In the last 12 months, insiders at WHITE MOUNTAINS INSURANCE GROUP LTD ($WTM) filed 58 transactions with the SEC: 0 open-market purchases totaling $0 and 5 sales totaling $95,009,949. Net insider sentiment: net selling.
WHITE MOUNTAINS INSURANCE GROUP LTD operates in the Fire, marine & casualty insurance industry (Finance sector).
Most Active Insiders
- WHITE MOUNTAINS INSURANCE GROUP LTD (TenPercentOwner) — 1 transaction totaling $95,003,800
- Rountree George Manning (Chief Executive Officer) — 5 transactions totaling $3,684,780
- SEELIG ROBERT LAWRENCE (EVP & General Counsel) — 7 transactions totaling $1,567,327
- CAMPBELL REID TARLTON (President) — 1 transaction totaling $1,068,557
- Hildreth Michaela (MD & Chief Accounting Officer) — 8 transactions totaling $1,023,140
View all SEC Filings for WHITE MOUNTAINS INSURANCE GROUP LTD (WTM).
Set Up your own filters →Recent Insider Transactions
| Transaction Date | Insider Name | Title | Transaction Type | Security | Shares | Price | Shares Owned Following | Total Shares Outstanding | % of Owned | % of Outstanding |
|---|---|---|---|---|---|---|---|---|---|---|
| March 19, 2026 | SEELIG ROBERT LAWRENCE | EVP & General Counsel | G | Common Shares | 50 | $0.00 | 18,444.0000 | 2,542,300 | 0.27% | 0.00% |
| March 4, 2026 | Tanner David Allen | Director | G | Common Shares | 225 | $0.00 | 1,879.0000 | 2,542,300 | 10.69% | 0.01% |
| Feb. 25, 2026 | Caffrey Liam P | Chief Executive Officer | A | Common Shares (Restricted) | 1500 | $0.00 | 3,650.0000 | 2,542,300 | 69.77% | 0.06% |
| Feb. 25, 2026 | Harrison Giles E | President | A | Common Shares (restricted) | 775 | $0.00 | 2,675.0000 | 2,542,300 | 40.79% | 0.03% |
| Feb. 25, 2026 | Hildreth Michaela | MD & Chief Accounting Officer | A | Common Shares (Restricted) | 600 | $0.00 | 1,825.0000 | 2,542,300 | 48.98% | 0.02% |
| Feb. 25, 2026 | Papamichael Michael A | Chief Financial Officer | A | Common Shares (Restricted) | 500 | $0.00 | 1,200.0000 | 2,542,300 | 71.43% | 0.02% |
| Feb. 25, 2026 | SEELIG ROBERT LAWRENCE | EVP & General Counsel | A | Common Shares (restricted) | 775 | $0.00 | 2,500.0000 | 2,542,300 | 44.93% | 0.03% |
| Jan. 1, 2026 | Hildreth Michaela | MD & Chief Accounting Officer | F | Common Shares | 274 | $2078.03 | 2,511.0000 | 2,542,300 | 9.84% | 0.01% |
| Jan. 1, 2026 | Papamichael Michael A | Chief Financial Officer | F | Common Shares | 131 | $2078.03 | 784.0000 | 2,542,300 | 14.32% | 0.01% |
| Jan. 1, 2026 | Caffrey Liam P | Chief Executive Officer | F | Common Shares | 425 | $2078.03 | 1,663.0000 | 2,542,300 | 20.35% | 0.02% |
| Jan. 1, 2026 | SEELIG ROBERT LAWRENCE | EVP & General Counsel | F | Common Shares | 398 | $2078.03 | 18,494.0000 | 2,542,300 | 2.11% | 0.02% |
| Dec. 23, 2025 | Hildreth Michaela | MD & Chief Accounting Officer | G | Common Shares | 60 | $0.00 | 2,185.0000 | 2,542,300 | 2.67% | 0.00% |
| Dec. 19, 2025 | CAMPBELL REID TARLTON | Director | S | Common Shares | 5000 | $2050.00 | 10,559.0000 | 2,542,300 | 32.14% | 0.20% |
