Michaela Hildreth - 01 Jan 2026 Form 4 Insider Report for WHITE MOUNTAINS INSURANCE GROUP LTD (WTM)

Role: MD & Chief Accounting Officer
Signature: Wesley C Bell, by Power of Attorney
Issuer symbol: WTM
Transactions as of: 01 Jan 2026
Net transactions value: -$569,380
Form type: 4
Filing time: 05 Jan 2026, 09:09:25 UTC
Previous filing: 23 Dec 2025
SEC: View on sec.gov

Reporting Owners (1)

Name	Relationship	Address	Signature	Signature date	CIK
Hildreth Michaela	MD & Chief Accounting 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	0001863001

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	WTM	Common Shares	Tax liability	$569,380	-274	-9.9%	$2078.03	2,491	01 Jan 2026	Direct	F1
holding	WTM	Common Shares (Restricted)						1,225	01 Jan 2026	Direct	F1
holding	WTM	Common Shares						20	01 Jan 2026	by 401(k)

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	On January 1, 2026, 600 restricted Common Shares became unrestricted. 274 of the Common Shares were withheld by the Company to satisfy the Reporting Person's tax obligations.