains's common shareholders' equity $ 4,644.5 $ 4,509.6 $ 4,483.7 $ 4,422.6Book value per share denominator (in thousands of shares):Common shares outstanding 2,575.1 2,573.7 2,568.1 2,568.3Book value per share $ 1,803.57 $ 1,752.17 $ 1,745.87 $ 1,722.02Quarter-to-date change in book value per share, including dividends: 2.9% 0.4% (2.8)% (1.2)%Year-to-date change in book value per share, including dividends: 3.4% 0.4% 5.5% 4.0%Year-to-date dividends per share $ 1.00 $ 1.00 $ 1.00 $ 1.00WHITE MOUNTAINS INSURANCE GROUP,LTD.CONDENSED CONSOLIDATED STATEMENTS OF OPERATIONS(millions)(Unaudited) Three Months Ended June 30, Six Months Ended June 30, 2025 2024 2025 2024Revenues:P&C Insurance and Reinsurance (Ark/WM Outrigger)Earned insurance premiums $ 364.2 $ 318.3 $ 722.2 $ 621.1Net investment income 26.3 22.3 49.8 42.2Net realized and unrealized investment gains (losses) 51.1 20.3 80.6 30.9Other revenues 6.3 2.4 8.5 5.9Total P&C Insurance and Reinsurance revenues 447.9 363.3 861.1 700.1Financial Guarantee (HG Global)Earned insurance premiums 7.1 9.0 15.3 16.8Net investment income 6.5 10.4 12.8 20.1Net realized and unrealized investment gains (losses) 3.1 (4.3) 13.1 (14.4)Interest income from BAM surplus notes 7.5 – 15.0 -Other revenues – .6 .1 1.1Total Financial Guarantee revenues 24.2 15.7 56.3 23.6Asset Management (Kudu)Net investment income 19.3 15.7 38.7 32.9Net realized and unrealized investment gains (losses) .8 54.5 44.8 48.0Other revenues .3 – .7 -Total Asset Management revenues 20.4 70.2 84.2 80.9P&C Insurance Distribution (Bamboo)Commission and fee revenues 59.1 32.7 103.3 54.6Earned insurance premiums 1.6 8.0 16.5 16.4Other revenues 1.8 1.3 4.1 2.1Total P&C Insurance Distribution revenues 62.5 42.0 123.9 73.1Other OperationsEarned insurance premiums 2.3 8.6 16.2 8.6Net investment income 8.6 8.4 18.3 18.3Net realized and unrealized investment gains (losses) 31.8 8.5 34.6 30.7Net realized and unrealized investment gains (losses) from 30.5 (139.2) (6.1) 71.5investment in MediaAlphaCommission and fee revenues 4.2 3.4 8.1 7.0Other revenues 56.8 14.5 70.4 28.9Total Other Operations revenues 134.2 (95.8) 141.5 165.0Total revenues $ 689.2 $ 395.4 $ 1,267.0 $ 1,042.7WHITE MOUNTAINS INSURANCE GROUP,LTD.CONDENSED CONSOLIDATED STATEMENTS OF OPERATIONS (CONTINUED)(millions)(Unaudited) Three Months Ended June 30, Six Months Ended June 30, 2025 2024 2025 2024Expenses:P&C Insurance and Reinsurance (Ark/WM Outrigger)Loss and loss adjustment expenses $ 164.0 $ 175.7 $ 397.5 $ 355.7Acquisition expenses 97.2 68.2 180.7 134.5General and administrative expenses 56.5 42.9 92.4 85.1Change in fair value of contingent consideration 28.4 13.3 38.1 13.3Interest expense 4.3 4.7 8.5 10.1Total P&C Insurance and Reinsurance expenses 350.4 304.8 717.2 598.7Financial Guarantee (HG Global)Acquisition expenses 2.0 2.2 3.9 4.4General and administrative expenses 1.0 17.2 1.6 34.5Interest expense 4.5 4.1 9.1 7.6Total Financial Guarantee expenses 7.5 23.5 14.6 46.5Asset Management (Kudu)General and administrative expenses 3.6 3.5 7.6 6.9Interest expense 6.1 5.4 12.5 11.0Total Asset Management expenses 9.7 8.9 20.1 17.9P&C Insurance Distribution (Bamboo)Broker commission expenses 19.8 12.7 35.3 22.0Loss and loss adjustment expenses 1.7 4.3 12.6 10.1Acquisition expenses (.6) 2.9 6.0 6.0General and administrative expenses 22.6 15.7 42.6 27.7Interest expense 2.9 – 5.0 -Total P&C Insurance Distribution