| Dec. 19, 2025 | Rountree George Manning | Chief Executive Officer | S | Common Shares | 5000 | $2050.00 | 13,931.0000 | 2,542,300 | 26.41% | 0.20% |
| Dec. 19, 2025 | CAMPBELL REID TARLTON | Director | S | Common Shares | 5000 | $0.00 | 10,559.0000 | 2,542,300 | 32.14% | 0.20% |
| Dec. 16, 2025 | Gelston Philip A | Director | S | Common Shares | 165 | $2048.51 | 1,568.0000 | 2,542,300 | 9.52% | 0.01% |
| Nov. 25, 2025 | CAMPBELL REID TARLTON | Director | G | Common Shares | 50 | $0.00 | 15,559.0000 | 2,542,300 | 0.32% | 0.00% |
| Nov. 10, 2025 | Tanner David Allen | Director | G | Common Shares | 4 | $0.00 | 2,104.0000 | 2,542,300 | 0.19% | 0.00% |
| May 22, 2025 | SHANK SUZANNE F. | Director | A | Common Shares | 150 | $0.00 | 871.0000 | 2,532,200 | 20.80% | 0.01% |
| May 22, 2025 | Carlson Peter M | Director | A | Common Shares | 150 | $0.00 | 717.0000 | 2,532,200 | 26.46% | 0.01% |
| May 22, 2025 | Yi Steven | Director | A | Common Shares | 150 | $0.00 | 525.0000 | 2,532,200 | 40.00% | 0.01% |
| May 22, 2025 | Tanner David Allen | Director | A | Common Shares | 150 | $0.00 | 2,108.0000 | 2,532,200 | 7.66% | 0.01% |
| May 22, 2025 | Hicks Weston M | Director | A | Common Shares | 210 | $0.00 | 2,746.0000 | 2,532,200 | 8.28% | 0.01% |
| May 22, 2025 | Gelston Philip A | Director | A | Common Shares | 150 | $0.00 | 1,733.0000 | 2,532,200 | 9.48% | 0.01% |
| May 22, 2025 | Dillon Margaret | Director | A | Common Shares | 150 | $0.00 | 945.0000 | 2,532,200 | 18.87% | 0.01% |
| May 22, 2025 | CHOKSI MARY C | Director | A | Common Shares | 150 | $0.00 | 1,858.0000 | 2,532,200 | 8.78% | 0.01% |
| May 22, 2025 | CAMPBELL REID TARLTON | Director | A | Common Shares | 150 | $0.00 | 15,609.0000 | 2,532,200 | 0.97% | 0.01% |
| Feb. 26, 2025 | SEELIG ROBERT LAWRENCE | EVP & General Counsel | A | Common Shares (restricted) | 825 | $0.00 | 2,725.0000 | 2,532,200 | 43.42% | 0.03% |
| Feb. 26, 2025 | Hildreth Michaela | MD & Chief Accounting Officer | A | Common Shares (Restricted) | 625 | $0.00 | 1,825.0000 | 2,532,200 | 52.08% | 0.02% |
| Feb. 26, 2025 | Rountree George Manning | Chief Executive Officer | A | Common Shares (restricted) | 1625 | $0.00 | 5,425.0000 | 2,532,200 | 42.76% | 0.06% |
| Feb. 26, 2025 | Caffrey Liam P | EVP& Chief Financial Officer | A | Common Shares (restricted) | 1025 | $0.00 | 3,400.0000 | 2,532,200 | 43.16% | 0.04% |
| Feb. 26, 2025 | Harrison Giles E | EVP & Chief Strategy Officer | A | Common Shares (restricted) | 900 | $0.00 | 1,900.0000 | 2,532,200 | 90.00% | 0.04% |
| Jan. 1, 2025 | Hildreth Michaela | MD & Chief Accounting Officer | F | Common Shares | 323 | $1945.06 | 2,243.0000 | 2,532,200 | 12.59% | 0.01% |
| Jan. 1, 2025 | Caffrey Liam P | President & CFO | F | Common Shares | 420 | $1945.06 | 836.0000 | 2,532,200 | 33.44% | 0.02% |
| Jan. 1, 2025 | SEELIG ROBERT LAWRENCE | EVP & General Counsel | F | Common Shares | 496 | $1945.06 | 17,889.0000 | 2,532,200 | 2.70% | 0.02% |
| Jan. 1, 2025 | Rountree George Manning | Chief Executive Officer | F | Common Shares | 1067 | $1945.06 | 18,929.0000 | 2,532,200 | 5.34% | 0.04% |
