| 2025-11-26 | OLIVO MARIA | EVP, Strat Dev & Pres Intl | Sale+OE | 8,920 | $295.73 | $2,637,911.60 | -7.1% | → |
| 2025-11-25 | HEYMAN WILLIAM H | Vice Chairman | Sale+OE | 4,000 | $294.50 | $1,178,010.00 | -0.5% | → |
| 2025-11-24 | Kurtzman Diane | EVP & Chief HR Officer | Sale+OE | 4,805 | $290.00 | $1,393,450.00 | -55.7% | → |
| 2025-11-21 | HEYMAN WILLIAM H | Vice Chairman | Sale+OE | 2,000 | $291.50 | $583,000.00 | -0.4% | → |
| 2025-11-21 | Rowland David Donnay | EVP & Co-Chief Invest. Officer | Sale+OE | 5,000 | $290.57 | $1,452,849.00 | -22.2% | → |
| 2025-11-13 | HEYMAN WILLIAM H | Vice Chairman | Sale+OE | 3,803 | $288.47 | $1,097,067.00 | -0.4% | → |
| 2025-11-11 | HEYMAN WILLIAM H | Vice Chairman | Sale+OE | 7,000 | $283.11 | $1,981,780.00 | -0.5% | → |
| 2025-11-06 | Frey Daniel S. | EVP & Chief Financial Officer | Sale+OE | 25,000 | $278.25 | $6,956,255.00 | -48.1% | → |
| 2025-10-28 | Klein Michael Frederick | EVP & President, Personal Ins. | Sale+OE | 8,572 | $270.73 | $2,320,728.06 | -11.0% | → |
| 2025-08-22 | Lefebvre Mojgan M | EVP & Chief Tech & Ops Officer | Sale+OE | 16,820 | $277.54 | $4,668,300.17 | -100% | → |
| 2025-08-22 | HEYMAN WILLIAM H | Vice Chairman | Sale+OE | 2,000 | $278.50 | $557,000.00 | -0.4% | → |
| 2025-08-07 | BESSETTE ANDY F | EVP and Chief Admin Officer | Sale+OE | 7,742 | $264.90 | $2,050,855.80 | -27.2% | → |
| 2025-08-04 | Klein Michael Frederick | EVP & President, Personal Ins. | Sale+OE | 10,000 | $261.99 | $2,619,855.00 | -22.9% | → |
| 2025-07-21 | Toczydlowski Gregory C | EVP & President, Business Ins. | Sell | 11,505 | $266.12 | $3,061,752.02 | -38.5% | → |
| 2025-05-30 | HEYMAN WILLIAM H | Vice Chairman | Sale+OE | 2,000 | $276.50 | $553,000.00 | -0.4% | → |
| 2025-05-29 | Schnitzer Alan D | Chairman and CEO | Sale+OE | 35,456 | $273.78 | $9,707,110.67 | -6.1% | → |
| 2025-05-29 | Rowland David Donnay | EVP & Co-Chief Invest. Officer | Sale+OE | 12,069 | $274.01 | $3,307,003.76 | -50.7% | → |
| 2025-05-29 | Kurtzman Diane | EVP & Chief HR Officer | Sale+OE | 3,980 | $273.01 | $1,086,599.60 | -34.3% | → |
| 2025-05-29 | Klein Michael Frederick | EVP & President, Personal Ins. | Sale+OE | 9,044 | $274.17 | $2,479,575.97 | -7.5% | → |
| 2025-05-29 | Kess Avrohom J. | Vice Chmn & Chief Legal Off | Sale+OE | 23,434 | $273.93 | $6,419,363.89 | -12.4% | → |
| 2025-05-29 | Frey Daniel S. | EVP & Chief Financial Officer | Sale+OE | 20,286 | $273.48 | $5,547,740.22 | -43.0% | → |
| 2025-05-29 | HEYMAN WILLIAM H | Vice Chairman | Sale+OE | 2,000 | $274.50 | $549,000.00 | -0.4% | → |
| 2025-05-29 | OLIVO MARIA | EVP, Strat Dev & Pres Intl | Sale+OE | 36,199 | $274.20 | $9,925,639.10 | -23.5% | → |
| 2025-05-29 | Munson Paul E. | SVP & Corp. Controller | Sale+OE | 4,052 | $273.29 | $1,107,371.08 | -84.7% | → |
| 2025-05-29 | Klenk Jeffrey P. | EVP & Pres., Bond & Spec. Ins. | Sale+OE | 15,180 | $272.87 | $4,142,183.75 | -55.5% | → |
| 2025-05-29 | Lefebvre Mojgan M | EVP & Chief Tech & Ops Officer | Sell | 6,149 | $273.71 | $1,682,954.38 | -100% | → |
| 2025-05-16 | BESSETTE ANDY F | EVP and Chief Admin Officer | Sale+OE | 5,000 | $272.76 | $1,363,800.00 | -19.5% | → |
| 2025-05-08 | HEYMAN WILLIAM H | Vice Chairman | Sale+OE | 1,000 | $272.00 | $272,000.00 | -0.4% | → |