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

Role
CEO and President, Director
Signature
/s/ H. Matthew Crusey, as attorney-in-fact
Issuer symbol
BOW
Transactions as of
26 Nov 2025
Net transactions value
$0
Form type
4
Filing time
26 Nov 2025, 16:06:45 UTC
Previous filing
03 Sep 2025
Next filing
23 Feb 2026
SEC
View on sec.gov

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 -75,000 -8.7% $0.000000 786,000 26 Nov 2025 Direct F1
transaction BOW Common Stock Gift $0 +75,000 $0.000000 75,000 26 Nov 2025 By Stephen J. Sills 2024 I GRAT #4
holding BOW Common Stock 97,911 26 Nov 2025 By Stephen J. Sills 2024 I GRAT #3
holding BOW Common Stock 72,000 26 Nov 2025 By Stephen J. Sills Irrevocable Family GST Exempt Trust
holding BOW Common Stock 1,141 26 Nov 2025 By Sills Family Trust 1
holding BOW Common Stock 1,141 26 Nov 2025 By Sills Family Trust 2
holding BOW Common Stock 1,141 26 Nov 2025 By Sills Family Trust 3
holding BOW Common Stock 1,141 26 Nov 2025 By Sills Family Trust 4
holding BOW Common Stock 1,141 26 Nov 2025 By Sills Family Trust 5
holding BOW Common Stock 214,469 26 Nov 2025 By Sills 2024 LLC
holding BOW Common Stock 72,500 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.