expenses 46.4 35.6 101.5 65.8Other OperationsLoss and loss adjustment expenses .8 3.9 18.2 3.9Acquisition expenses .9 2.6 6.0 2.6Cost of sales 42.4 7.0 49.9 14.6General and administrative expenses 53.8 43.2 89.3 93.5Interest expense .8 .6 1.3 1.3Total Other Operations expenses 98.7 57.3 164.7 115.9Total expenses 512.7 430.1 1,018.1 844.8Pre-tax income (loss) 176.5 (34.7) 248.9 197.9Income tax (expense) benefit (12.9) (6.5) (22.5) (17.3)Net income (loss) 163.6 (41.2) 226.4 180.6Net (income) loss attributable to noncontrolling interests (40.7) (13.4) (69.6) 1.2Net income (loss) attributable to White Mountains's common shareholders $ 122.9 $ (54.6) $ 156.8 $ 181.8WHITE MOUNTAINS INSURANCE GROUP,LTD.CONDENSED CONSOLIDATED STATEMENTS OF COMPREHENSIVE INCOME (LOSS)(millions)(Unaudited) Three Months Ended June 30, Six Months Ended June 30, 2025 2024 2025 2024Net income (loss) attributable to White Mountains's common shareholders $ 122.9 $ (54.6) $ 156.8 $ 181.8Other comprehensive income (loss), net of tax 1.1 .1 3.1 (.2)Comprehensive income (loss) 124.0 (54.5) 159.9 181.6Other comprehensive (income) loss attributable to noncontrolling interests (.3) (.1) (1.1) -Comprehensive income (loss) attributable to White Mountains's common shareholders $ 123.7 $ (54.6) $ 158.8 $ 181.6WHITE MOUNTAINS INSURANCE GROUP,LTD.EARNINGS PER SHARE(Unaudited)Earnings (loss) per share attributable to White Mountains's Three Months Ended June 30, Six Months Ended June 30,common shareholders 2025 2024 2025 2024Basic earnings (loss) per share $ 47.75 $ (21.24) $ 60.99 $ 70.93Diluted earnings (loss) per share $ 47.75 $ (21.24) $ 60.99 $ 70.93Dividends declared and paid per White Mountains's common share $ – $ – $ 1.00 $ 1.00WHITE MOUNTAINS INSURANCE GROUP,LTD.QTD SEGMENT STATEMENTS OF PRE-TAX INCOME (LOSS)(millions)(Unaudited)For the Three Months Ended June 30, 2025 Ark/WM Outrigger Ark WM HG Global Kudu Bamboo Other Total Outrigger Operations ReRevenues:Earned insurance premiums $ 357.1 $ 7.1 $ 7.1 $ – $ 1.6 $ 2.3 $ 375.2Net investment income (1) 24.1 2.2 6.5 19.3 .7 8.6 61.4Net realized and unrealized 51.1 – 3.1 .8 – 31.8 86.8investment gains (losses) (1)Net realized and unrealized – – – – – 30.5 30.5investment gains (losses)from investment in MediaAlphaInterest income from – – 7.5 – – – 7.5BAM surplus notesCommission and fee revenues – – – – 59.1 4.2 63.3Other revenues 6.3 – – .3 1.1 56.8 64.5Total revenues 438.6 9.3 24.2 20.4 62.5 134.2 689.2Expenses:Loss and loss adjustment expenses 162.3 1.7 – – 1.7 .8 166.5Acquisition expenses 95.8 1.4 2.0 – (.6) .9 99.5Cost of sales – – – – – 42.4 42.4Broker commission expenses – – – – 19.8 – 19.8General and administrative expenses 56.5 – 1.0 3.6 22.6 53.8 137.5Change in fair value of contingent 28.4 – – – – – 28.4considerationInterest expense 4.3 – 4.5 6.1 2.9 .8 18.6Total expenses 347.3 3.1 7.5 9.7 46.4 98.7 512.7Pre-tax income (loss) $ 91.3 $ 6.2 $ 16.7 $ 10.7 $ 16.1 $ 35.5 $ 176.5(1) Bamboo's net investment income and net realized and unrealized investment gains (losses) are included in other revenues in the consolidated statement of operations.WHITE MOUNTAINS INSURANCE GROUP,LTD.QTD SEGMENT STATEMENTS OF PRE-TAX INCOME (LOSS) (CONTINUED)(millions)(Unaudited)For the Three Months Ended June 30, 2024 Ark/WM Outrigger HG Global Ark WM HG Global BAM Kudu Bamboo Other Total Outrigger Re OperationsRevenues:Earned insurance premiums $ 310.8 $ 7.5 $ 7.5 $ 1.5 $ – $ 