| Insider | Role | Holdings | Buy $ | Sell $ | Net $ |
|---|---|---|---|---|---|
| Alan D Schnitzer | Chairman and CEO, Director | 303,124 | — | $39,274,992 | -$39,274,992 |
| Maria Olivo | EVP, ERM & Chief Risk Officer | 118,742 | — | $23,824,461 | -$23,824,461 |
| Mojgan M Lefebvre | EVP & Chief Tech & Ops Officer | 0 | — | $22,864,502 | -$22,864,502 |
| Michael Frederick Klein | EVP & President, Personal Ins. | 45,125 | — | $21,304,482 | -$21,304,482 |
| Daniel S. Frey | EVP & Chief Financial Officer | 27,535 | — | $20,068,957 | -$20,068,957 |
| William H Heyman | Vice Chairman | 259,590 | — | $19,921,117 | -$19,921,117 |
| Jeffrey P. Klenk | EVP & Pres., Bond & Spec. Ins. | 6,075 | — | $10,774,326 | -$10,774,326 |
| Avrohom J. Kess | Vice Chmn. & Chief Legal Off. | 47,737 | — | $9,927,905 | -$9,927,905 |
| David Donnay Rowland | EVP & Co-Chief Invest. Officer | 10,479 | — | $9,131,673 | -$9,131,673 |
| Andy F Bessette | EVP and Chief Admin Officer | 21,284 | — | $8,761,570 | -$8,761,570 |
| Gregory C Toczydlowski | EVP & President, Business Ins. | 18,416 | — | $6,718,736 | -$6,718,736 |
| Diane Kurtzman | EVP & Chief HR Officer | 5,298 | — | $5,986,741 | -$5,986,741 |
| Paul E. Munson | SVP & Corp. Controller | 735 | — | $2,812,087 | -$2,812,087 |
| Daniel Tei-Hwa Yin | EVP & Co-Chief Invest. Officer | 68,834 | — | $2,768,211 | -$2,768,211 |
| Date | Insider | Side | Shares | Price | Value | Holdings After | % of Position |
|---|---|---|---|---|---|---|---|
| 2026-08-28 | Maria Olivo | SELL | 6,000 | $369.86 | $2,219,145 | 118,742 | 5% |
| 2026-07-24 | Daniel Tei-Hwa Yin | SELL | 7,153 | $387.00 | $2,768,211 | 68,834 | 9% |
| 2026-07-24 | Diane Kurtzman | SELL | 4,164 | $386.71 | $1,610,260 | 5,298 | 44% |
| 2026-07-22 | David Donnay Rowland | SELL | 5,000 | $371.69 | $1,858,440 | 10,479 | 32% |
| 2026-07-22 | Paul E. Munson | SELL | 1,525 | $369.90 | $564,105 | 735 | 67% |
| 2026-07-22 | Andy F Bessette | SELL | 2,900 | $368.09 | $1,067,451 | 21,384 | 12% |
| 2026-07-22 | Andy F Bessette | SELL | 100 | $368.87 | $36,886 | 21,284 | 0% |
| 2026-07-21 | Michael Frederick Klein | SELL | 125 | $364.90 | $45,613 | 51,000 | 0% |
| 2026-07-21 | Michael Frederick Klein | SELL | 5,875 | $366.12 | $2,150,949 | 45,125 | 12% |
| 2026-07-21 | Daniel S. Frey | SELL | 11,037 | $368.16 | $4,063,427 | 27,535 | 29% |
| 2026-07-21 | Daniel S. Frey | SELL | 3,000 | $368.52 | $1,105,575 | 27,535 | 10% |
| 2026-07-21 | Mojgan M Lefebvre | SELL | 9,213 | $368.35 | $3,393,652 | 0 | 100% |
| 2026-07-21 | Mojgan M Lefebvre | SELL | 7,100 | $368.40 | $2,615,676 | 0 | 100% |
| 2026-05-26 | Michael Frederick Klein | SELL | 6,069 | $307.10 | $1,863,792 | 49,056 | 11% |
| 2026-05-26 | Michael Frederick Klein | SELL | 2,412 | $308.33 | $743,699 | 46,644 | 5% |
