As of March 23, 2026, the three largest insider holders of TRV are Alan D Schnitzer (Chairman And Ceo, 303.12K shares), William H Heyman (Vice Chairman, 259.59K shares), Maria Olivo (Evp, Erm Chief Risk Officer, 124.74K shares).
| Holder | Position | Shares (Direct) | Shares (Indirect) | Report Date |
|---|---|---|---|---|
| Alan D Schnitzer | Chairman And Ceo | 303,125 | 0 | 19 Feb, 2026 |
| William H Heyman | Vice Chairman | 259,590 | 0 | 24 Feb, 2026 |
| Maria Olivo | Evp, Erm Chief Risk Officer | 124,742 | 0 | 27 Feb, 2026 |
| Daniel Tei-Hwa Yin | Evp Co Chief Invest. Officer | 68,834 | 0 | 23 Feb, 2026 |
| Laurie J Thomsen | 59,668 | 0 | 08 Feb, 2024 | |
| Janet M Dolan | 53,170 | 0 | 01 Apr, 2024 | |
| Avrohom J. Kess | Vice Chmn Chief Legal Off | 50,862 | 0 | 23 Feb, 2026 |
| Michael Frederick Klein | Evp President, Personal Ins. | 45,125 | 0 | 19 Feb, 2026 |
| Patricia Higgins | 41,316 | 0 | 09 Feb, 2023 | |
| Alan L Beller | 41,194 | 0 | 09 Feb, 2023 | |
| Philip T Iii Ruegger | 38,900 | 0 | 09 Feb, 2023 | |
| Thomas M Kunkel | Evp Pres., Bond Spec. Ins. | 34,330 | 0 | 03 Sep, 2021 |
| Daniel S. Frey | Evp Chief Financial Officer | 27,535 | 0 | 23 Feb, 2026 |
| Andy F Bessette | Evp And Chief Admin Officer | 24,284 | 0 | 19 Feb, 2026 |
| William J Kane | 23,443 | 0 | 08 Feb, 2024 | |
| Douglas K Russell | Svp, Corp Contr Treasurer | 18,937 | 0 | 23 Feb, 2023 |
| Gregory C Toczydlowski | Evp President, Business Ins. | 18,416 | 0 | 23 Feb, 2026 |
| Clarence Jr Otis | 17,226 | 0 | 05 Feb, 2026 | |
| Todd C Schermerhorn | 14,266 | 0 | 05 Feb, 2026 | |
| David Donnay Rowland | Evp Co Chief Invest. Officer | 0 | 12,686 | 19 Aug, 2025 |
| Jeffrey P. Klenk | Evp Pres., Bond Spec. Ins. | 12,489 | 0 | 19 Feb, 2026 |
| Elizabeth Robinson | 12,187 | 0 | 05 Feb, 2026 | |
| Alan D Schnitzer | Chairman And Ceo | 0 | 11,091 | 15 Aug, 2025 |
| David Donnay Rowland | Evp Co Chief Invest. Officer | 10,479 | 0 | 27 Feb, 2026 |
| Diane Kurtzman | Evp Chief Hr Officer | 6,778 | 0 | 19 Feb, 2026 |
| Thomas B Leonardi | 5,834 | 0 | 05 Feb, 2026 | |
| Russell G. Golden | 5,261 | 0 | 05 Feb, 2026 | |
| Kralingen Bridget A Van | 4,622 | 0 | 05 Feb, 2026 | |
| Rafael Santana | 4,622 | 0 | 05 Feb, 2026 | |
| David Scott Williams | 2,478 | 0 | 05 Feb, 2026 | |
| Paul E. Munson | Svp Corp. Controller | 735 | 0 | 26 Feb, 2026 |
* Please note that the shares above only reflect shares from the fund portfolio and the institutional portfolio. Shares from the personal portfolio are excluded from this Institutional Ownership Page. See these insiders' latest transactions here on Insider Page.
| Transaction Date | Insider Name | Security Class | Transaction Type | Shares Traded | Price | Shares Remaining | Ownership | Code |
|---|---|---|---|---|---|---|---|---|
| 26 Feb, 2026 | Maria Olivo | Common Stock | A | 10,400 | $118.78 | 135,142 | D | M |
| 26 Feb, 2026 | David Donnay Rowland | Common Stock | A | 4,731 | $126.18 | 15,210 | D | M |
| 26 Feb, 2026 | David Donnay Rowland | Common Stock | D | 4,731 | $308.52 | 10,479 | D | S |
| 26 Feb, 2026 | Maria Olivo | Common Stock | D | 10,400 | $306.60 | 124,742 | D | S |
| 26 Feb, 2026 | Maria Olivo | Stock Options (Right to Buy) | D | 10,400 | $0.00 | 0 | D | M |
| 26 Feb, 2026 | David Donnay Rowland | Stock Options (Right to Buy) | D | 4,731 | $0.00 | 0 | D | M |
| 25 Feb, 2026 | Paul E. Munson | Common Stock | D | 927 | $306.04 | 735 | D | S |
| 25 Feb, 2026 | Paul E. Munson | Common Stock | A | 2,800 | $126.18 | 3,535 | D | M |
| 25 Feb, 2026 | Paul E. Munson | Common Stock | D | 2,800 | $306.04 | 735 | D | S |
| 25 Feb, 2026 | Paul E. Munson | Stock Options (Right to Buy) | D | 2,800 | $0.00 | 1,525 | D | M |
| 20 Feb, 2026 | William H Heyman | Common Stock | A | 1,000 | $172.50 | 260,590 | D | M |
| 20 Feb, 2026 | William H Heyman | Common Stock | D | 1,000 | $304.00 | 259,590 | D | S |
| 23 Feb, 2026 | William H Heyman | Common Stock | A | 1,000 | $172.50 | 260,590 | D | M |
| 23 Feb, 2026 | William H Heyman | Common Stock | D | 1,000 | $305.00 | 259,590 | D | S |
| 23 Feb, 2026 | William H Heyman | Common Stock | A | 3,000 | $189.01 | 262,590 | D | M |
| 23 Feb, 2026 | William H Heyman | Common Stock | D | 2,000 | $307.88 | 260,590 | D | S |
| 23 Feb, 2026 | William H Heyman | Common Stock | D | 1,000 | $309.00 | 259,590 | D | S |
| 20 Feb, 2026 | William H Heyman | Stock Options (Right to Buy) | D | 1,000 | $0.00 | 1,000 | D | M |
| 23 Feb, 2026 | William H Heyman | Stock Options (Right to Buy) | D | 1,000 | $0.00 | 0 | D | M |
| 23 Feb, 2026 | William H Heyman | Stock Options (Right to Buy) | D | 3,000 | $0.00 | 9,557 | D | M |