White Mountains Insurance Group LTD Form 4 insider transactions

Weston M. Hicks, a Director at White Mountains Insurance Group Ltd., has received an annual share award of 210 common shares, increasing his total beneficial ownership to 2,746 shares.

Philip A. Gelston, a Director at White Mountains Insurance Group Ltd., has received an annual award of 150 common shares, increasing his direct beneficial ownership to 1,733 shares.

Margaret Dillon, a Director at White Mountains Insurance Group Ltd., received an annual award of 150 common shares on May 22, 2025, increasing her direct beneficial ownership to 945 shares.

White Mountains Insurance Group Ltd. Director Mary C. Choksi was granted 150 common shares as part of her annual director compensation, increasing her direct beneficial ownership to 1,858 shares.

Peter M Carlson, a Director at White Mountains Insurance Group, LTD, reported changes in his beneficial ownership, including an annual share award and a disposition related to a dissolution of marriage.

White Mountains Insurance Group Ltd. Director Reid Tarlton Campbell was granted 150 common shares as part of an annual director share award on May 22, 2025, increasing his direct beneficial ownership to 15,490 shares.

George Manning Rountree, CEO of White Mountains Insurance Group, was granted 1,625 restricted common shares on February 26, 2025, which will vest on January 1, 2028.

Liam P. Caffrey, EVP & Chief Financial Officer of White Mountains Insurance Group, acquired 1,025 restricted common shares on February 26, 2025, vesting on January 1, 2028.

Giles E. Harrison, EVP & Chief Strategy Officer of White Mountains Insurance Group, received 900 restricted common shares on February 26, 2025, vesting on January 1, 2028.

Robert Lawrence Seelig, EVP & General Counsel of White Mountains Insurance Group, reports the acquisition of 825 restricted common shares on February 26, 2025, vesting on January 1, 2028.

Michaela Hildreth, MD & Chief Accounting Officer of White Mountains Insurance Group, reports acquisition of restricted shares and disposal of common shares.

White Mountains Insurance Group CEO, George Manning Rountree, reports the withholding of shares for tax obligations and an increase in shares held in a 401(k) account.

Liam P. Caffrey, President and CFO of White Mountains Insurance Group, reported the withholding of 420 common shares for tax obligations and an increase of 6 shares in his 401(k) account.

Robert Lawrence Seelig, EVP & General Counsel at White Mountains Insurance Group, reported the acquisition and disposal of company shares on January 1, 2025, including shares withheld for tax obligations and changes in indirect ownership.

Michaela Hildreth, MD & Chief Accounting Officer at White Mountains Insurance Group, reports the withholding of 323 common shares to cover tax obligations after 750 restricted shares vested.

Michaela Hildreth, MD & Chief Accounting Officer at White Mountains Insurance Group, reported a disposition of 75 common shares and an accumulation of 3 shares in her retirement account.

Giles E. Harrison, EVP & Chief Strategy Officer of White Mountains Insurance Group, received 1,000 restricted common shares on June 10, 2024, vesting on January 1, 2027.

Director Steven Yi acquired 165 common shares of White Mountains Insurance Group Ltd. on May 23, 2024, as part of an annual director share award.

Director David Allen Tanner acquired 165 common shares of White Mountains Insurance Group Ltd. as part of an annual director share award.

Director Suzanne F. Shank acquired 165 common shares of White Mountains Insurance Group Ltd. on May 23, 2024, as an annual director share award.

Director Philip A. Gelston acquired 165 common shares of White Mountains Insurance Group as part of an annual director share award on May 23, 2024.

Director Margaret Dillon received 165 common shares of White Mountains Insurance Group as an annual director share award on May 23, 2024.

Director Mary C. Choksi acquired 165 common shares of White Mountains Insurance Group Ltd. on May 23, 2024, as an annual director share award.

Director Peter M. Carlson acquired 165 common shares of White Mountains Insurance Group, Ltd. on May 23, 2024, as an annual director share award.

Director Reid Tarlton Campbell acquired 165 common shares of White Mountains Insurance Group as part of an annual director share award on May 23, 2024.

Weston M. Hicks, a director of White Mountains Insurance Group, acquired 230 common shares on May 23, 2024, as part of an annual chairman share award.

White Mountains Insurance Group Ltd. and its subsidiary WM Hinson (Bermuda) Ltd. sold 5,000,200 shares of MediaAlpha's Class A common stock at $19.00 per share in a recent secondary offering.

Director Reid Tarlton Campbell reports a minor acquisition of White Mountains Insurance Group shares through a 401(k) plan.