| 2026-05-26 | Michael Frederick Klein | SELL | 1,519 | $308.79 | $469,055 | 45,125 | 3% |
| 2026-05-22 | Andy F Bessette | SELL | 4,255 | $308.11 | $1,311,008 | 24,284 | 15% |
| 2026-04-28 | Avrohom J. Kess | SELL | 6,735 | $308.78 | $2,079,640 | 48,737 | 12% |
| 2026-04-28 | William H Heyman | SELL | 557 | $310.00 | $172,670 | 260,590 | 0% |
| 2026-04-28 | William H Heyman | SELL | 1,000 | $311.00 | $311,000 | 259,590 | 0% |
| 2026-04-20 | Diane Kurtzman | SELL | 1,480 | $303.47 | $449,134 | 5,298 | 22% |
| 2026-04-20 | Diane Kurtzman | SELL | 1,387 | $303.42 | $420,846 | 5,298 | 21% |
| 2026-04-20 | Michael Frederick Klein | SELL | 6,730 | $303.47 | $2,042,353 | 48,395 | 12% |
| 2026-04-20 | Michael Frederick Klein | SELL | 3,270 | $304.38 | $995,338 | 45,125 | 7% |
| 2026-04-20 | Jeffrey P. Klenk | SELL | 6,414 | $305.06 | $1,956,549 | 6,075 | 51% |
| 2026-02-26 | David Donnay Rowland | SELL | 4,731 | $308.52 | $1,459,604 | 10,479 | 31% |
| 2026-02-26 | Maria Olivo | SELL | 10,400 | $306.60 | $3,188,588 | 124,742 | 8% |
| 2026-02-25 | Paul E. Munson | SELL | 927 | $306.04 | $283,699 | 735 | 56% |
| 2026-02-25 | Paul E. Munson | SELL | 2,800 | $306.04 | $856,912 | 735 | 79% |
| 2026-02-23 | William H Heyman | SELL | 1,000 | $305.00 | $305,000 | 259,590 | 0% |
| 2026-02-23 | William H Heyman | SELL | 2,000 | $307.88 | $615,755 | 260,590 | 1% |
| 2026-02-23 | William H Heyman | SELL | 1,000 | $309.00 | $309,000 | 259,590 | 0% |
| 2026-02-20 | William H Heyman | SELL | 1,000 | $304.00 | $304,000 | 259,590 | 0% |
| 2026-02-20 | Gregory C Toczydlowski | SELL | 12,200 | $299.76 | $3,656,984 | 18,416 | 40% |
| 2026-02-20 | Daniel S. Frey | SELL | 8,000 | $299.50 | $2,395,960 | 27,535 | 23% |
| 2026-02-20 | Avrohom J. Kess | SELL | 4,756 | $300.44 | $1,428,901 | 50,862 | 9% |
| 2026-02-19 | Mojgan M Lefebvre | SELL | 5,827 | $298.25 | $1,737,815 | 0 | 100% |
| 2026-02-17 | William H Heyman | SELL | 1,000 | $300.00 | $300,000 | 255,086 | 0% |
| 2026-02-17 | Andy F Bessette | SELL | 4,014 | $297.25 | $1,193,151 | 21,861 | 16% |
| 2026-02-17 | Andy F Bessette | SELL | 1,443 | $298.27 | $430,401 | 20,418 | 7% |
| 2026-02-17 | Andy F Bessette | SELL | 543 | $299.03 | $162,372 | 19,875 | 3% |
| 2026-02-06 | Maria Olivo | SELL | 10,400 | $300.75 | $3,127,832 | 117,596 | 8% |
| 2026-02-06 | Michael Frederick Klein | SELL | 10,000 | $301.18 | $3,011,783 | 33,638 | 23% |
| 2026-02-06 | William H Heyman | SELL | 1,000 | $303.00 | $303,000 | 255,086 | 0% |
| 2026-02-05 | William H Heyman | SELL | 5,000 | $302.00 | $1,510,000 | 255,086 | 2% |
| 2026-02-04 | Alan D Schnitzer | SELL | 26,509 | $294.18 | $7,798,423 | 289,553 | 8% |
| 2026-02-04 | Alan D Schnitzer | SELL | 23,078 | $295.00 | $6,808,012 | 266,475 | 8% |