| Nov. 29, 2024 | Hildreth Michaela | MD & Chief Accounting Officer | G | Common Shares | 75 | $0.00 | 1,816.0000 | 2,532,700 | 3.97% | 0.00% |
| June 10, 2024 | Harrison Giles E | EVP & Chief Strategy Officer | A | Common Shares (restricted) | 1000 | $0.00 | 1,000.0000 | 2,527,300 | 9999.99% | 0.04% |
| May 23, 2024 | Dillon Margaret | Director | A | Common Shares | 165 | $0.00 | 795.0000 | 2,527,300 | 26.19% | 0.01% |
| May 23, 2024 | Hicks Weston M | Director | A | Common Shares | 230 | $0.00 | 2,536.0000 | 2,527,300 | 9.97% | 0.01% |
| May 23, 2024 | Carlson Peter M | Director | A | Common Shares | 165 | $0.00 | 1,133.0000 | 2,527,300 | 17.05% | 0.01% |
| May 23, 2024 | CHOKSI MARY C | Director | A | Common Shares | 165 | $0.00 | 1,708.0000 | 2,527,300 | 10.69% | 0.01% |
| May 23, 2024 | CAMPBELL REID TARLTON | Director | A | Common Shares | 165 | $0.00 | 15,459.0000 | 2,527,300 | 1.08% | 0.01% |
| May 23, 2024 | Gelston Philip A | Director | A | Common Shares | 165 | $0.00 | 1,583.0000 | 2,527,300 | 11.64% | 0.01% |
| May 23, 2024 | SHANK SUZANNE F. | Director | A | Common Shares | 165 | $0.00 | 721.0000 | 2,527,300 | 29.68% | 0.01% |
| May 23, 2024 | Tanner David Allen | Director | A | Common Shares | 165 | $0.00 | 1,958.0000 | 2,527,300 | 9.20% | 0.01% |
| May 23, 2024 | Yi Steven | Director | A | Common Shares | 165 | $0.00 | 375.0000 | 2,527,300 | 78.57% | 0.01% |
| May 7, 2024 | WHITE MOUNTAINS INSURANCE GROUP LTD | TenPercentOwner | S | Class A Common Stock | 5000200 | $19.00 | 17,856,614.0000 | 2,527,300 | 21.88% | 100.00% |
| March 21, 2024 | CAMPBELL REID TARLTON | Director | G | Common Shares | 55 | $0.00 | 15,294.0000 | 2,527,300 | 0.36% | 0.00% |
| Feb. 22, 2024 | Hildreth Michaela | MD & Chief Accounting Officer | A | Common Shares (Restricted) | 600 | $0.00 | 1,950.0000 | 2,527,300 | 44.44% | 0.02% |
| Feb. 22, 2024 | CAMPBELL REID TARLTON | Director | A | Common Shares | 45 | $0.00 | 15,346.0000 | 2,527,300 | 0.29% | 0.00% |
| Feb. 22, 2024 | SEELIG ROBERT LAWRENCE | EVP & General Counsel | A | Common Shares (restricted) | 900 | $0.00 | 3,150.0000 | 2,527,300 | 40.00% | 0.04% |
| Feb. 22, 2024 | Caffrey Liam P | EVP& Chief Financial Officer | A | Common Shares (restricted) | 1125 | $0.00 | 3,625.0000 | 2,527,300 | 45.00% | 0.04% |
| Feb. 22, 2024 | Rountree George Manning | Chief Executive Officer | A | Common Shares (restricted) | 1800 | $0.00 | 6,500.0000 | 2,527,300 | 38.30% | 0.07% |
| Jan. 1, 2024 | Rountree George Manning | Chief Executive Officer | F | Common Shares | 1068 | $1505.01 | 17,293.0000 | 2,527,300 | 5.82% | 0.04% |
| Jan. 1, 2024 | CAMPBELL REID TARLTON | President | F | Common Shares | 710 | $1505.01 | 15,301.0000 | 2,527,300 | 4.43% | 0.03% |
| Jan. 1, 2024 | Hildreth Michaela | MD & Chief Accounting Officer | F | Common Shares | 261 | $1505.01 | 1,888.0000 | 2,527,300 | 12.15% | 0.01% |
| Jan. 1, 2024 | SEELIG ROBERT LAWRENCE | EVP & General Counsel | F | Common Shares | 399 | $1505.01 | 17,133.0000 | 2,527,300 | 2.28% | 0.02% |