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| Date | Insider | Role | Type | Shares | Price | Value | Chg% | SEC |
|---|---|---|---|---|---|---|---|---|
| 2025-12-19 | Rountree George Manning | Chief Executive Officer | Sell | 5,000 | $2,050.00 | $10,250,000.00 | -26.6% | → |
| 2025-12-19 | CAMPBELL REID TARLTON | Director | Sell | 5,000 | $0.00 | - | -32.4% | → |
| 2025-12-16 | Gelston Philip A | Director | Sell | 165 | $2,048.51 | $338,004.15 | -9.5% | → |
| 2024-05-07 | WHITE MOUNTAINS INSURANCE GROUP LTD | 10% Owner | Sell | 5,000,200 | $19.00 | $95,003,800.00 | -21.9% | → |
| 2023-11-17 | Hicks Weston M | Director | Buy | 1,000 | $1,480.56 | $1,480,557.33 | +12.1% | → |
| 2023-06-30 | WHITE MOUNTAINS INSURANCE GROUP LTD | Director, 10% Owner | Buy | 5,916,816 | $10.00 | $59,168,160.00 | +34.9% | → |
| 2022-12-22 | Hildreth Michaela | MD & Chief Accounting Officer | Sell | 100 | $1,371.84 | $137,184.00 | -6.4% | → |
| 2022-09-20 | Carlson Peter M | Director | Sell | 200 | $1,400.00 | $280,000.00 | -20.2% | → |
| 2022-09-20 | DAVIS MORGAN W | Director | Sell | 945 | $1,400.00 | $1,323,000.00 | -12.0% | → |
| 2022-05-31 | Hildreth Michaela | MD & Chief Accounting Officer | Sell | 100 | $1,270.94 | $127,094.00 | -6.0% | → |
| 2021-03-23 | WHITE MOUNTAINS INSURANCE GROUP LTD | 10% Owner | Sell | 3,592,204 | $46.00 | $165,241,384.00 | -17.5% | → |
| 2021-02-09 | DAVIS MORGAN W | - | Sell | 1,500 | $1,133.28 | $1,699,923.00 | -45.9% | → |
| 2020-10-30 | WHITE MOUNTAINS INSURANCE GROUP LTD | 10% Owner | Sell | 3,609,894 | $19.00 | $68,587,986.00 | -15.0% | → |
| 2020-03-24 | DAVIS MORGAN W | Director | Buy | 1,050 | $757.61 | $795,486.00 | +4.9% | → |
| 2019-12-10 | SMITH LOWNDES ANDREW | Director | Sell | 200 | $1,105.76 | $221,152.00 | -15.4% | → |
| 2019-08-08 | SMITH LOWNDES ANDREW | Director | Sell | 1,000 | $1,086.21 | $1,086,207.50 | -23.1% | → |
| 2019-06-24 | SEELIG ROBERT LAWRENCE | EVP & General Counsel | Sell | 1,000 | $1,046.09 | $1,046,092.91 | -1.7% | → |
| 2019-06-18 | PALMER JESS BRIAN | Chief Accounting Officer | Sell | 431 | $1,016.57 | $438,141.67 | -26.6% | → |
| 2019-06-10 | SMITH LOWNDES ANDREW | Director | Sell | 500 | $1,004.70 | $502,352.00 | -9.3% | → |
| 2019-05-09 | SEELIG ROBERT LAWRENCE | EVP & General Counsel | Sell | 1,083 | $977.98 | $1,059,153.60 | -2.0% | → |
| 2019-04-25 | DAVIS MORGAN W | Director | Sell | 1,250 | $918.22 | $1,147,770.16 | -16.0% | → |
| 2019-04-16 | DAVIS MORGAN W | Director | Sell | 354 | $912.90 | $323,166.60 | -7.7% | → |
| 2019-04-12 | DAVIS MORGAN W | Director | Sell | 997 | $916.14 | $913,391.63 | -9.2% | → |
| 2019-04-04 | DAVIS MORGAN W | Director | Sell | 910 | $923.65 | $840,521.50 | -14.0% | → |
| 2019-04-02 | DAVIS MORGAN W | Director | Sell | 1,214 | $924.40 | $1,122,225.80 | -8.3% | → |
| 2019-03-27 | DAVIS MORGAN W | Director | Sell | 601 | $922.66 | $554,518.66 | -7.2% | → |
| 2019-03-26 | Tanner David Allen | Director | Buy | 500 | $918.45 | $459,222.95 | +131.2% | → |
| 2019-03-26 | SMITH LOWNDES ANDREW | Director | Sell | 400 | $916.70 | $366,680.00 | -13.6% | → |
| 2019-03-22 | DAVIS MORGAN W | Director | Sell | 709 | $914.00 | $648,026.00 | -7.8% | → |
| 2019-03-19 | DAVIS MORGAN W | Director | Sell | 954 | $925.21 | $882,650.34 | -9.6% | → |