Stephen Jay Sills

CEO and President at Bowhead Specialty Holdings Inc.

Sits on 1 board. Last updated September 28, 2026

Time on boards

Boards served
1
Current seats
1
Board service
2 years
Director since
2024

2 years of board service in total across 1 board, counting each seat separately. Longest: Bowhead Specialty Holdings Inc., 2 years.

Bowhead Specialty Holdings Inc. Director ยท CEO and President
2 years ยท Since 2024

Chief executive roles

Bowhead Specialty Holdings Inc. ยท CEO and President
Since May 2024

Shareholder support

Support is votes for as a share of votes for and against (or withheld). Below 80% is a clear protest.

Insider trades

All notable trades →

From SEC Forms 4 and 5. Open-market purchases and sales are highlighted; grants, option exercises and shares withheld for tax are routine.

Date Company Transaction Shares Price Value
May 22, 2026 Bowhead Specialty Holdings Inc. Shares withheld for tax โˆ’24,353 $28.46 $693,086
Mar 13, 2026 Bowhead Specialty Holdings Inc. Gift โˆ’120,000 โ€” โ€”
Mar 13, 2026 Bowhead Specialty Holdings Inc. Gift +120,000 โ€” โ€”
Mar 12, 2026 Bowhead Specialty Holdings Inc. Gift โˆ’7,700 โ€” โ€”
Mar 12, 2026 Bowhead Specialty Holdings Inc. Gift +1,540 โ€” โ€”
Mar 12, 2026 Bowhead Specialty Holdings Inc. Gift +1,540 โ€” โ€”
Mar 12, 2026 Bowhead Specialty Holdings Inc. Gift +1,540 โ€” โ€”
Mar 12, 2026 Bowhead Specialty Holdings Inc. Gift +1,540 โ€” โ€”
Mar 12, 2026 Bowhead Specialty Holdings Inc. Gift +1,540 โ€” โ€”
Feb 20, 2026 Bowhead Specialty Holdings Inc. Shares withheld for tax โˆ’5,419 $24.90 $134,933
Feb 19, 2026 Bowhead Specialty Holdings Inc. Grant or award +90,703 โ€” โ€”
Feb 19, 2026 Bowhead Specialty Holdings Inc. Grant or award +88,566 โ€” โ€”
Nov 26, 2025 Bowhead Specialty Holdings Inc. Gift โˆ’75,000 โ€” โ€”
Nov 26, 2025 Bowhead Specialty Holdings Inc. Gift +75,000 โ€” โ€”
Aug 26, 2025 Bowhead Specialty Holdings Inc. Gift โˆ’163,185 โ€” โ€”

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