| Oct 28, 2026 | ANDY BESSETTE | EVP AND CHIEF ADMIN OFFICER | SELL | 3.025K | $399.35 | $1.2M |
| Oct 27, 2026 | Mojgan Lefebvre | EVP & CHIEF TECH & OPS OFFICER | SELL-OPTIONS | — | $266.84 | $2.8M |
| Oct 22, 2026 | Gregory Toczydlowski | EVP & PRESIDENT, BUSINESS INS. | SELL-OPTIONS | — | $272.37 | $9.1M |
| Oct 22, 2026 | Donnay David Rowland | EVP & CO-CHIEF INVEST. OFFICER | SELL-OPTIONS | — | $269.10 | $1.4M |
| Oct 22, 2026 | Jeffrey Klenk | EVP & PRES., BOND & SPEC. INS. | SELL-OPTIONS | — | $269.07 | $2.5M |
| Oct 21, 2026 | Alan Schnitzer | CHAIRMAN AND CEO | SELL-OPTIONS | — | $264.97 | $79.0M |
| Oct 21, 2026 | MARIA OLIVO | EVP, ERM & CHIEF RISK OFFICER | SELL | 15.100K | $398.44 | $6.0M |
| Oct 20, 2026 | Frederick Michael Klein | EVP & PRESIDENT, PERSONAL INS. | SELL-OPTIONS | — | $266.31 | $1.9M |
| Aug 28, 2026 | MARIA OLIVO | EVP, ERM & CHIEF RISK OFFICER | SELL | 6.000K | $369.86 | $2.2M |
| Jul 24, 2026 | TeiHwa Daniel Yin | EVP & CO-CHIEF INVEST. OFFICER | SELL-OPTIONS | — | $263.93 | $1.8M |
| Jul 24, 2026 | Diane Kurtzman | EVP & CHIEF HR OFFICER | SELL-OPTIONS | — | $259.64 | $1.1M |
| Jul 22, 2026 | Donnay David Rowland | EVP & CO-CHIEF INVEST. OFFICER | SELL-OPTIONS | — | $252.13 | $1.2M |
| Jul 22, 2026 | Paul Munson | SVP & CORP. CONTROLLER | SELL-OPTIONS | — | $248.04 | $372K |
| Jul 22, 2026 | ANDY BESSETTE | EVP AND CHIEF ADMIN OFFICER | SELL | 3.000K | $368.11 | $1.1M |
| Jul 21, 2026 | Frederick Michael Klein | EVP & PRESIDENT, PERSONAL INS. | SELL-OPTIONS | — | $252.96 | $1.4M |
| Jul 21, 2026 | Daniel Frey | EVP & CHIEF FINANCIAL OFFICER | SELL-OPTIONS | — | $257.53 | $3.1M |
| Jul 21, 2026 | Mojgan Lefebvre | EVP & CHIEF TECH & OPS OFFICER | SELL-OPTIONS | — | $252.06 | $3.8M |
| May 26, 2026 | Frederick Michael Klein | EVP & PRESIDENT, PERSONAL INS. | SELL-OPTIONS | — | $220.12 | $1.8M |
| May 22, 2026 | ANDY BESSETTE | EVP AND CHIEF ADMIN OFFICER | SELL-OPTIONS | — | $248.56 | $507K |