8.0 $ 8.6 $ 343.9Net investment income (1) 19.3 3.0 5.9 4.5 15.7 0.6 8.4 57.4Net realized and unrealized 20.3 – (2.0) (2.3) 54.5 – 8.5 79.0investment gains (losses) (1)Net realized and unrealized – – – – – – (139.2) (139.2)investment gains (losses)from investment in MediaAlphaInterest income (expense) from – – 6.6 (6.6) – – – -BAM surplus notesCommission and fee revenues – – – – – 32.7 3.4 36.1Other revenues 2.4 – – .6 – .7 14.5 18.2Total revenues 352.8 10.5 18.0 (2.3) 70.2 42.0 (95.8) 395.4Expenses:Loss and loss adjustment expenses 176.0 (.3) – – – 4.3 3.9 183.9Acquisition expenses 65.9 2.3 2.2 – – 2.9 2.6 75.9Cost of sales – – – – – – 7.0 7.0Broker commission expenses – – – – – 12.7 – 12.7General and administrative expenses 42.8 .1 .6 16.6 3.5 15.7 43.2 122.5Change in fair value of contingent consideration 13.3 – – – – – – 13.3Interest expense 4.7 – 4.1 – 5.4 – .6 14.8Total expenses 302.7 2.1 6.9 16.6 8.9 35.6 57.3 430.1Pre-tax income (loss) $ 50.1 $ 8.4 $ 11.1 $ (18.9) $ 61.3 $ 6.4 $ (153.1) $ (34.7)(1) Bamboo's net investment income and net realized and unrealized investment gains (losses) are included in other revenues in the consolidated statement of operations.WHITE MOUNTAINS INSURANCE GROUP,LTD.YTD SEGMENT STATEMENTS OF PRE-TAX INCOME (LOSS)(millions)(Unaudited)For the Six Months Ended June 30, 2025 Ark/WM Outrigger Ark WM HG Global Kudu Bamboo Other Total Outrigger Operations ReRevenues:Earned insurance premiums $ 703.1 $ 19.1 $ 15.3 $ – $ 16.5 $ 16.2 $ 770.2Net investment income (1) 45.4 4.4 12.8 38.7 1.4 18.3 121.0Net realized and unrealized 80.7 (.1) 13.1 44.8 .3 34.6 173.4investment gains (losses) (1)Net realized and unrealized – – – – – (6.1) (6.1)investment gains (losses)from investment in MediaAlphaInterest income from – – 15.0 – – – 15.0BAM surplus notesCommission and fee revenues – – – – 103.3 8.1 111.4Other revenues 8.5 – .1 .7 2.4 70.4 82.1Total revenues 837.7 23.4 56.3 84.2 123.9 141.5 1,267.0Expenses:Loss and loss adjustment expenses 375.6 21.9 – – 12.6 18.2 428.3Acquisition expenses 179.6 1.1 3.9 – 6.0 6.0 196.6Cost of sales – – – – – 49.9 49.9Broker commission expenses – – – – 35.3 – 35.3General and administrative expenses 92.3 .1 1.6 7.6 42.6 89.3 233.5Change in fair value of contingent 38.1 – – – – – 38.1considerationInterest expense 8.5 – 9.1 12.5 5.0 1.3 36.4Total expenses 694.1 23.1 14.6 20.1 101.5 164.7 1,018.1Pre-tax income (loss) $ 143.6 $ .3 $ 41.7 $ 64.1 $ 22.4 $ (23.2) $ 248.9(1) Bamboo's net investment income and net realized and unrealized investment gains (losses) are included in other revenues in the consolidated statement of operations.WHITE MOUNTAINS INSURANCE GROUP,LTD.YTD SEGMENT STATEMENTS OF PRE-TAX INCOME (LOSS) (CONTINUED)(millions)(Unaudited)For the Six Months Ended June 30, 2024 Ark/WM Outrigger HG Global Ark WM HG BAM Kudu Bamboo Other Total Outrigger Re Global OperationsRevenues:Earned insurance premiums $ 603.3 $ 17.8 $ 14.0 $ 2.8 $ – $ 16.4 $ 8.6 $ 662.9Net investment income (1) 36.3 5.9 11.3 8.8 32.9 .9 18.3 114.4Net realized and unrealized 30.9 – (9.3) (5.1) 48.0 (.1) 30.7 95.1investment gains (losses) (1)Net realized and unrealized – – – – – – 71.5 71.5investment gains (losses)from investment in MediaAlphaInterest income (expense) from – – 13.2 (13.2) – – – -BAM surplus notesCommission and fee revenues – – – – – 54.6 7.0 61.6Other revenues 5.9 – – 1.1 – 1.3 28.9 37.2Total revenues 676.4 23.7 29.2 (5.6) 80.9 