| 2026-02-04 | Alan D Schnitzer | SELL | 6,146 | $295.82 | $1,818,081 | 260,329 | 2% |
| 2026-01-23 | Jeffrey P. Klenk | SELL | 16,712 | $279.77 | $4,675,593 | 6,075 | 73% |
| 2025-11-26 | Maria Olivo | SELL | 8,920 | $295.73 | $2,637,912 | 117,596 | 7% |
| 2025-11-25 | William H Heyman | SELL | 2,000 | $293.50 | $587,010 | 257,086 | 1% |
| 2025-11-25 | William H Heyman | SELL | 1,000 | $295.00 | $295,000 | 256,086 | 0% |
| 2025-11-25 | William H Heyman | SELL | 1,000 | $296.00 | $296,000 | 255,086 | 0% |
| 2025-11-24 | Diane Kurtzman | SELL | 4,805 | $290.00 | $1,393,450 | 3,819 | 56% |
| 2025-11-21 | David Donnay Rowland | SELL | 5,000 | $290.57 | $1,452,849 | 17,562 | 22% |
| 2025-11-21 | William H Heyman | SELL | 1,000 | $291.00 | $291,000 | 256,086 | 0% |
| 2025-11-21 | William H Heyman | SELL | 1,000 | $292.00 | $292,000 | 255,086 | 0% |
| 2025-11-13 | William H Heyman | SELL | 803 | $289.00 | $232,067 | 256,086 | 0% |
| 2025-11-13 | William H Heyman | SELL | 1,000 | $290.00 | $290,000 | 255,086 | 0% |
| 2025-11-12 | William H Heyman | SELL | 1,000 | $287.00 | $287,000 | 256,086 | 0% |
| 2025-11-12 | William H Heyman | SELL | 1,000 | $288.00 | $288,000 | 255,086 | 0% |
| 2025-11-11 | William H Heyman | SELL | 2,000 | $283.89 | $567,780 | 257,086 | 1% |
| 2025-11-11 | William H Heyman | SELL | 1,000 | $285.00 | $285,000 | 256,086 | 0% |
| 2025-11-11 | William H Heyman | SELL | 1,000 | $286.00 | $286,000 | 255,086 | 0% |
| 2025-11-10 | William H Heyman | SELL | 1,000 | $281.00 | $281,000 | 256,086 | 0% |
| 2025-11-10 | William H Heyman | SELL | 1,000 | $282.00 | $282,000 | 255,086 | 0% |
| 2025-11-07 | William H Heyman | SELL | 1,000 | $280.00 | $280,000 | 255,086 | 0% |
| 2025-11-06 | Daniel S. Frey | SELL | 25,000 | $278.25 | $6,956,255 | 26,932 | 48% |
| 2025-10-28 | Michael Frederick Klein | SELL | 6,742 | $270.59 | $1,824,349 | 35,468 | 16% |
| 2025-10-28 | Michael Frederick Klein | SELL | 1,830 | $271.25 | $496,379 | 33,638 | 5% |
| 2025-08-22 | Mojgan M Lefebvre | SELL | 16,820 | $277.54 | $4,668,300 | 0 | 100% |
| 2025-08-22 | William H Heyman | SELL | 1,000 | $278.00 | $278,000 | 256,086 | 0% |
| 2025-08-22 | William H Heyman | SELL | 1,000 | $279.00 | $279,000 | 255,086 | 0% |
| 2025-08-07 | Andy F Bessette | SELL | 7,742 | $264.90 | $2,050,856 | 20,692 | 27% |
| 2025-08-04 | Michael Frederick Klein | SELL | 10,000 | $261.99 | $2,619,855 | 33,638 | 23% |
| 2025-07-21 | Gregory C Toczydlowski | SELL | 11,505 | $266.12 | $3,061,752 | 18,416 | 38% |
| 2025-05-30 | William H Heyman | SELL | 1,000 | $276.00 | $276,000 | 256,086 | 0% |
| 2025-05-30 | William H Heyman | SELL | 1,000 | $277.00 | $277,000 | 255,086 | 0% |
| 2025-05-29 | Avrohom J. Kess | SELL | 6,170 | $273.09 | $1,684,973 | 65,651 | 9% |
| 2025-05-29 | Avrohom J. Kess | SELL | 14,796 | $274.15 | $4,056,366 | 50,855 | 23% |
