HAMILTON, Bermuda, Aug. 7, 2024 /PRNewswire/ -- White Mountains Insurance Group, Ltd. (NYSE: WTM) reported book value per share of $1,722 and adjusted book value per share of $1,777 as of June 30, 2024. Book value per share and adjusted book value per share both decreased 1% in the second quarter of 2024 and increased 4% in the first six months of 2024, including dividends. Manning Rountree, CEO, commented, "ABVPS was down 1% in the quarter, due primarily to our investment in MediaAlpha. Excluding MediaAlph ...

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the period ended March 31, 2024 OR Bermuda (State or other jurisdiction of incorporation or organization) 94-2708455 23 South Main Street, Suite 3B (I.R.S. Employer Identification No.) Hanover, 03755-2053 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commis ...

Exhibit 99.1 Ark's combined ratio was 94% in both the first quarter of 2024 and 2023. Ark's combined ratio in the first quarter of 2024 included slight net favorable prior year development compared to three points of net unfavorable prior year development in the first quarter of 2023, primarily due to Winter Storm Elliott. Ark's combined ratio in the first quarter of 2024 and 2023 both included minimal catastrophe losses. Non-catastrophe losses in the first quarter of 2024 included $15 million on a net basi ...

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2023 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 1-8993 WHITE MOUNTAINS INSURANCE GROUP, LTD. (Exact name of Registrant as specified in its charter) Bermuda 94-2708455 (State or other jurisdiction ...

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the period ended September 30, 2023 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 1-8993 WHITE MOUNTAINS INSURANCE GROUP, LTD. (Exact name of Registrant as specified in its charter) Bermuda (State or other jurisdiction of incorpora ...

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the period ended June 30, 2023 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 1-8993 WHITE MOUNTAINS INSURANCE GROUP, LTD. (Exact name of Registrant as specified in its charter) Bermuda (State or other jurisdiction of incorporation ...

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 1-8993 WHITE MOUNTAINS INSURANCE GROUP, LTD. (Exact name of Registrant as specified in its charter) Bermuda (State or other jurisdiction of incorporation or organization) 94-2708455 23 South Main Street, Suite 3B (I.R.S. Employer Identification No.) Hanover, 03755-2053 (Address of principal ...

Financial Performance - White Mountains ended 2022 with a book value per share of $1,457, reflecting a 24% increase, and an adjusted book value per share of $1,495, which increased by 26% including dividends [285]. - Comprehensive income attributable to common shareholders was $788 million in 2022, a significant recovery from a loss of $(273) million in 2021 [285]. - Net income attributable to White Mountains's common shareholders was $792.8 million in 2022, compared to a loss of $275.4 million in 2021 [310]. - Total revenues for 2022 reached $1,157.9 million, a significant increase from $614.4 million in 2021, marking an 88% rise [310]. - The company reported total expenses of $1,307.3 million in 2022, up from $888.0 million in 2021, an increase of 47% [310]. - The company reported a pre-tax loss of $135.0 million in the Financial Guarantee segment for 2022, worsening from a loss of $42.4 million in 2021 [310]. Insurance Operations - Ark reported gross written premiums of $1,452 million in 2022, up from $1,059 million in 2021, with a GAAP combined ratio improving to 82% from 87% [289]. - P&C Insurance and Reinsurance revenues rose to $1,009.5 million in 2022, up from $668.5 million in 2021, indicating a 51% increase [310]. - Ark's GAAP combined ratio improved to 82% in 2022 from 87% in 2021, with catastrophe losses contributing 13 points in 2022 compared to 10 points in 2021 [344]. - The adjusted combined ratio for Ark was 81% in 2022, down from 85% in 2021, reflecting similar underlying drivers as the GAAP combined ratio [345]. - Gross written premiums and MSC collected in the HG Global/BAM segment totaled $147 million in 2022, up from $118 million in 2021 [317]. Investment Performance - The total consolidated portfolio return on invested assets was -1.6% in 2022, including $93 million of net unrealized investment losses from MediaAlpha [293]. - White Mountains's investment in MediaAlpha was valued at $169 million as of December 31, 2022, down from $262 million in 2021 [292]. - The portfolio of common equity securities, including MediaAlpha, returned 2.3% in 2022, impacted by $93 million of net unrealized investment losses from MediaAlpha [374]. - Other long-term investments returned 10.5% in 2022, down from 20.7% in 2021, driven by net investment income and gains from Kudu's Participation Contracts [378]. - The total investment portfolio was valued at $5,170 million as of December 31, 2022, an increase from $4,265.3 million in 2021, with fixed maturity investments comprising 37.2% of the total [390]. Shareholder Returns - White Mountains repurchased 461,256 common shares for $616 million at an average price of $1,335.11, representing 92% of book value per share [287]. - Year-to-date dividends paid per share remained stable at $1.00 for both 2022 and 2021 [306]. - White Mountains declared and paid a $3 million cash dividend to common shareholders during 2022 [433]. - During 2022, Ark paid $21 million in dividends to shareholders, with $15 million paid to White Mountains [418]. - Kudu distributed $110 million to unitholders in 2022, with $100 million paid to White Mountains [419]. Debt and Capital Structure - Total debt from continuing operations increased to $575.2 million as of December 31, 2022, compared to $420.9 million in 2021 [421]. - The total adjusted capital of White Mountains as of December 31, 2022, was $4,742.9 million, with a total debt to total adjusted capital ratio of 12.1% [421]. - As of December 31, 2022, BAM's debt service model indicated that the BAM Surplus Notes would be fully repaid approximately six years prior to final maturity [325]. Transactions and Acquisitions - The net gain from the NSM Transaction contributed $876 million in Q3 2022, with $1.4 billion in net cash proceeds received at closing [286]. - The company recognized a net gain of $876 million from the NSM Transaction, which closed on August 1, 2022, with net cash proceeds of $1.4 billion [400]. - On December 20, 2022, White Mountains purchased 100% of the non-voting redeemable preference shares issued by WM Outrigger Re for $205 million [437]. Operational Performance - Kudu's total revenues were $119 million in 2022, with pre-tax income of $89 million, compared to $134 million and $108 million respectively in 2021 [291]. - Kudu's adjusted EBITDA increased to $42 million in 2022 from $33 million in 2021, demonstrating improved operational performance despite lower revenues [355]. - White Mountains's Other Operations reported a pre-tax loss of $198 million in 2022, an improvement from a loss of $392 million in 2021 [358]. Tax and Cash Flow - The effective tax rate for White Mountains was impacted by losses in jurisdictions with lower tax rates and a full valuation allowance on net deferred tax assets in certain U.S. operations [398]. - Cash flows from operations for 2022 were $326 million, a significant increase from $(4) million in 2021 [432]. - The company expects its cash balances and cash flows from operations to be adequate to meet expected cash requirements for the foreseeable future [408].

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the period ended September 30, 2022 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 1-8993 WHITE MOUNTAINS INSURANCE GROUP, LTD. (Exact name of Registrant as specified in its charter) Bermuda (State or other jurisdiction of incorpora ...

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the period ended June 30, 2022 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 1-8993 WHITE MOUNTAINS INSURANCE GROUP, LTD. (Exact name of Registrant as specified in its charter) Bermuda (State or other jurisdiction of incorporation ...