73.1 165.0 1,042.7Expenses:Loss and loss adjustment expenses 355.3 .4 – – – 10.1 3.9 369.7Acquisition expenses 129.6 4.9 4.0 .4 – 6.0 2.6 147.5Broker commission expenses – – – – – 22.0 – 22.0Cost of sales – – – – – – 14.6 14.6General and administrative expenses 85.0 .1 1.0 33.5 6.9 27.7 93.5 247.7Change in fair value of contingent 13.3 – – – – – – 13.3considerationInterest expense 10.1 – 7.6 – 11.0 – 1.3 30.0Total expenses 593.3 5.4 12.6 33.9 17.9 65.8 115.9 844.8Pre-tax income (loss) $ 83.1 $ 18.3 $ 16.6 $ (39.5) $ 63.0 $ 7.3 $ 49.1 $ 197.9(1) Bamboo's net investment income and net realized and unrealized investment gains (losses) are included in other revenues in the consolidated statement of operations.WHITE MOUNTAINS INSURANCE GROUP,LTD.SELECTED FINANCIAL DATA($ in millions)(Unaudited)Ark/WM Outrigger Three Months Ended June 30, 2025 Ark WM Elimination Total Outrigger ReInsurance premiums:Gross written premiums $ 815.2 $ 42.6 $ (42.6) $ 815.2Net written premiums $ 536.0 $ 42.6 $ – $ 578.6Net earned premiums $ 357.1 $ 7.1 $ – $ 364.2Insurance expenses:Loss and loss adjustment expenses $ 162.3 $ 1.7 $ – $ 164.0Acquisition expenses 95.8 1.4 – 97.2Other underwriting expenses (1) 46.3 – – 46.3Total insurance expenses $ 304.4 $ 3.1 $ – $ 307.5Insurance ratios:Loss and loss adjustment expenses 45.4% 23.9% -% 45.0%Acquisition expenses 26.8 19.8 – 26.7Other underwriting expenses 13.0 – – 12.7Combined Ratio 85.2% 43.7% -% 84.4%(1) Included within general and administrative expenses in the consolidated statement of operations.Ark/WM Outrigger Three Months Ended June 30, 2024 Ark WM Elimination Total Outrigger ReInsurance premiums:Gross written premiums $ 697.0 $ 38.9 $ (38.9) $ 697.0Net written premiums $ 463.9 $ 38.9 $ – $ 502.8Net earned premiums $ 310.8 $ 7.5 $ – $ 318.3Insurance expenses:Loss and loss adjustment expenses $ 176.0 $ (.3) $ – $ 175.7Acquisition expenses 65.9 2.3 – 68.2Other underwriting expenses(1) 33.1 – – 33.1Total insurance expenses $ 275.0 $ 2.0 $ – $ 277.0Insurance ratios:Loss and loss adjustment expense 56.6% (4.0)% -% 55.2%Acquisition expense 21.2 30.7 – 21.4Other underwriting expense 10.7 – – 10.4Combined Ratio 88.5% 26.7% -% 87.0%(1) Included within general and administrative expenses in the consolidated statement of operations.WHITE MOUNTAINS INSURANCE GROUP,LTD.SELECTED FINANCIAL DATA (CONTINUED)($ in millions)(Unaudited)Ark/WM Outrigger Six Months Ended June 30, 2025 Ark WM Elimination Total Outrigger ReInsurance premiums:Gross written premiums $ 1,922.8 $ 80.1 $ (80.1) $ 1,922.8Net written premiums $ 1,226.2 $ 80.1 $ – $ 1,306.3Net earned premiums $ 703.1 $ 19.1 $ – $ 722.2Insurance expenses:Loss and loss adjustment expenses $ 375.6 $ 21.9 $ – $ 397.5Acquisition expenses 179.6 1.1 – 180.7Other underwriting expenses (1) 74.8 – – 74.8Total insurance expenses $ 630.0 $ 23.0 $ – $ 653.0Insurance ratios:Loss and loss adjustment expense 53.4% 114.7% -% 55.0%Acquisition expense 25.5 5.7 – 25.0Other underwriting expense 10.6 – – 10.4Combined Ratio 89.5% 120.4% -% 90.4%(1) Included within general and administrative expenses in the consolidated statement of operations.Ark/WM Outrigger Six Months Ended June 30, 2024 Ark WM Elimination Total Outrigger ReInsurance premiums:Gross written premiums $ 1,569.1 $ 73.2 $ (73.2) $ 1,569.1Net written premiums $ 1,027.6 $ 73.2 $ – $ 1,100.8Net earned premiums $ 603.3 $ 17.8 $ – $ 621.1Insurance expenses:Loss and loss