Insider Trading
Current insider transactions (SEC Form 4) — buys and sells by officers, directors, and major shareholders.
| Ticker | Insider | Title | Date | Transaction | Price ($) | Shares | Value ($) | SEC Form 4 |
|---|---|---|---|---|---|---|---|---|
| TRV | Bessette Andy F | EVP and Chief Admin Officer | 10/28/2026 | Schenkung | — | 25 | — | Form 4 |
| TRV | Bessette Andy F | EVP and Chief Admin Officer | 10/28/2026 | Verkauf | 399.35 | 3,000 | 1,198,050 | Form 4 |
| TRV | Lefebvre Mojgan M | EVP & Chief Tech & Ops Officer | 10/27/2026 | Verkauf | 393.84 | 11,000 | 4,332,284 | Form 4 |
| TRV | Lefebvre Mojgan M | EVP & Chief Tech & Ops Officer | 10/27/2026 | Optionsausübung | 139.83 | 11,000 | 1,538,130 | Form 4 |
| TRV | Toczydlowski Gregory C | EVP & President, Business Ins. | 10/22/2026 | Verkauf | 404.43 | 2,100 | 849,307 | Form 4 |
| TRV | Toczydlowski Gregory C | EVP & President, Business Ins. | 10/22/2026 | Verkauf | 403.86 | 32,671 | 13,194,481 | Form 4 |
| TRV | Toczydlowski Gregory C | EVP & President, Business Ins. | 10/22/2026 | Optionsausübung | 140.85 | 34,771 | 4,897,495 | Form 4 |
| TRV | Rowland David Donnay | EVP & Co-Chief Invest. Officer | 10/22/2026 | Verkauf | 405.62 | 5,000 | 2,028,103 | Form 4 |
| TRV | Rowland David Donnay | EVP & Co-Chief Invest. Officer | 10/22/2026 | Optionsausübung | 132.58 | 5,000 | 662,900 | Form 4 |
| TRV | Klenk Jeffrey P. | EVP & Pres., Bond & Spec. Ins. | 10/22/2026 | Verkauf | 405.57 | 9,016 | 3,656,619 | Form 4 |
| TRV | Klenk Jeffrey P. | EVP & Pres., Bond & Spec. Ins. | 10/22/2026 | Optionsausübung | 132.58 | 9,016 | 1,195,341 | Form 4 |
| TRV | Schnitzer Alan D | Chairman and CEO | 10/21/2026 | Verkauf | 398.21 | 2,992 | 1,191,429 | Form 4 |
| TRV | Schnitzer Alan D | Chairman and CEO | 10/21/2026 | Verkauf | 397.61 | 44,879 | 17,844,514 | Form 4 |
| TRV | Schnitzer Alan D | Chairman and CEO | 10/21/2026 | Verkauf | 396.65 | 15,759 | 6,250,822 | Form 4 |
| TRV | Schnitzer Alan D | Chairman and CEO | 10/21/2026 | Verkauf | 395.60 | 12,369 | 4,893,137 | Form 4 |
| TRV | Schnitzer Alan D | Chairman and CEO | 10/21/2026 | Verkauf | 394.80 | 12,901 | 5,093,270 | Form 4 |
| TRV | Schnitzer Alan D | Chairman and CEO | 10/21/2026 | Steuer-Abgabe | 397.62 | 209,468 | 83,288,666 | Form 4 |
| TRV | Schnitzer Alan D | Chairman and CEO | 10/21/2026 | Optionsausübung | 132.58 | 298,368 | 39,557,629 | Form 4 |
| TRV | Olivo Maria | EVP, ERM & Chief Risk Officer | 10/21/2026 | Verkauf | 398.44 | 15,100 | 6,016,506 | Form 4 |
| TRV | Klein Michael Frederick | EVP & President, Personal Ins. | 10/20/2026 | Verkauf | 393.26 | 1,359 | 534,439 | Form 4 |
| TRV | Klein Michael Frederick | EVP & President, Personal Ins. | 10/20/2026 | Verkauf | 392.69 | 6,141 | 2,411,493 | Form 4 |
| TRV | Klein Michael Frederick | EVP & President, Personal Ins. | 10/20/2026 | Optionsausübung | 139.83 | 7,500 | 1,048,725 | Form 4 |
| TRV | Robinson Elizabeth | Director | 09/30/2026 | Zuteilung | 356.51 | 123 | 43,851 | Form 4 |
| TRV | Jabbour Anthony M | Director | 09/30/2026 | Zuteilung | 356.51 | 65 | 23,173 | Form 4 |
| TRV | Golden Russell G. | Director | 09/30/2026 | Zuteilung | 356.51 | 130 | 46,346 | Form 4 |
| TRVI | Heffernan Michael Thomas | Director | 09/15/2026 | Verkauf | 15.09 | 20,952 | 316,166 | Form 4 |
| TRVI | Heffernan Michael Thomas | Director | 09/15/2026 | Optionsausübung | 3.33 | 21,052 | 70,103 | Form 4 |
| TRVI | Heffernan Michael Thomas | Director | 09/15/2026 | Verkauf | 15.88 | 100 | 1,588 | Form 4 |
