BOW · Insider Trading
Bowhead Specialty Holdings Inc.
Every open-market purchase and sale reported by BOW officers, directors and 10%+ beneficial owners on SEC Form 4, which must be filed within two business days of the transaction. Sales often reflect scheduled 10b5-1 plans or tax withholding rather than a directional view, so read counts alongside the size and the filer.
| Filed | Insider | Role | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-05-27 | Brad Mulcahey | CFO and Treasurer | F | −1,027 | −$29.06K |
| 2026-05-27 | David John Newman | Chief Underwriting Officer | F | −2,118 | −$59.94K |
| 2026-05-27 | Shirley Shek Li Yap | Chief Accounting Officer | F | −2,353 | −$66.59K |
| 2026-05-27 | Shirley Shek Li Yap | Chief Accounting Officer | F | −679 | −$16.16K |
| 2026-05-27 | Stephen Jay Sills | CEO and President | F | −13,053 | −$371.49K |
| 2026-05-26 | David John Newman | Chief Underwriting Officer | F | −4,506 | −$127.52K |
| 2026-05-26 | Brad Mulcahey | CFO and Treasurer | F | −3,506 | −$99.22K |
| 2026-05-26 | Stephen Jay Sills | CEO and President | F | −24,353 | −$693.09K |
| 2026-05-04 | Tom Baker | Director | A | +3,361 | — |
| 2026-05-04 | Angela Brock-Kyle | Director | A | +6,722 | — |
| 2026-05-04 | David Thomas Foy | Director | A | +3,361 | — |
| 2026-05-04 | Fabian Fondriest | Director | A | +6,722 | — |
| 2026-05-04 | Price Lowenstein | Director | A | +3,361 | — |
| 2026-05-04 | David Clifford Holman | Director | A | +3,361 | — |
| 2026-05-04 | Ava Schnidman | Director | A | +3,361 | — |
| 2026-03-13 | Stephen Jay Sills | CEO and President | G | — | — |
| 2026-02-23 | Shirley Shek Li Yap | Chief Accounting Officer | MIXED | +9,302 | −$13.05K |
| 2026-02-23 | David John Newman | Chief Underwriting Officer | MIXED | +22,045 | −$35.93K |
| 2026-02-23 | Brad Mulcahey | CFO and Treasurer | MIXED | +23,871 | −$31.72K |
| 2026-02-23 | Stephen Jay Sills | CEO and President | MIXED | +173,850 | −$134.93K |
| 2026-01-06 | Angela Brock-Kyle | Director | A | +4,038 | — |
| 2025-11-26 | Stephen Jay Sills | CEO and President | G | — | — |
| 2025-09-03 | Stephen Jay Sills | CEO and President | G | — | — |
| 2025-09-02 | Stephen Jay Sills | CEO and President | G | — | — |
| 2025-08-08 | Matthew Botein | Director | Sell | −2,000,000 | −$61.32M |
| 2025-08-08 | GPC Partners Investments (SPV III) LP | Director | Sell | −8,000,000 | −$245.28M |
| 2025-08-01 | David Clifford Holman | Director | A | +2,355 | — |
| 2025-07-16 | Stephen Jay Sills | CEO and President | G | — | — |
| 2025-05-28 | Shirley Shek Li Yap | Chief Accounting Officer | F | −680 | −$25.28K |
| 2025-05-28 | Brad Mulcahey | CFO and Treasurer | F | −1,027 | −$38.17K |
| 2025-05-28 | David John Newman | Chief Underwriting Officer | F | −2,118 | −$78.73K |
| 2025-05-23 | Stephen Jay Sills | CEO and President | F | −11,921 | −$453.95K |
| 2025-05-16 | Stephen Jay Sills | CEO and President | G | — | — |
| 2025-05-05 | Ava Schnidman | Director | A | +2,019 | — |
| 2025-05-02 | Angela Brock-Kyle | Director | A | +4,038 | — |
| 2025-05-02 | David Thomas Foy | Director | A | +2,019 | — |
| 2025-05-02 | Tom Baker | Director | A | +2,019 | — |
| 2025-05-02 | Fabian Fondriest | Director | A | +4,038 | — |
| 2025-03-03 | Ava Schnidman | Director | Buy | +1,493 | +$49.88K |
| 2025-02-25 | David John Newman | Chief Underwriting Officer | A | +15,346 | — |
| 2025-02-25 | Shirley Shek Li Yap | Chief Accounting Officer | A | +7,673 | — |
| 2025-02-25 | Brad Mulcahey | CFO and Treasurer | A | +18,416 | — |
| 2025-02-25 | Stephen Jay Sills | CEO and President | A | +133,133 | — |
| 2024-10-29 | Matthew Botein | Director | Sell | −3,178,662 | −$88.03M |
| 2024-10-29 | AMERICAN FAMILY MUTUAL INSURANCE COMPANY, S.I. | Director | Sell | −1,362,285 | −$37.73M |
| 2024-10-29 | Gallatin Point Capital LLC | Director | Sell | −12,714,648 | −$352.13M |
| 2024-09-20 | Bowhead Insurance GP LLC | Director | J | −47,881,894 | — |
| 2024-07-02 | AMERICAN FAMILY MUTUAL INSURANCE COMPANY, S.I. | Director | J | −115,714 | — |
| 2024-07-02 | Matthew Botein | Director | J | −270,000 | — |
| 2024-07-02 | GPC Partners GP LLC | Director | J | −1,080,000 | — |
| Insider | Role | Shares Held | Value |
|---|---|---|---|
| Gallatin Point Capital LLC | Director | 10,968,445 | $375.01M |
| AMERICAN FAMILY MUTUAL INSURANCE COMPANY, S.I. | Director | 10,761,842 | $367.95M |
| Matthew Botein | Director | 8,968,445 | $306.63M |
| GPC Partners Investments (SPV III) LP | Director | 8,968,445 | $306.63M |
| Stephen Jay Sills | CEO and President | 891,597 | $30.48M |
| David John Newman | Chief Underwriting Officer | 295,077 | $10.09M |
| Brad Mulcahey | CFO and Treasurer | 135,300 | $4.63M |
| Shirley Shek Li Yap | Chief Accounting Officer | 82,879 | $2.83M |
| Fabian Fondriest | Director | 49,818 | $1.70M |
| Angela Brock-Kyle | Director | 43,495 | $1.49M |
| David Thomas Foy | Director | 10,085 | $344.81K |
| Tom Baker | Director | 10,085 | $344.81K |
| Ava Schnidman | Director | 7,273 | $248.66K |
| David Clifford Holman | Director | 5,716 | $195.43K |
| Price Lowenstein | Director | 3,361 | $114.91K |
Form 4 reports a change in beneficial ownership by an officer, director or 10%+ holder, and must be filed within two business days of the transaction — so this is close to real time, unlike the 45-day-lagged 13F institutional data.
Transaction codes matter more than the raw buy/sell count. Code P is an open-market purchase — an insider choosing to buy with their own money, which is the signal most research treats as informative. Code S is a sale, but sales are frequently pre-scheduled under a 10b5-1 plan or cover tax withholding on vesting equity, so a run of sales often says nothing directional. Codes A and M are grants and option exercises rather than open-market decisions.
Full filing history and per-insider positions are on the BOW quote page; the site-wide leaderboard is on the insider transactions hub.
Market data may be delayed, incomplete, or inaccurate. Not a recommendation to buy, sell, or hold any security. Verify quotes with your broker before trading. See Terms §17.