adjustment expenses $ 355.3 $ .4 $ – $ 355.7Acquisition expenses 129.6 4.9 – 134.5Other underwriting expenses (1) 63.6 – – 63.6Total insurance expenses $ 548.5 $ 5.3 $ – $ 553.8Insurance ratios:Loss and loss adjustment expense 58.9% 2.3% -% 57.3%Acquisition expense 21.5 27.5 – 21.7Other underwriting expense 10.5 – – 10.2Combined Ratio 90.9% 29.8% -% 89.2%(1) Included within general and administrative expenses in the consolidated statement of operations.WHITE MOUNTAINS INSURANCE GROUP, LTD.SELECTED FINANCIAL DATA (CONTINUED)($ in millions)(Unaudited) Three Months Ended June 30, Six Months Ended June 30,HG Global 2025 2024 2025 2024Par value assumed:Par value of primary market policies assumed (1) $ 840.1 $ 695.4 $ 1,167.1 $ 1,178.0Par value of secondary market policies assumed (1) 90.4 90.5 190.7 145.9Total par value of policies assumed $ 930.5 $ 785.9 $ 1,357.8 $ 1,323.9Reinsurance premiums:Gross written premiums from primary market $ 16.7 $ 6.8 $ 20.5 $ 13.7Gross written premiums from secondary market 2.5 4.8 5.4 6.8Total gross written premiums 19.2 11.6 25.9 20.5Ceding commission paid 5.8 3.4 7.8 6.0Total gross written premiums net of ceding commission paid $ 13.4 $ 8.2 $ 18.1 $ 14.5Earned premiums $ 7.1 $ 7.5 $ 15.3 $ 14.0Pricing:Gross pricing from primary market 199 bps 98 bps 176 bps 116 bpsGross pricing from secondary market 277 bps 530 bps 283 bps 466 bpsTotal gross pricing 206 bps 148 bps 191 bps 155 bpsTotal pricing net of ceding commission paid 144 bps 104 bps 133 bps 110 bps(1) For capital appreciation bonds, par is adjusted to the estimated equivalent par value for current interest paying bonds.HG Global As of As of As of June 30, 2025 December 31, 2024 June 30, 2024Unearned premiums $ 307.9 $ 297.3 $ 280.4Deferred acquisition costs 90.4 86.6 81.0Unearned premiums, net of deferred acquisition costs $ 217.5 $ 210.7 $ 199.4WHITE MOUNTAINS INSURANCE GROUP,LTD.SELECTED FINANCIAL DATA (CONTINUED)($ in millions)(Unaudited)Kudu Three Months Three Months Six Months Six Months Twelve Months Ended June 30, Ended June 30, Ended June 30, Ended June 30, Ended June 30, 2024 2025 2024 2025 2025Net investment income (1) $ 15.7 $ 19.3 $ 32.9 $ 38.7 $ 72.5Net realized and unrealized investment 54.5 .8 48.0 44.8 48.1gains (losses)Other revenues – .3 – .7 1.5Total revenues 70.2 20.4 80.9 84.2 122.1General and administrative expenses 3.5 3.6 6.9 7.6 16.1Interest expense 5.4 6.1 11.0 12.5 23.6Total expenses 8.9 9.7 17.9 20.1 39.7GAAP pre-tax income (loss) 61.3 10.7 63.0 64.1 82.4Income tax (expense) benefit (9.9) 1.0 (9.1) (10.6) (18.3)GAAP net income (loss) 51.4 11.7 53.9 53.5 64.1Add back:Interest expense 5.4 6.1 11.0 12.5 23.6Income tax expense (benefit) 9.9 (1.0) 9.1 10.6 18.3Depreciation expense – – – – .1Amortization of other intangible assets .1 .1 .2 .2 .3EBITDA 66.8 16.9 74.2 76.8 106.4Exclude:Net realized and unrealized investment (54.5) (.8) (48.0) (44.8) (48.1)(gains) lossesNon-cash equity-based compensation – – – – .3expenseTransaction expenses .1 .1 .1 – 1.6Adjusted EBITDA $ 12.4 $ 16.2 $ 26.3 $ 32.0 $ 60.2Adjustment to annualize partial year revenues from participation contracts acquired 5.1Adjustment to remove partial year revenues from participation contracts sold -Annualized adjusted EBITDA $ 65.3GAAP net investment income (1) $ 72.5Adjustment to annualize partial year revenues from participation contracts acquired 5.1Adjustment to remove partial year revenues from participation contracts sold -Annualized revenue $ 77.6Net equity capital drawn $ 481.2Debt capital drawn 253.3Total net capital drawn and invested (2) $ 734.5GAAP net investment income 9.9%revenue yieldCash revenue yield 10.6%Return on equity 7.8%(1) Net investment income includes revenues from participation contracts and income from short-term and other long-term investments.