Liam P. Caffrey - 01 Jan 2026 Form 4 Insider Report for WHITE MOUNTAINS INSURANCE GROUP LTD (WTM)

Role
Chief Executive Officer
Signature
Wesley C. Bell, by Power of Attorney
Issuer symbol
WTM
Transactions as of
01 Jan 2026
Net transactions value
-$883,163
Form type
4
Filing time
02 Jan 2026, 18:02:48 UTC
Previous filing
28 Feb 2025
Next filing
27 Feb 2026
SEC
View on sec.gov

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Caffrey Liam P Chief Executive Officer C/O WHITE MOUNTAINS INSURANCE GROUP, LTD, 23 SOUTH MAIN STREET, SUITE 3B, HANOVER Wesley C. Bell, by Power of Attorney 02 Jan 2026 0001915424

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction WTM Common Shares Tax liability $883,163 -425 -20% $2078.03 1,655 01 Jan 2026 Direct F1
holding WTM Common Shares (Restricted) 2,150 01 Jan 2026 Direct F1
holding WTM Common Shares 8 01 Jan 2026 by WTM Retirement Plan F2
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 On January 1, 2026, 1,250 restricted Common Shares became unrestricted. 425 of the Common Shares were withheld by the Company to satisfy the Reporting Person's tax obligations.
F2 Reflects accumulation of 2 Common Shares in Reporting Person's Company 401(k) account since his last filed report. The information in this report is based on a plan report dated as of December 22, 2024.