Across the past 12 months, open-market trades by Travelers Companies insiders were all sales, totaling $169.57 million (497.32K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Alan D Schnitzer | Chairman And Ceo | 303,125 | 0 | 303,125 | 24.0% | 23 Oct, 2026 |
| 2 | William H Heyman | Vice Chairman | 259,590 | 0 | 259,590 | 20.6% | 29 Apr, 2026 |
| 3 | Maria Olivo | Evp, Erm Chief Risk Officer | 103,642 | 0 | 103,642 | 8.2% | 22 Oct, 2026 |
| 4 | Daniel Tei-Hwa Yin | Evp Co Chief Invest. Officer | 68,834 | 0 | 68,834 | 5.5% | 27 Jul, 2026 |
| 5 | Laurie J Thomsen | Director | 62,178 | 0 | 62,178 | 4.9% | 27 Apr, 2026 |
| 6 | Janet M Dolan | Director | 53,170 | 0 | 53,170 | 4.2% | 01 Apr, 2024 |
| 7 | Avrohom J. Kess | Vice Chmn. Chief Legal Off. | 47,737 | 0 | 47,737 | 3.8% | 01 May, 2026 |
| 8 | Michael Frederick Klein | Evp President, Personal Ins. | 45,125 | 0 | 45,125 | 3.6% | 22 Oct, 2026 |
| 9 | Patricia Higgins | Director | 41,316 | 0 | 41,316 | 3.3% | 09 Feb, 2023 |
| 10 | Alan L Beller | Director | 41,194 | 0 | 41,194 | 3.3% | 09 Feb, 2023 |
| 11 | Philip T Iii Ruegger | Director | 38,900 | 0 | 38,900 | 3.1% | 09 Feb, 2023 |
| 12 | Daniel S. Frey | Evp Chief Financial Officer | 27,535 | 0 | 27,535 | 2.2% | 23 Jul, 2026 |
| 13 | William J Kane | Director | 23,443 | 0 | 23,443 | 1.9% | 08 Feb, 2024 |
| 14 | Douglas K Russell | Svp, Corp Contr Treasurer | 18,937 | 0 | 18,937 | 1.5% | 23 Feb, 2023 |
| 15 | Gregory C Toczydlowski | Evp President, Business Ins. | 18,416 | 0 | 18,416 | 1.5% | 23 Oct, 2026 |
| 16 | Andy F Bessette | Evp And Chief Admin Officer | 18,260 | 0 | 18,260 | 1.4% | 29 Oct, 2026 |
| 17 | Clarence Jr Otis | Director | 17,226 | 0 | 17,226 | 1.4% | 05 Feb, 2026 |
| 18 | Todd C Schermerhorn | Director | 14,266 | 0 | 14,266 | 1.1% | 05 Feb, 2026 |
| 19 | Elizabeth Robinson | Director | 12,729 | 0 | 12,729 | 1.0% | 01 Oct, 2026 |
| 20 | David Donnay Rowland | Evp Co Chief Invest. Officer | 10,479 | 0 | 10,479 | 0.8% | 23 Oct, 2026 |
| 21 | Jeffrey P. Klenk | Evp Pres., Bond Spec. Ins. | 6,075 | 0 | 6,075 | 0.5% | 23 Oct, 2026 |
| 22 | Thomas B Leonardi | Director | 5,834 | 0 | 5,834 | 0.5% | 05 Feb, 2026 |
| 23 | Russell G. Golden | Director | 5,749 | 0 | 5,749 | 0.5% | 01 Oct, 2026 |
| 24 | Diane Kurtzman | Evp Chief Hr Officer | 5,298 | 0 | 5,298 | 0.4% | 27 Jul, 2026 |
| 25 | Rafael Santana | Director | 4,622 | 0 | 4,622 | 0.4% | 05 Feb, 2026 |
| 26 | Kralingen Bridget A Van | Director | 4,622 | 0 | 4,622 | 0.4% | 05 Feb, 2026 |
| 27 | David Scott Williams | Director | 2,478 | 0 | 2,478 | 0.2% | 05 Feb, 2026 |
| 28 | Paul E. Munson | Svp Corp. Controller | 735 | 0 | 735 | 0.1% | 24 Jul, 2026 |
| 29 | Anthony M Jabbour | Director | 513 | 0 | 513 | 0.0% | 01 Oct, 2026 |
Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.
