X0202 4 2008-05-29 0000776867 WHITE MOUNTAINS INSURANCE GROUP LTD WTM 0001015844 HOLIDAY EDITH E C/O WHITE MOUNTAINS INSURANCE GROUP, LTD 80 SOUTH MAIN STREET HANOVER NH 03755 1 0 0 0 Common Shares 200 D Phantom Shares (Deferred Compensation) 2008-05-29 4 A 0 100 0 A Common Shares 100 201 D Phantom Shares are convertible into Common Shares on a 1 for 1 basis. The Phantom Shares are held in the Reporting Person's WTM deferred compensation account and are payable in cash upon the earlier of the date when the Reporting Person ceases to be a director of the Company or a date certain selected by the Reporting Person. Reflects the accrual of fractional Phantom Share dividend equivalents to the Reporting Person's deferred compensation account totaling to one Phantom Share since the Reporting Person's last filing. Jason R. Lichtenstein, by Power of Attorney 2008-06-02