Bowhead Specialty Holdings Inc. — Insider Transactions
Form 4 filings by directors, officers, and 10%+ shareholders
SEC rules require corporate insiders — including directors, executive officers, and any shareholder owning more than 10% of a company's shares — to report changes in their ownership within two business days of a transaction. These disclosures are filed as Form 4. Open-market purchases (code P) are generally considered the most meaningful signal, as insiders are spending their own money.
| Insider | Title | Type | Shares | Price | Value | Owns After | Date |
|---|---|---|---|---|---|---|---|
| Sills Stephen Jay | CEO and President | Gift | 75,000 | — | — | 786,000 | Nov 26, 2025 |
| Sills Stephen Jay | CEO and President | Gift | 163,185 | — | — | 861,000 | Aug 26, 2025 |
| Sills Stephen Jay | CEO and President | Gift | 163,185 | — | — | 861,000 | Aug 26, 2025 |
| Botein Matthew | — | Sale | 2,000,000 | $30.66 | $61,320,000 | 8,968,445 | Aug 8, 2025 |
| Gallatin Point Capital LLC | — | Sale | 2,000,000 | $30.66 | $61,320,000 | 8,968,445 | Aug 8, 2025 |
| Holman David Clifford | — | Award / Grant | 2,355 | — | — | 2,355 | Jul 30, 2025 |
| Sills Stephen Jay | CEO and President | Gift | 1,141 | — | — | 1,141 | Jul 15, 2025 |
| Mulcahey Brad | CFO and Treasurer | Tax Withholding | 1,027 | $37.17 | $38,174 | 112,456 | May 23, 2025 |
| Newman David John | Chief Underwriting Officer | Tax Withholding | 2,118 | $37.17 | $78,726 | 275,150 | May 23, 2025 |
| Yap Shirley Shek Li | Chief Accounting Officer | Tax Withholding | 680 | $37.17 | $25,276 | 74,256 | May 23, 2025 |
| Sills Stephen Jay | CEO and President | Tax Withholding | 11,921 | $38.08 | $453,952 | 1,036,616 | May 22, 2025 |
| Sills Stephen Jay | CEO and President | Gift | 72,500 | — | — | 1,048,537 | May 12, 2025 |
| Schnidman Ava | — | Award / Grant | 2,019 | — | — | 2,019 | May 1, 2025 |
| Brock-Kyle Angela | — | Award / Grant | 4,038 | — | — | 13,449 | May 1, 2025 |
| Baker Tom | — | Award / Grant | 2,019 | — | — | 6,724 | May 1, 2025 |
| FOY DAVID THOMAS | — | Award / Grant | 2,019 | — | — | 6,724 | May 1, 2025 |
| Fondriest Fabian | — | Award / Grant | 4,038 | — | — | 43,096 | May 1, 2025 |
| Schnidman Ava | — | Purchase | 1,493 | $33.41 | $49,881 | 1,893 | Feb 28, 2025 |
| Mulcahey Brad | CFO and Treasurer | Award / Grant | 18,416 | — | — | 113,483 | Feb 21, 2025 |
| Yap Shirley Shek Li | Chief Accounting Officer | Award / Grant | 7,673 | — | — | 74,936 | Feb 21, 2025 |
| Newman David John | Chief Underwriting Officer | Award / Grant | 15,346 | — | — | 277,268 | Feb 21, 2025 |
| Sills Stephen Jay | CEO and President | Award / Grant | 65,607 | — | — | 1,053,511 | Feb 21, 2025 |
| Botein Matthew | — | Sale | 3,178,662 | $27.70 | $88,048,937 | 10,968,445 | Oct 25, 2024 |
| Gallatin Point Capital LLC | — | Sale | 3,178,662 | $27.70 | $88,048,937 | 10,968,445 | Oct 25, 2024 |
| AMERICAN FAMILY MUTUAL INSURANCE COMPANY, S.I. | — | Sale | 1,362,285 | $27.70 | $37,735,295 | 4,700,761 | Oct 25, 2024 |
| Bowhead Insurance GP LLC | — | Other | 23,940,947 | — | — | 59,053 | Sep 19, 2024 |
| AMERICAN FAMILY MUTUAL INSURANCE COMPANY, S.I. | — | Other | 115,714 | — | — | 6,061,081 | Jun 30, 2024 |
| GPC Partners GP LLC | — | Other | 270,000 | — | — | 14,142,523 | Jun 30, 2024 |
| Botein Matthew | — | Other | 270,000 | — | — | 14,142,523 | Jun 30, 2024 |
| Sills Stephen Jay | CEO and President | Purchase | 58,824 | $17.00 | $1,000,008 | 180,588 | May 28, 2024 |
| Newman David John | Chief Underwriting Officer | Purchase | 16,315 | $17.00 | $277,355 | 38,844 | May 28, 2024 |
| Yap Shirley Shek Li | Chief Accounting Officer | Purchase | 3,200 | $17.00 | $54,400 | 14,964 | May 28, 2024 |
| Fondriest Fabian | — | Purchase | 12,000 | $17.00 | $204,000 | 29,647 | May 28, 2024 |