| Date | Insider | Position | Transaction | Shares | Price | Value | Shares Held After | Ownership |
|---|---|---|---|---|---|---|---|---|
| 28 Oct, 2026 | Andy F Bessette | Evp And Chief Admin Officer | Disposed S | 3,000 | $399.35 | $1.20Mn | 18,285 | Direct |
| 28 Oct, 2026 | Andy F Bessette | Evp And Chief Admin Officer | Disposed G | 25 | $0.00 | $0 | 18,260 | Direct |
| 27 Oct, 2026 | Mojgan M Lefebvre | Evp Chief Tech Ops Officer | Acquired M | 11,000 | $139.83 | $1.54Mn | 11,000 | Direct |
| 27 Oct, 2026 | Mojgan M Lefebvre | Evp Chief Tech Ops Officer | Disposed S | 11,000 | $393.84 | $4.33Mn | 0 | Direct |
| 27 Oct, 2026 | Mojgan M Lefebvre | Evp Chief Tech Ops Officer | Disposed M | 11,000 | $0.00 | $0 | 10,214 | Direct |
| 22 Oct, 2026 | David Donnay Rowland | Evp Co Chief Invest. Officer | Acquired M | 5,000 | $132.58 | $662.90K | 15,479 | Direct |
| 22 Oct, 2026 | Jeffrey P. Klenk | Evp Pres., Bond Spec. Ins. | Acquired M | 9,016 | $132.58 | $1.20Mn | 15,091 | Direct |
| 22 Oct, 2026 | Gregory C Toczydlowski | Evp President, Business Ins. | Acquired M | 34,771 | $140.85 | $4.90Mn | 53,187 | Direct |
| 21 Oct, 2026 | Alan D Schnitzer | Chairman And Ceo | Acquired M | 298,368 | $132.58 | $39.56Mn | 601,493 | Direct |
| 21 Oct, 2026 | Alan D Schnitzer | Chairman And Ceo | Disposed F | 209,468 | $397.62 | $83.29Mn | 392,025 | Direct |
| 22 Oct, 2026 | Gregory C Toczydlowski | Evp President, Business Ins. | Disposed S | 32,671 | $403.86 | $13.19Mn | 20,516 | Direct |
| 22 Oct, 2026 | David Donnay Rowland | Evp Co Chief Invest. Officer | Disposed S | 5,000 | $405.62 | $2.03Mn | 10,479 | Direct |
| 22 Oct, 2026 | Jeffrey P. Klenk | Evp Pres., Bond Spec. Ins. | Disposed S | 9,016 | $405.57 | $3.66Mn | 6,075 | Direct |
| 21 Oct, 2026 | Alan D Schnitzer | Chairman And Ceo | Disposed S | 12,901 | $394.80 | $5.09Mn | 379,124 | Direct |
| 22 Oct, 2026 | Jeffrey P. Klenk | Evp Pres., Bond Spec. Ins. | Disposed M | 9,016 | $0.00 | $0 | 0 | Direct |
| 22 Oct, 2026 | Gregory C Toczydlowski | Evp President, Business Ins. | Disposed S | 2,100 | $404.43 | $849.31K | 18,416 | Direct |
| 21 Oct, 2026 | Alan D Schnitzer | Chairman And Ceo | Disposed S | 12,369 | $395.60 | $4.89Mn | 366,755 | Direct |
| 21 Oct, 2026 | Alan D Schnitzer | Chairman And Ceo | Disposed S | 15,759 | $396.65 | $6.25Mn | 350,996 | Direct |
| 22 Oct, 2026 | Gregory C Toczydlowski | Evp President, Business Ins. | Disposed M | 34,771 | $0.00 | $0 | 0 | Direct |
| 22 Oct, 2026 | David Donnay Rowland | Evp Co Chief Invest. Officer | Disposed M | 5,000 | $0.00 | $0 | 17,755 | Direct |