| 2025-05-29 | Avrohom J. Kess | SELL | 2,468 | $274.73 | $678,024 | 48,387 | 5% |
| 2025-05-29 | David Donnay Rowland | SELL | 12,069 | $274.01 | $3,307,004 | 11,731 | 51% |
| 2025-05-29 | Alan D Schnitzer | SELL | 14,121 | $273.40 | $3,860,691 | 283,664 | 5% |
| 2025-05-29 | Alan D Schnitzer | SELL | 21,335 | $274.03 | $5,846,419 | 262,329 | 8% |
| 2025-05-29 | Mojgan M Lefebvre | SELL | 6,149 | $273.71 | $1,682,954 | 0 | 100% |
| 2025-05-29 | Jeffrey P. Klenk | SELL | 6,680 | $272.72 | $1,821,770 | 6,075 | 52% |
| 2025-05-29 | Jeffrey P. Klenk | SELL | 8,500 | $272.99 | $2,320,414 | 6,075 | 58% |
| 2025-05-29 | Paul E. Munson | SELL | 4,052 | $273.29 | $1,107,371 | 735 | 85% |
| 2025-05-29 | Michael Frederick Klein | SELL | 594 | $273.12 | $162,234 | 42,088 | 1% |
| 2025-05-29 | Michael Frederick Klein | SELL | 6,809 | $274.14 | $1,866,591 | 35,279 | 16% |
| 2025-05-29 | Michael Frederick Klein | SELL | 1,641 | $274.68 | $450,751 | 33,638 | 5% |
| 2025-05-29 | Maria Olivo | SELL | 36,199 | $274.20 | $9,925,639 | 118,116 | 23% |
| 2025-05-29 | William H Heyman | SELL | 1,000 | $274.00 | $274,000 | 256,086 | 0% |
| 2025-05-29 | William H Heyman | SELL | 1,000 | $275.00 | $275,000 | 255,086 | 0% |
| 2025-05-29 | Daniel S. Frey | SELL | 20,286 | $273.48 | $5,547,740 | 26,932 | 43% |
| 2025-05-29 | Diane Kurtzman | SELL | 1,000 | $273.00 | $273,000 | 3,819 | 21% |
| 2025-05-29 | Diane Kurtzman | SELL | 2,980 | $273.02 | $813,600 | 3,819 | 44% |
| 2025-05-16 | Andy F Bessette | SELL | 5,000 | $272.76 | $1,363,800 | 20,692 | 19% |
| 2025-05-08 | William H Heyman | SELL | 1,000 | $271.00 | $271,000 | 257,086 | 0% |
| 2025-05-08 | William H Heyman | SELL | 1,000 | $272.00 | $272,000 | 256,086 | 0% |
| 2025-05-08 | William H Heyman | SELL | 1,000 | $273.00 | $273,000 | 255,086 | 0% |
| 2025-05-07 | William H Heyman | SELL | 1,000 | $270.00 | $270,000 | 255,086 | 0% |
| 2025-02-26 | Mojgan M Lefebvre | SELL | 13,300 | $248.60 | $3,306,373 | 6,149 | 68% |
| 2024-11-29 | William H Heyman | SELL | 1,000 | $269.00 | $269,000 | 250,384 | 0% |
| 2024-11-27 | William H Heyman | SELL | 1,000 | $267.00 | $267,000 | 251,384 | 0% |
| 2024-11-27 | William H Heyman | SELL | 1,000 | $268.00 | $268,000 | 250,384 | 0% |
| 2024-11-26 | David Donnay Rowland | SELL | 4,000 | $263.44 | $1,053,776 | 6,506 | 38% |
| 2024-11-25 | William H Heyman | SELL | 1,740 | $264.00 | $459,360 | 252,384 | 1% |
| 2024-11-25 | William H Heyman | SELL | 1,000 | $265.00 | $265,000 | 251,384 | 0% |
| 2024-11-25 | William H Heyman | SELL | 1,000 | $266.00 | $266,000 | 250,384 | 0% |
| 2024-11-18 | Maria Olivo | SELL | 10,410 | $261.80 | $2,725,345 | 111,162 | 9% |
| 2024-11-18 | William H Heyman | SELL | 1,000 | $262.00 | $262,000 | 250,384 | 0% |
