X0306 4 2019-06-24 0000776867 WHITE MOUNTAINS INSURANCE GROUP LTD WTM 0001188198 SEELIG ROBERT LAWRENCE C/O WHITE MOUNTAINS INSURANCE GROUP, LTD 80 SOUTH MAIN STREET HANOVER NH 03755 0 1 0 0 EVP & General Counsel Common Shares 2019-06-24 4 S 0 160 1039.50 D 12363 D Common Shares 2019-06-24 4 S 0 657 1046.93 D 11706 D Common Shares 2019-06-24 4 S 0 70 1048.14 D 11636 D Common Shares 2019-06-24 4 S 0 103 1049.00 D 11533 D Common Shares 2019-06-24 4 S 0 10 1052.31 D 11523 D Common Shares (restricted) 4800 D Common Shares 5 I by wife and dependent children Common Shares 560 I By 401(k) The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $1046.50 to $1047.40, inclusive. The reporting person undertakes to provide to White Mountains Insurance Group, Ltd., any security holder thereof or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in footnotes (1) through (3) to this Form 4. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $1047.50 to $1048.45, inclusive. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $1048.54 to $1049.01, inclusive. Reflects accumulation of 5 Common Shares in Reporting Person's Company 401(k) account since his last report. The information in this report is based on a plan report dated as of June 26, 2019. Wesley C. Bell, by Power of Attorney 2019-06-26