| TRVI | Heffernan Michael Thomas | Director | 09/15/2026 | Verkauf | 15.09 | 18,321 | 276,464 | Form 4 |
| TRVI | Heffernan Michael Thomas | Director | 09/15/2026 | Optionsausübung | 3.04 | 18,421 | 56,000 | Form 4 |
| TRV | Olivo Maria | EVP, ERM & Chief Risk Officer | 08/28/2026 | Verkauf | 369.86 | 6,000 | 2,219,145 | Form 4 |
| TRVG | Pedersen Brandon | Director | 08/15/2026 | Steuer-Abgabe | — | 4,234 | — | Form 4 |
| TRVG | Pedersen Brandon | Director | 08/15/2026 | Optionsausübung | — | 13,373 | — | Form 4 |
| TRVG | Schmuhl Wolf Ralph-Bruno | Director | 08/15/2026 | Steuer-Abgabe | — | 4,044 | — | Form 4 |
| TRVG | Schmuhl Wolf Ralph-Bruno | Director | 08/15/2026 | Optionsausübung | — | 12,771 | — | Form 4 |
| TRVG | Hansen Mathias | General Counsel | 08/15/2026 | Steuer-Abgabe | — | 3,637 | — | Form 4 |
| TRVG | Hansen Mathias | General Counsel | 08/15/2026 | Optionsausübung | — | 11,489 | — | Form 4 |
| TRVG | Dinwoodie Anna Grace | Financial Reporting Lead | 08/15/2026 | Steuer-Abgabe | — | 420 | — | Form 4 |
| TRVG | Dinwoodie Anna Grace | Financial Reporting Lead | 08/15/2026 | Optionsausübung | — | 1,325 | — | Form 4 |
| TRV | Jabbour Anthony M | Director | 08/14/2026 | Zuteilung | 370.36 | 446 | 165,181 | Form 4 |
| TRV | Yin Daniel Tei-Hwa | EVP & Co-Chief Invest. Officer | 07/24/2026 | Verkauf | 387.00 | 7,153 | 2,768,211 | Form 4 |
| TRV | Yin Daniel Tei-Hwa | EVP & Co-Chief Invest. Officer | 07/24/2026 | Optionsausübung | 140.85 | 7,153 | 1,007,500 | Form 4 |
| TRV | Kurtzman Diane | EVP & Chief HR Officer | 07/24/2026 | Verkauf | 386.71 | 4,164 | 1,610,260 | Form 4 |
| TRV | Kurtzman Diane | EVP & Chief HR Officer | 07/24/2026 | Optionsausübung | 132.58 | 4,164 | 552,063 | Form 4 |
| TRV | Klein Michael Frederick | EVP & President, Personal Ins. | 07/21/2026 | Verkauf | 366.12 | 5,875 | 2,150,949 | Form 4 |
| TRV | Klein Michael Frederick | EVP & President, Personal Ins. | 07/21/2026 | Verkauf | 364.90 | 125 | 45,613 | Form 4 |
| TRV | Klein Michael Frederick | EVP & President, Personal Ins. | 07/21/2026 | Optionsausübung | 139.83 | 6,000 | 838,980 | Form 4 |
| TRV | Frey Daniel S. | EVP & Chief Financial Officer | 07/21/2026 | Verkauf | 368.53 | 3,000 | 1,105,575 | Form 4 |
| TRV | Frey Daniel S. | EVP & Chief Financial Officer | 07/21/2026 | Optionsausübung | 172.50 | 3,000 | 517,500 | Form 4 |
| TRV | Frey Daniel S. | EVP & Chief Financial Officer | 07/21/2026 | Verkauf | 368.16 | 11,037 | 4,063,427 | Form 4 |
| TRV | Frey Daniel S. | EVP & Chief Financial Officer | 07/21/2026 | Optionsausübung | 139.83 | 11,037 | 1,543,304 | Form 4 |
| TRV | Lefebvre Mojgan M | EVP & Chief Tech & Ops Officer | 07/21/2026 | Verkauf | 368.41 | 7,100 | 2,615,676 | Form 4 |
| TRV | Lefebvre Mojgan M | EVP & Chief Tech & Ops Officer | 07/21/2026 | Optionsausübung | 139.83 | 7,100 | 992,793 | Form 4 |
| TRV | Lefebvre Mojgan M | EVP & Chief Tech & Ops Officer | 07/21/2026 | Verkauf | 368.35 | 9,213 | 3,393,652 | Form 4 |
| TRV | Lefebvre Mojgan M | EVP & Chief Tech & Ops Officer | 07/21/2026 | Optionsausübung | 132.58 | 9,213 | 1,221,460 | Form 4 |
| TRV | Diane Kurtzman | EVP | 04/20/2026 | Verkauf | 303.45 | 2,867 | 869,991 | Form 4 |
| TRV | Jeffrey P Klenk | EVP | 04/20/2026 | Verkauf | 305.06 | 6,414 | 1,956,655 | Form 4 |
| TRV | Michael Frederick Klein | EVP | 04/20/2026 | Verkauf | 303.77 | 10,000 | 3,037,700 | Form 4 |
A compact market overview — not investment advice. Source: fundamental data & SEC filings (annual and quarterly reports, 10-K/10-Q).