Travelers Companies's top three insider shareholders as of August 29, 2026 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).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Alan D Schnitzer | Chairman And Ceo | 303,125 | 0 | 303,125 | 23.7% | 19 Feb, 2026 |
| 2 | William H Heyman | Vice Chairman | 259,590 | 0 | 259,590 | 20.3% | 29 Apr, 2026 |
| 3 | Maria Olivo | Evp, Erm Chief Risk Officer | 118,742 | 0 | 118,742 | 9.3% | 31 Aug, 2026 |
| 4 | Daniel Tei-Hwa Yin | Evp Co Chief Invest. Officer | 68,834 | 0 | 68,834 | 5.4% | 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 | 3.7% | 01 May, 2026 |
| 8 | Michael Frederick Klein | Evp President, Personal Ins. | 45,125 | 0 | 45,125 | 3.5% | 23 Jul, 2026 |
| 9 | Patricia Higgins | Director | 41,316 | 0 | 41,316 | 3.2% | 09 Feb, 2023 |
| 10 | Alan L Beller | Director | 41,194 | 0 | 41,194 | 3.2% | 09 Feb, 2023 |
| 11 | Philip T Iii Ruegger | Director | 38,900 | 0 | 38,900 | 3.0% | 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 | 1.8% | 08 Feb, 2024 |
| 14 | Andy F Bessette | Evp And Chief Admin Officer | 21,284 | 0 | 21,284 | 1.7% | 24 Jul, 2026 |
| 15 | Douglas K Russell | Svp, Corp Contr Treasurer | 18,937 | 0 | 18,937 | 1.5% | 23 Feb, 2023 |
| 16 | Gregory C Toczydlowski | Evp President, Business Ins. | 18,416 | 0 | 18,416 | 1.4% | 23 Feb, 2026 |
| 17 | Clarence Jr Otis | Director | 17,226 | 0 | 17,226 | 1.3% | 05 Feb, 2026 |
| 18 | Todd C Schermerhorn | Director | 14,266 | 0 | 14,266 | 1.1% | 05 Feb, 2026 |
| 19 | Elizabeth Robinson | Director | 12,562 | 0 | 12,562 | 1.0% | 01 Jul, 2026 |
| 20 | David Donnay Rowland | Evp Co Chief Invest. Officer | 10,479 | 0 | 10,479 | 0.8% | 24 Jul, 2026 |
| 21 | Jeffrey P. Klenk | Evp Pres., Bond Spec. Ins. | 6,075 | 0 | 6,075 | 0.5% | 21 Apr, 2026 |
| 22 | Thomas B Leonardi | Director | 5,834 | 0 | 5,834 | 0.5% | 05 Feb, 2026 |
| 23 | Russell G. Golden | Director | 5,600 | 0 | 5,600 | 0.4% | 01 Jul, 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 | 446 | 0 | 446 | 0.0% | 18 Aug, 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 Aug, 2026 | Maria Olivo | Evp, Erm Chief Risk Officer | Disposed S | 6,000 | $369.86 | $2.22Mn | 118,742 | Direct |
| 14 Aug, 2026 | Anthony M Jabbour | Director | Acquired A | 446 | $370.36 | $165.18K | 446 | Direct |
| 24 Jul, 2026 | Daniel Tei-Hwa Yin | Evp Co Chief Invest. Officer | Acquired M | 7,153 | $140.85 | $1.01Mn | 75,987 | Direct |
| 24 Jul, 2026 | Diane Kurtzman | Evp Chief Hr Officer | Acquired M | 4,164 | $132.58 | $552.06K | 9,462 | Direct |
| 24 Jul, 2026 | Daniel Tei-Hwa Yin | Evp Co Chief Invest. Officer | Acquired M | 7,153 | $140.85 | $1.01Mn | 75,987 | Direct |
| 24 Jul, 2026 | Daniel Tei-Hwa Yin | Evp Co Chief Invest. Officer | Disposed S | 7,153 | $387.00 | $2.77Mn | 68,834 | Direct |
| 24 Jul, 2026 | Daniel Tei-Hwa Yin | Evp Co Chief Invest. Officer | Disposed S | 7,153 | $387.00 | $2.77Mn | 68,834 | Direct |
| 24 Jul, 2026 | Diane Kurtzman | Evp Chief Hr Officer | Disposed S | 4,164 | $386.71 | $1.61Mn | 5,298 | Direct |
| 24 Jul, 2026 | Daniel Tei-Hwa Yin | Evp Co Chief Invest. Officer | Disposed M | 7,153 | $0.00 | $0 | 0 | Direct |
| 24 Jul, 2026 | Daniel Tei-Hwa Yin | Evp Co Chief Invest. Officer | Disposed M | 7,153 | $0.00 | $0 | 0 | Direct |
| 24 Jul, 2026 | Diane Kurtzman | Evp Chief Hr Officer | Disposed M | 4,164 | $0.00 | $0 | 0 | Direct |
| 22 Jul, 2026 | Andy F Bessette | Evp And Chief Admin Officer | Disposed S | 2,900 | $368.09 | $1.07Mn | 21,384 | Direct |
| 22 Jul, 2026 | David Donnay Rowland | Evp Co Chief Invest. Officer | Acquired M | 5,000 | $132.58 | $662.90K | 15,479 | Direct |
| 22 Jul, 2026 | Paul E. Munson | Svp Corp. Controller | Acquired M | 1,525 | $126.18 | $192.42K | 2,260 | Direct |
| 22 Jul, 2026 | Paul E. Munson | Svp Corp. Controller | Disposed S | 1,525 | $369.91 | $564.11K | 735 | Direct |
| 22 Jul, 2026 | David Donnay Rowland | Evp Co Chief Invest. Officer | Disposed S | 5,000 | $371.69 | $1.86Mn | 10,479 | Direct |
| 22 Jul, 2026 | Andy F Bessette | Evp And Chief Admin Officer | Disposed S | 100 | $368.87 | $36.89K | 21,284 | Direct |
| 22 Jul, 2026 | Paul E. Munson | Svp Corp. Controller | Disposed M | 1,525 | $0.00 | $0 | 0 | Direct |
| 22 Jul, 2026 | David Donnay Rowland | Evp Co Chief Invest. Officer | Disposed M | 5,000 | $0.00 | $0 | 22,755 | Direct |
| 21 Jul, 2026 | Mojgan M Lefebvre | Evp Chief Tech Ops Officer | Acquired M | 9,213 | $132.58 | $1.22Mn | 9,213 | Direct |