Howie Craig 4

What Happened
Howie Craig, Chief Financial Officer of Hamilton Insurance Group, Ltd. (HG), received 87,464 shares on February 24, 2026 upon certification of performance stock units (PSUs). To satisfy tax withholding obligations tied to the vesting, 34,374 of those shares were withheld/disposed at $30.55 per share, a transaction value of $1,050,126. The award shares were granted/issued at $0.00 per share (code A), and the withholding is reported as a disposal (code F).

Key Details

• Transaction date: February 24, 2026 (filed on February 26, 2026). Filing shows no indication of lateness.
• Award: 87,464 shares issued at $0.00 (PSU payout).
• Withholding/disposition: 34,374 shares at $30.55 = $1,050,126 to satisfy taxes.
• Shares owned after the transactions: not specified in the filing.
• Notable footnotes:
  • PSUs were earned based on HG’s 3-year annualized underwriting return on capital ending Dec 31, 2025 (8.6%), producing a payout at 200% of target (F1).
  • The reported award includes restricted stock units (F2).
  • The 34,374 shares were withheld to satisfy tax obligations arising from PSU vesting (F3).
  • The $30.55 per-share figure used to determine shares withheld is referenced to the closing price noted in the filing (F4).

Context
This was primarily an award/vesting event (acquisition of shares due to PSU performance), not an open-market sale. The reported “sale” is a routine share withholding to cover taxes—common in equity compensation settlements—rather than an expressed cash-seeking disposition by the insider. The material driver was a strong PSU payout (200% of target) tied to multi-year underwriting performance; avoid inferring broader insider sentiment from routine tax withholding.