(2) Total net capital drawn represents equity and debt capital drawn and invested less cumulative distributions.WHITE MOUNTAINS INSURANCE GROUP,LTD.SELECTED FINANCIAL DATA (CONTINUED)(millions)(Unaudited) Three Months Ended June 30, Six Months Ended June 30,Kudu 2025 2024 2025 2024Beginning balance of Kudu's participation contracts (1) $ 1,120.4 $ 884.2 $ 1,008.4 $ 890.5Contributions to participation contracts .2 .2 68.2 0.2Proceeds from participation contracts sold (2) – (37.5) – (37.5)Net realized and unrealized investment gains (losses) on 9.1 (3.2) 9.1 (6.3)participation contracts sold and pending sale(3)Net unrealized investment gains (losses) on participation (8.6) 57.6 35.4 54.4contracts – all other (4)Ending balance of Kudu's participation contracts (5) $ 1,121.1 $ 901.3 $ 1,121.1 $ 901.3(1) As of March 31, 2025, March 31, 2024, December 31, 2024 and December 31, 2023,Kudu's other long-term investments also include $5.8, $5.7, $5.6 and $5.8 related to a private debt instrument.(2) Includes $28.1 of proceeds receivable from participation contracts sold during the three and six months ended June 30, 2024.(3) Includes net realized and unrealized investment gains (losses) recognized from participation contracts beginning in the quarter a contract is classified as pending sale.(4) Includes net unrealized investment gains (losses) recognized from (i) ongoing participation contracts and (ii) participation contracts prior to classification as pending sale.(5) As of June 30, 2025 and June 30, 2024,Kudu's other long-term investments also include $6.1 and $5.8 related to a private debt instrument.WHITE MOUNTAINS INSURANCE GROUP,LTD.SELECTED FINANCIAL DATA (CONTINUED)(millions)(Unaudited)Bamboo Three Months Three Months Six Months Six Months Twelve Months Ended June 30, Ended June 30, Ended June 30, Ended June 30, Ended June 30, 2024 2025 2024 2025 2025Commission and fee revenues $ 32.7 $ 59.1 $ 54.6 $ 103.3 $ 183.3Earned insurance premiums 8.0 1.6 16.4 16.5 39.5Other revenues 1.3 1.8 2.1 4.1 7.8Total revenues 42.0 62.5 73.1 123.9 230.6Broker commission expenses 12.7 19.8 22.0 35.3 64.6Loss and loss adjustment expenses 4.3 1.7 10.1 12.6 23.1Acquisition expenses 2.9 (.6) 6.0 6.0 14.1General and administrative expenses 15.7 22.6 27.7 42.6 76.0Interest expense – 2.9 – 5.0 5.0Total expenses 35.6 46.4 65.8 101.5 182.8GAAP pre-tax income (loss) 6.4 16.1 7.3 22.4 47.8Income tax (expense) benefit (2.2) (3.2) (1.5) (7.6) (13.0)GAAP net income (loss) 4.2 12.9 5.8 14.8 34.8Exclude:Net (income) loss, Bamboo captive (.4) (1.1) – 2.8 1.8MGA net income (loss) 3.8 11.8 5.8 17.6 36.6Add back:Interest expense – 2.9 – 5.0 5.0Income tax expense (benefit) 2.2 3.2 1.5 7.6 13.0Depreciation expense – .3 – .5 .8Amortization of other intangible assets 4.3 4.0 8.5 8.0 15.9MGA EBITDA 10.3 22.2 15.8 38.7 71.3Exclude:Non-cash equity-based compensation expense .3 2.3 .6 3.1 4.1Software implementation expenses .4 1.0 .9 1.9 2.9Restructuring expenses .5 .1 .6 1.8 2.0MGA adjusted EBITDA $ 11.5 $ 25.6 $ 17.9 $ 45.5 $ 80.3

