WHITE MOUNTAINS INSURANCE GROUP LTD (WTM) is a publicly traded company in the Unknown sector. Across all available filings, 37 corporate insiders have executed 824 transactions totaling $94.7M, demonstrating a bearish sentiment with -$58.8M in net insider flow. The most recent transaction on Jan 1, 2026 involved a transaction of 274 shares valued at $569.4K.
No significant insider buying has been recorded for WTM in the recent period.
No significant insider selling has been recorded for WTM in the recent period.
Based on recent SEC filings, insider sentiment for WTM is bearish with an Insider Alignment Score of 19/100 and a net flow of -$58.8M. Insiders are reducing their positions, though this can be driven by factors unrelated to company outlook.
Insider trading at WHITE MOUNTAINS INSURANCE GROUP LTD (WTM) refers to stock transactions made by corporate insiders—executives, directors, and beneficial owners holding more than 10% of the company's shares. These individuals have access to material non-public information and are required by law to report their trades to the SEC within two business days. Currently, 37 insiders are actively trading WTM stock, having executed 824 transactions in the past 90 days. The most active insider is Raymond Joseph Rene Barrette (Executive), who has made 222 transactions totaling $204.7M.
Get notified when executives and directors at WTM file new Form 4 transactions
Date | Insider | Title | Type | Shares | Price | Value | Flags |
|---|---|---|---|---|---|---|---|
| Jan 1, 2026 | Hildreth Michaela | MD & Chief Accounting Officer | Payment | 274 | $2078.03 | $569.4K | Large |
| Jan 1, 2026 | P. Caffrey Liam | Chief Executive Officer | Payment | 425 | $2078.03 | $883.2K | C-SuiteLarge |
| Jan 1, 2026 | Lawrence Seelig Robert | EVP & General Counsel | Payment | 398 | $2078.03 | $827.1K | Large |
| Jan 1, 2026 | A. Papamichael Michael | Chief Financial Officer | Payment | 131 | $2078.03 | $272.2K | C-Suite |
| Dec 23, 2025 | Hildreth Michaela | Executive | Gift | 60 | $N/A | $0 | |
| Dec 19, 2025 | Manning Rountree George | Executive | Sale | 5,000 | $2050.00 | $10.3M | Large |
| Dec 19, 2025 | Tarlton Campbell Reid | Executive | Sale | 5,000 | $N/A | $0 | |
| Dec 19, 2025 | Tarlton Campbell Reid | Executive | Sale | 5,000 | $2050.00 | $10.3M | Large |
| Dec 16, 2025 | A. Gelston Philip | Executive | Sale | 165 | $2048.51 | $338.0K | |
| Nov 25, 2025 | Tarlton Campbell Reid | Executive | Gift | 50 | $N/A | $0 | |
| Nov 10, 2025 | Allen Tanner David | Executive | Gift | 4 | $N/A | $0 | |
| Jun 10, 2024 | E. Harrison Giles | Executive | Award | 1,000 | $N/A | $0 | |
| May 23, 2024 | M. Hicks Weston | Executive | Award | 230 | $N/A | $0 | |
| May 23, 2024 | Tarlton Campbell Reid | Executive | Award | 165 | $N/A | $0 | |
| May 23, 2024 | M. Carlson Peter | Executive | Award | 165 | $N/A | $0 |
| TYPE | COUNT | VALUE | % |
|---|---|---|---|
Payment(F) | 108 | $137.0M | 37.5% |
Exercise(M) | 57 | $93.2M | 25.5% |
Sale(S) | 184 | $76.7M | 21.0% |
Disposition(D) | 13 | $40.1M | 11.0% |
Purchase(P) | 130 | $18.0M | 4.9% |
Discretionary(I) | 4 | $226.2K | 0.1% |
Award(A) | 237 | $162.5K | 0.0% |
Gift(G) | 87 | $0 | 0.0% |
Other(J) | 4 | $0 | 0.0% |
Insider selling pressure at WHITE MOUNTAINS INSURANCE GROUP LTD has increased, with 37 insiders executing 824 transactions across all time. Total sales of $76.7M significantly outpace purchases of $18.0M, resulting in a net outflow of $58.8M. This selling activity appears largely discretionary, which may warrant closer attention from investors.