Stephen Jay Sills - 26 Nov 2025 Form 4 Insider Report for Bowhead Specialty Holdings Inc. (BOW)

Signature
/s/ H. Matthew Crusey, as attorney-in-fact
Issuer symbol
BOW
Transactions as of
26 Nov 2025
Transactions value $
$0
Form type
4
Filing time
26 Nov 2025, 16:06:45 UTC
Previous filing
03 Sep 2025

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Sills Stephen Jay CEO and President, Director C/O BOWHEAD SPECIALTY HOLDINGS INC., 452 FIFTH AVENUE, NEW YORK /s/ H. Matthew Crusey, as attorney-in-fact 26 Nov 2025 0001362369

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction BOW Common Stock Gift $0 -75K -8.71% $0.00 786K 26 Nov 2025 Direct F1
transaction BOW Common Stock Gift $0 +75K $0.00 75K 26 Nov 2025 By Stephen J. Sills 2024 I GRAT #4
holding BOW Common Stock 97.9K 26 Nov 2025 By Stephen J. Sills 2024 I GRAT #3
holding BOW Common Stock 72K 26 Nov 2025 By Stephen J. Sills Irrevocable Family GST Exempt Trust
holding BOW Common Stock 1.14K 26 Nov 2025 By Sills Family Trust 1
holding BOW Common Stock 1.14K 26 Nov 2025 By Sills Family Trust 2
holding BOW Common Stock 1.14K 26 Nov 2025 By Sills Family Trust 3
holding BOW Common Stock 1.14K 26 Nov 2025 By Sills Family Trust 4
holding BOW Common Stock 1.14K 26 Nov 2025 By Sills Family Trust 5
holding BOW Common Stock 214K 26 Nov 2025 By Sills 2024 LLC
holding BOW Common Stock 72.5K 26 Nov 2025 By Stephen J. Sills 2024 I Grant #2
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 Reflects a transfer of 75,000 shares to the Stephen J. Sills 2024 I Grant #4 grantor trust.