Regulation G

This earnings release includes non-GAAP financial measures that have been reconciled from their most comparable GAAP financial measures.

— Kudu's EBITDA, adjusted EBITDA, annualized adjusted EBITDA, annualized revenue and cash revenue yield are non-GAAP financial measures.

EBITDA is a non-GAAP financial measure that adds back interest expense on debt, income tax (expense) benefit, depreciation and amortization of other intangible assets to GAAP net income (loss).

Adjusted EBITDA is a non-GAAP financial measure that excludes certain other items in GAAP net income (loss) in addition to those added back to calculate EBITDA. The items relate to (i) net realized and unrealized investment gains (losses) on Kudu's revenue and earnings participation contracts, (ii) non-cash equity-based compensation expense and (iii) transaction expenses. A description of each item follows:

—

— Net realized and unrealized investment gains (losses)- Represents net unrealized investment gains and losses recorded on Kudu's revenue and earnings participation contracts, which are recorded at fair value under GAAP, and realized investment gains and losses from participation contracts sold during the period.

— Non-cash equity-based compensation expense- Represents non-cash expenses related to Kudu's management compensation that are settled with equity units in Kudu.

— Transaction expenses- Represents costs directly related to Kudu's mergers and acquisitions activity, such as external lawyer, banker, consulting and placement agent fees, which are not capitalized and are expensed under GAAP.

Annualized adjusted EBITDA is a non-GAAP financial measure that (i) annualizes partial year revenues related toKudu's revenue and earnings participation contracts acquired during the previous 12-month period and (ii) removes partial year revenues related to revenue and earnings participation contracts sold during the previous 12-month period.

Annualized revenue is a non-GAAP financial measure that adds the adjustments for annualized adjusted EBITDA to GAAP net investment income.

Cash revenue yield is a non-GAAP financial measure that is derived using annualized revenue as a percentage of total net capital drawn and invested. The most directly comparable GAAP financial measure is net investment income revenue yield, which is derived using GAAP net investment income as a percentage of total net capital drawn and invested.

White Mountains believes that these non-GAAP financial measures are useful to management and investors in evaluating Kudu's performance. White Mountains also believes that annualized adjusted EBITDA is useful to management and investors in understanding the full earnings profile of Kudu's business as of the end of any 12-month period. See page 19 for the reconciliation of Kudu's GAAP net income (loss) to EBITDA, adjusted EBITDA and annualized adjusted EBITDA, and the reconciliation of Kudu's GAAP net investment income to annualized revenue.

— Bamboo's MGA pre-tax income (loss), MGA net income (loss), MGA EBITDA and MGA adjusted EBITDA are non-GAAP financial measures.

MGA pre-tax income (loss) and MGA net income (loss) are non-GAAP financial measures that exclude the results of the Bamboo captive, which is consolidated under GAAP, from Bamboo's consolidated GAAP pre-tax income (loss) and net income (loss).

The following table presents the reconciliation from Bamboo's consolidated GAAP pre-tax income (loss) to MGA pre-tax income (loss):

Three Months Ended June 30, Six Months Ended June 30,Millions 2025 2024 2025 2024Bamboo's consolidated GAAP pre-tax income (loss) $ 16.1 $ 6.4 $ 22.4 $ 7.3Remove pre-tax (income) loss, Bamboo captive (1.1) (.4) 2.8 -MGA pre-tax income (loss) $ 15.0 $ 6.0 $ 25.2 $ 7.3

MGA EBITDA is a non-GAAP financial measure that adds back interest expense on debt, income tax (expense) benefit, depreciation and amortization of other intangible assets to MGA net income (loss).

MGA adjusted EBITDA is a non-GAAP financial measure that excludes certain other items in GAAP net income (loss) in addition to those added back to calculate MGA EBITDA. The items relate to (i) non-cash equity-based compensation expense, (ii) software implementation expenses and (iii) restructuring expenses. A description of each item follows:

—

— Non-cash equity-based compensation expense- Represents non-cash expenses related to Bamboo's management compensation that are settled with equity units in Bamboo.

