Sills Stephen Jay 4

What Happened

• Stephen Jay Sills, CEO, President and Director of Bowhead Specialty Holdings (BOW), surrendered 24,353 shares on May 22, 2026 to satisfy tax withholding obligations tied to vested restricted stock units (RSUs). The shares were valued at $28.46 each, for a total of approximately $693,086. This was a share surrender to cover taxes (transaction code F), not an open‑market sale.

Key Details

• Transaction date and price: May 22, 2026 — 24,353 shares at $28.46 each (~$693,086).
• Transaction type: Code F — payment of tax liability via share surrender on RSU vesting (cashless/tax‑withholding action).
• Shares owned after transaction: Not specified in the provided summary (see the official Form 4 for exact post‑transaction holdings).
• Footnotes: F1 confirms shares were surrendered to pay required tax withholdings on RSU vesting. F2 notes a separate May 15, 2026 transfer of 31,129 shares from the "Stephen J. Sills 2024 I GRAT #2" into his direct holdings; that transfer was exempt from reporting under Rule 16a‑13.
• Filing timeliness: Form 4 was filed May 26, 2026; this appears timely (filed within required business days following the May 22 transaction).

Context

• Share surrenders to cover taxes on vested awards are routine insider actions and do not necessarily indicate a change in the insider’s view of the company. This was not an open‑market sale or a purchase, but a withholding mechanism to meet tax obligations. For exact holdings and additional details, consult the full Form 4 filing (Accession: 0001362369-26-000004).