16 insiders reported 66 Form 4 transactions for Bowhead Specialty Holdings Inc. (BOW) over the past 18 months (most recent 2026-05-27). Recent activity: Sills Stephen Jay (CEO and President) Sell 13,053 shares, Newman David John (Chief Underwriting Officer) Sell 2,118 shares, Mulcahey Brad (CFO and Treasurer) Sell 1,027 shares, Yap Shirley Shek Li (Chief Accounting Officer) Sell 2,353 shares, Yap Shirley Shek Li (Chief Accounting Officer) Sell 679 shares. Source: SEC Form 4.
| Date | Insider | Title | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-05-27 | Sills Stephen Jay | CEO and President | Sell | 13,053 | $371,488 |
| 2026-05-27 | Newman David John | Chief Underwriting Officer | Sell | 2,118 | $59,939 |
| 2026-05-27 | Mulcahey Brad | CFO and Treasurer | Sell | 1,027 | $29,064 |
| 2026-05-27 | Yap Shirley Shek Li | Chief Accounting Officer | Sell | 2,353 | $66,590 |
| 2026-05-27 | Yap Shirley Shek Li | Chief Accounting Officer | Sell | 679 | $16,160 |
| 2026-05-26 | Sills Stephen Jay | CEO and President | Sell | 24,353 | $693,086 |
| 2026-05-26 | Newman David John | Chief Underwriting Officer | Sell | 4,506 | $127,520 |
| 2026-05-26 | Mulcahey Brad | CFO and Treasurer | Sell | 3,506 | $99,220 |
| 2026-05-04 | Baker Tom | Director | Buy | 3,361 | $0 |
| 2026-05-04 | Brock-Kyle Angela | Director | Buy | 6,722 | $0 |
| 2026-05-04 | Holman David Clifford | Director | Buy | 3,361 | $0 |
| 2026-05-04 | Fondriest Fabian | Director | Buy | 6,722 | $0 |
| 2026-05-04 | Schnidman Ava | Director | Buy | 3,361 | $0 |
| 2026-05-04 | FOY DAVID THOMAS | Director | Buy | 3,361 | $0 |
| 2026-05-04 | Lowenstein Price | Director | Buy | 3,361 | $0 |
| 2026-03-13 | Sills Stephen Jay | CEO and President | Sell | 7,700 | $0 |
| 2026-03-13 | Sills Stephen Jay | CEO and President | Buy | 1,540 | $0 |
| 2026-03-13 | Sills Stephen Jay | CEO and President | Buy | 1,540 | $0 |
| 2026-03-13 | Sills Stephen Jay | CEO and President | Buy | 1,540 | $0 |
| 2026-03-13 | Sills Stephen Jay | CEO and President | Buy | 1,540 | $0 |
| 2026-03-13 | Sills Stephen Jay | CEO and President | Buy | 1,540 | $0 |
| 2026-03-13 | Sills Stephen Jay | CEO and President | Sell | 120,000 | $0 |
| 2026-03-13 | Sills Stephen Jay | CEO and President | Buy | 120,000 | $0 |
| 2026-02-23 | Yap Shirley Shek Li | Chief Accounting Officer | Buy | 9,826 | $0 |
| 2026-02-23 | Yap Shirley Shek Li | Chief Accounting Officer | Sell | 524 | $13,048 |
Source: SEC Form 4 filings · as of 2026-05-27