Based on data from the past 90 days ending February 19, 2026, Bowhead Specialty Holdings's three largest insider shareholders are Director Family Mutual Insurance Company, S.I. American (10.76Mn shares), Director Point Capital Llc Gallatin (8.97Mn shares), Director Matthew Botein (8.97Mn shares).
| Holder | Position | Shares | Report Date |
|---|---|---|---|
| Family Mutual Insurance Company, S.I. American | 10,761,842 | 28 Oct, 2024 | |
| Matthew Botein | 8,968,445 | 08 Aug, 2025 | |
| Point Capital Llc Gallatin | 8,968,445 | 08 Aug, 2025 | |
| Stephen Jay Sills | Ceo And President | 861,000 | 26 Nov, 2025 |
| David John Newman | Chief Underwriting Officer | 275,150 | 28 May, 2025 |
| Brad Mulcahey | Cfo And Treasurer | 112,456 | 28 May, 2025 |
| Shirley Shek Li Yap | Chief Accounting Officer | 74,256 | 28 May, 2025 |
| Insurance Holdings Lp Bowhead | 59,053 | 20 Sep, 2024 | |
| Fabian Fondriest | 43,096 | 02 May, 2025 | |
| Angela Brock-Kyle | 13,449 | 02 May, 2025 | |
| Tom Baker | 6,724 | 02 May, 2025 | |
| David Thomas Foy | 6,724 | 02 May, 2025 | |
| Ava Schnidman | 3,912 | 05 May, 2025 | |
| David Clifford Holman | 2,355 | 01 Aug, 2025 |
* Please note that the shares above only reflect shares from the fund portfolio and the institutional portfolio. Shares from the personal portfolio are excluded from this Institutional Ownership Page. See these insiders' latest transactions here on Insider Page.
| Transaction Date | Insider Name | Security Class | Transaction Type | Shares Traded | Price | Shares Remaining | Ownership | Code |
|---|---|---|---|---|---|---|---|---|
| 26 Nov, 2025 | Stephen Jay Sills | Common Stock | A | 75,000 | $0.00 | 75,000 | I | G |
| 26 Nov, 2025 | Stephen Jay Sills | Common Stock | D | 75,000 | $0.00 | 786,000 | D | G |
| 26 Aug, 2025 | Stephen Jay Sills | Common Stock | A | 65,274 | $0.00 | 72,000 | I | G |
| 26 Aug, 2025 | Stephen Jay Sills | Common Stock | D | 163,185 | $0.00 | 861,000 | D | G |
| 26 Aug, 2025 | Stephen Jay Sills | Common Stock | A | 97,911 | $0.00 | 97,911 | I | G |
| 26 Aug, 2025 | Stephen Jay Sills | Common Stock | A | 65,274 | $0.00 | 65,274 | I | G |
| 26 Aug, 2025 | Stephen Jay Sills | Common Stock | D | 163,185 | $0.00 | 861,000 | D | G |
| 26 Aug, 2025 | Stephen Jay Sills | Common Stock | A | 97,911 | $0.00 | 97,911 | I | G |
| 08 Aug, 2025 | Matthew Botein | Common Stock | D | 2,000,000 | $30.66 | 8,968,445 | I | S |
| 08 Aug, 2025 | Point Capital Llc Gallatin | - | - | 8,968,445 | I | |||
| 08 Aug, 2025 | Point Capital Llc Gallatin | Common Stock | D | 2,000,000 | $30.66 | 8,968,445 | I | S |
| 30 Jul, 2025 | David Clifford Holman | Common Stock | A | 2,355 | $0.00 | 2,355 | D | A |
| 30 Jul, 2025 | David Clifford Holman | - | - | 2,355 | D | |||
| 15 Jul, 2025 | Stephen Jay Sills | Common Stock | D | 12,431 | $0.00 | 1,024,185 | D | G |
| 15 Jul, 2025 | Stephen Jay Sills | Common Stock | A | 1,141 | $0.00 | 1,141 | I | G |
| 15 Jul, 2025 | Stephen Jay Sills | Common Stock | A | 1,141 | $0.00 | 1,141 | I | G |
| 15 Jul, 2025 | Stephen Jay Sills | Common Stock | A | 1,141 | $0.00 | 1,141 | I | G |
| 15 Jul, 2025 | Stephen Jay Sills | Common Stock | A | 1,141 | $0.00 | 1,141 | I | G |
| 15 Jul, 2025 | Stephen Jay Sills | Common Stock | A | 1,141 | $0.00 | 1,141 | I | G |
| 15 Jul, 2025 | Stephen Jay Sills | Common Stock | A | 6,726 | $0.00 | 6,726 | I | G |