— Software implementation expenses- Represents costs directly related to Bamboo's implementation of new software.

— Restructuring expenses- Represents costs directly related to Bamboo's corporate restructuring and capital planning activities.

White Mountains believes that these non-GAAP financial measures are useful to management and investors in evaluating Bamboo's performance. See page 21 for the reconciliation of Bamboo's consolidated GAAP net income (loss) to MGA net income (loss), MGA EBITDA and MGA adjusted EBITDA.

— Total consolidated portfolio return excluding MediaAlpha and total equity portfolio return excluding MediaAlpha are non-GAAP financial measures that remove the net investment income and net realized and unrealized investment gains (losses) from White Mountains's investment in MediaAlpha. White Mountains believes these measures to be useful to management and investors by showing the underlying performance of White Mountains's investment portfolio and equity portfolio without regard to White Mountains's investment in MediaAlpha. The following tables present reconciliations from GAAP to the reported percentages:

Three Months Ended June 30, Six Months Ended June 30, 2025 2024 2025 2024Total consolidated portfolio return 2.7% (0.1)% 4.5% 4.5%Remove MediaAlpha (0.4) 2.3 0.2 (1.0)Total consolidated portfolio return excluding MediaAlpha 2.3% 2.2% 4.7% 3.5% Three Months Ended June 30, 2025Total equity portfolio return 4.2%Remove MediaAlpha (0.8)Total equity portfolio return excluding MediaAlpha 3.4%

Safe Harbor Statement under the Private Securities Litigation Reform Act of 1995

This earnings release may contain “forward-looking statements” within the meaning of Section27A of the Securities Act of 1933 and Section21E of the Securities Exchange Act of 1934. All statements, other than statements of historical facts, included or referenced in this release which address activities, events or developments which White Mountains expects or anticipates will or may occur in the future are forward-looking statements. The words “could”, “will”, “believe”, “intend”, “expect”, “anticipate”, “project”, “estimate”, “predict” and similar expressions are also intended to identify forward-looking statements. These forward-looking statements include, among others, statements with respect to White Mountains's:

— change in book value per share or return on equity;

— business strategy;

— financial and operating targets or plans;

— incurred loss and loss adjustment expenses and the adequacy of its loss and loss adjustment expense reserves and related reinsurance;

— projections of revenues, income (or loss), earnings (or loss) per share, EBITDA, adjusted EBITDA, dividends, market share or other financial forecasts of White Mountains or its businesses;

— expansion and growth of its business and operations; and

— future capital expenditures.

These statements are based on certain assumptions and analyses made by White Mountains in light of its experience and perception of historical trends, current conditions and expected future developments, as well as other factors believed to be appropriate in the circumstances. However, whether actual results and developments will conform to its expectations and predictions is subject to risks and uncertainties that could cause actual results to differ materially from expectations, including:

— the risks that are described from time to time in White Mountains's filings with the Securities and Exchange Commission, including but not limited to White Mountains's 2024 Annual Report on Form 10-K;

— claims arising from catastrophic events, such as hurricanes, windstorms, earthquakes, floods, wildfires, tornadoes, tsunamis, severe weather, public health crises, terrorist attacks, war and war-like actions, explosions, infrastructure failures or cyber attacks;

— recorded loss reserves subsequently proving to have been inadequate;

— the market value of White Mountains's investment in MediaAlpha;

— business opportunities (or lack thereof) that may be presented to it and pursued;

— actions taken by rating agencies, such as financial strength or credit ratings downgrades or placing ratings on negative watch;

— the continued availability of capital and financing;

— the continued availability of fronting and reinsurance capacity;

— deterioration of general economic, market or business conditions, including due to outbreaks of contagious disease and corresponding mitigation efforts;

— competitive forces, including the conduct of other insurers;

— changes in domestic or foreign laws or regulations, or their interpretation, applicable to White Mountains, its competitors or its customers; and

— other factors, most of which are beyond White Mountains's control.

Consequently, all of the forward-looking statements made in this earnings release are qualified by these cautionary statements, and there can be no assurance that the actual results or developments anticipated by White Mountains will be realized or, even if substantially realized, that they will have the expected consequences to, or effects on, White Mountains or its business or operations. White Mountains assumes no obligation to publicly update any such forward-looking statements, whether as a result of new information, future events or otherwise.

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