Hagerty, Inc.: chief legal officer Diana Chafey sold and bought shares

What happened Diana Chafey, chief legal officer, had 1,076 shares of Class A common stock withheld to satisfy taxes upon RSU vesting on Oct 1, 2026 at $13.46 per share for $14,483 (transaction code F). On Oct 2, 2026 she acquired 979 shares under the employee stock purchase plan at $12.79 per share for $12,521 (transaction code A).

Key details

• Transaction dates and prices: Oct 1, 2026 — 1,076 shares withheld at $13.46 for $14,483; Oct 2, 2026 — 979 shares acquired at $12.79 for $12,521.
• Shares owned after the transaction: not reported in the filing.
• Footnotes: F1 — shares withheld for taxes on RSUs with grant date Oct 1, 2023; F2 — ESPP purchase for the offering period Apr 1, 2026 through Sep 30, 2026; F3 — ESPP per share price equal to 95% of the closing price on Oct 1, 2026.
• Filing date: Oct 5, 2026; Period of report: Oct 1, 2026.

Why it may matter

• The Oct 1 transaction was a tax withholding upon RSU vesting (not a market sale). The Oct 2 transaction was an ESPP purchase under the company plan at the stated discount formula.
  A filing does not show why the insider traded or why the company acted.