| 2024-11-15 | William H Heyman | SELL | 2,000 | $259.25 | $518,500 | 253,384 | 1% |
| 2024-11-15 | William H Heyman | SELL | 2,000 | $260.25 | $520,500 | 251,384 | 1% |
| 2024-11-15 | William H Heyman | SELL | 1,000 | $261.00 | $261,000 | 250,384 | 0% |
| 2024-11-11 | William H Heyman | SELL | 4,000 | $257.96 | $1,031,840 | 253,384 | 2% |
| 2024-11-11 | William H Heyman | SELL | 2,000 | $259.25 | $518,501 | 251,384 | 1% |
| 2024-11-11 | William H Heyman | SELL | 1,000 | $260.00 | $260,000 | 250,384 | 0% |
| 2024-11-08 | William H Heyman | SELL | 2,000 | $255.75 | $511,500 | 251,384 | 1% |
| 2024-11-08 | William H Heyman | SELL | 1,000 | $256.50 | $256,500 | 250,384 | 0% |
| 2024-11-06 | William H Heyman | SELL | 1,000 | $256.00 | $256,000 | 251,370 | 0% |
| 2024-11-06 | William H Heyman | SELL | 986 | $257.97 | $254,358 | 250,384 | 0% |
| 2024-10-28 | Andy F Bessette | SELL | 4,520 | $253.46 | $1,145,644 | 16,976 | 21% |
| 2024-10-24 | William H Heyman | SELL | 2,014 | $260.00 | $523,640 | 250,384 | 1% |
| 2024-10-23 | Michael Frederick Klein | SELL | 10,000 | $256.17 | $2,561,742 | 22,798 | 30% |
| 2024-10-22 | William H Heyman | SELL | 3,000 | $260.55 | $781,635 | 250,384 | 1% |
| 2024-10-21 | Diane Kurtzman | SELL | 500 | $260.37 | $130,184 | 1,715 | 23% |
| 2024-10-21 | Diane Kurtzman | SELL | 3,441 | $260.47 | $896,267 | 1,715 | 67% |
| 2024-10-21 | Mojgan M Lefebvre | SELL | 15,168 | $259.27 | $3,932,585 | 5,868 | 72% |
| 2024-10-21 | Mojgan M Lefebvre | SELL | 4,956 | $260.08 | $1,288,947 | 912 | 84% |
| 2024-10-21 | Mojgan M Lefebvre | SELL | 912 | $261.19 | $238,201 | 0 | 100% |
| 2024-10-21 | Alan D Schnitzer | SELL | 24,188 | $259.25 | $6,270,671 | 238,260 | 9% |
| 2024-10-21 | Alan D Schnitzer | SELL | 8,169 | $260.05 | $2,124,336 | 230,091 | 3% |
| 2024-10-21 | Alan D Schnitzer | SELL | 2,800 | $261.26 | $731,537 | 227,291 | 1% |
| 2024-10-21 | Alan D Schnitzer | SELL | 2,000 | $262.43 | $524,867 | 225,291 | 1% |
| 2024-10-21 | Alan D Schnitzer | SELL | 700 | $263.42 | $184,394 | 224,591 | 0% |
| 2024-10-21 | Alan D Schnitzer | SELL | 1,867 | $264.01 | $492,904 | 222,724 | 1% |
| 2024-10-21 | Alan D Schnitzer | SELL | 800 | $265.49 | $212,392 | 221,924 | 0% |
| 2024-10-21 | Alan D Schnitzer | SELL | 5,234 | $259.21 | $1,356,680 | 13,287 | 28% |
| 2024-10-21 | Alan D Schnitzer | SELL | 2,593 | $259.98 | $674,116 | 10,694 | 20% |
| 2024-10-21 | Alan D Schnitzer | SELL | 740 | $261.30 | $193,358 | 9,954 | 7% |
| 2024-10-21 | Alan D Schnitzer | SELL | 400 | $262.55 | $105,021 | 9,554 | 4% |
| 2024-10-21 | Alan D Schnitzer | SELL | 800 | $264.02 | $211,214 | 8,754 | 8% |
| 2024-10-21 | Alan D Schnitzer | SELL | 233 | $265.55 | $61,873 | 8,521 | 3% |
| 2024-08-30 | William H Heyman | SELL | 2,000 | $227.75 | $455,500 | 250,384 | 1% |