There have been 50 recent insider transactions recorded for The Travelers Companies, Inc. (TRV), including 18 buys and 32 sells. Total insider buying was valued at $56.61M and total insider selling at $86.41M.
Notable insiders with recent activity include Robinson Elizabeth, Golden Russell G., Olivo Maria. Insider transactions can provide insights into how company leadership views the stock's valuation and future prospects.
Insider Transactions — TRV
| Date |
Name |
Role |
Transaction |
Shares |
Avg. Price |
Value |
Shares Owned |
| 2026-03-31 |
Robinson Elizabeth |
Director |
RSU Award |
150 |
$291.68 |
$43.75K |
12,383 |
| 2026-03-31 |
Golden Russell G. |
Director |
RSU Award |
159 |
$291.68 |
$46.38K |
5,439 |
| 2026-02-26 |
Olivo Maria |
EVP, Erm & Chief Risk Officer |
Option Exercise (Sell) |
10,400 |
$118.78 |
$1.24M |
- |
| 2026-02-26 |
Rowland David Donnay |
EVP & Co-chief Invest. Officer |
Option Exercise (Sell) |
4,731 |
$126.18 |
$596.96K |
- |
| 2026-02-25 |
Munson Paul E. |
SVP & Corp. Controller |
Informative Sell |
2,800 |
$306.04 |
$856.91K |
735 |
| 2026-02-23 |
Heyman William H |
Vice Chairman |
Option Exercise (Sell) |
1,000 |
$172.50 |
$172.5K |
- |
| 2026-02-20 |
Toczydlowski Gregory C |
EVP & President, Business Ins. |
Informative Sell |
12,200 |
$299.76 |
$3.66M |
18,416 |
| 2026-02-20 |
Kess Avrohom J. |
Vice Chmn & Chief Legal Off |
Option Exercise (Sell) |
20,000 |
$140.85 |
$2.82M |
27,686 |
| 2026-02-20 |
Frey Daniel S. |
EVP & Chief Financial Officer |
Informative Sell |
8,000 |
$299.50 |
$2.4M |
27,535 |
| 2026-02-20 |
Yin Daniel Tei-hwa |
EVP & Co-chief Invest. Officer |
Option Exercise (Sell) |
8,470 |
$118.78 |
$1.01M |
- |
| 2026-02-20 |
Heyman William H |
Vice Chairman |
Option Exercise (Sell) |
1,000 |
$172.50 |
$172.5K |
1,000 |
| 2026-02-19 |
Lefebvre Mojgan M |
EVP & Chief Tech & Ops Officer |
Informative Sell |
5,827 |
$298.25 |
$1.74M |
- |
| 2026-02-18 |
Bessette Andy F |
EVP and Chief Admin Officer |
Tax Withholding of RSU |
3,821 |
$298.46 |
$1.14M |
24,284 |
| 2026-02-18 |
Heyman William H |
Vice Chairman |
Tax Withholding of RSU |
5,574 |
$298.46 |
$1.66M |
259,590 |
| 2026-02-18 |
Olivo Maria |
EVP, Erm & Chief Risk Officer |
Tax Withholding of RSU |
6,710 |
$298.46 |
$2M |
124,742 |
| 2026-02-18 |
Schnitzer Alan D |
Chairman and CEO |
Tax Withholding of RSU |
52,944 |
$298.46 |
$15.8M |
303,124 |
| 2026-02-18 |
Toczydlowski Gregory C |
EVP & President, Business Ins. |
Tax Withholding of RSU |
10,643 |
$298.46 |
$3.18M |
30,616 |
| 2026-02-18 |
Klein Michael Frederick |
EVP & President, Personal Ins. |
Tax Withholding of RSU |
10,012 |
$298.46 |
$2.99M |
45,125 |
| 2026-02-18 |
Kess Avrohom J. |
Vice Chmn & Chief Legal Off |
Tax Withholding of RSU |
10,172 |
$298.46 |
$3.04M |
50,862 |
| 2026-02-18 |
Frey Daniel S. |
EVP & Chief Financial Officer |
Tax Withholding of RSU |
7,522 |
$298.46 |
$2.25M |
35,535 |
| 2026-02-18 |
Kurtzman Diane |
EVP & Chief HR Officer |
Tax Withholding of RSU |
3,087 |
$298.46 |
$921.35K |
6,778 |
| 2026-02-18 |
Yin Daniel Tei-hwa |
EVP & Co-chief Invest. Officer |
Tax Withholding of RSU |
4,627 |
$298.46 |
$1.38M |
66,268 |
| 2026-02-18 |
Rowland David Donnay |
EVP & Co-chief Invest. Officer |
Tax Withholding of RSU |
4,225 |
$298.46 |
$1.26M |
10,479 |
| 2026-02-18 |
Klenk Jeffrey P. |
EVP & Pres., Bond & Spec. Ins. |
Tax Withholding of RSU |
5,595 |
$298.46 |
$1.67M |
12,489 |
| 2026-02-18 |
Munson Paul E. |
SVP & Corp. Controller |
Tax Withholding of RSU |
414 |
$298.46 |
$123.56K |
1,662 |
| 2026-02-18 |
Lefebvre Mojgan M |
EVP & Chief Tech & Ops Officer |
Tax Withholding of RSU |
6,182 |
$298.46 |
$1.85M |
5,827 |
| 2026-02-17 |
Bessette Andy F |
EVP and Chief Admin Officer |
Option Exercise (Sell) |
6,000 |
$189.01 |
$1.13M |
4,255 |
| 2026-02-17 |
Heyman William H |
Vice Chairman |
Option Exercise (Sell) |
1,000 |
$172.50 |
$172.5K |
2,000 |
| 2026-02-07 |
Munson Paul E. |
SVP & Corp. Controller |
Disposition |
1,673 |
$189.01 |
$316.21K |
- |
| 2026-02-06 |
Heyman William H |
Vice Chairman |
Option Exercise (Sell) |
1,000 |
$172.50 |
$172.5K |
3,000 |
| 2026-02-06 |
Olivo Maria |
EVP, Erm & Chief Risk Officer |
Option Exercise (Sell) |
10,400 |
$118.78 |
$1.24M |
10,400 |
| 2026-02-06 |
Klein Michael Frederick |
EVP & President, Personal Ins. |
Option Exercise (Sell) |
10,000 |
$132.58 |
$1.33M |
20,000 |
| 2026-02-05 |
Heyman William H |
Vice Chairman |
Option Exercise (Sell) |
5,000 |
$172.50 |
$862.5K |
4,000 |
| 2026-02-04 |
Schnitzer Alan D |
Chairman and CEO |
Option Exercise (Sell) |
216,246 |
$126.18 |
$27.29M |
- |
| 2026-02-03 |
Otis Clarence Jr |
Director |
RSU Award |
729 |
$288.23 |
$210.12K |
17,226 |
| 2026-02-03 |
Bessette Andy F |
EVP and Chief Admin Officer |
RSU Award |
6,427 |
$288.23 |
$1.85M |
6,427 |
| 2026-02-03 |
Schermerhorn Todd C |
Director |
RSU Award |
729 |
$288.23 |
$210.12K |
14,266 |
| 2026-02-03 |
Olivo Maria |
EVP, Erm & Chief Risk Officer |
RSU Award |
10,773 |
$288.23 |
$3.11M |
10,773 |
| 2026-02-03 |
Schnitzer Alan D |
Chairman and CEO |
RSU Award |
88,389 |
$288.23 |
$25.48M |
88,389 |
| 2026-02-03 |
Van Kralingen Bridget A |
Director |
RSU Award |
729 |
$288.23 |
$210.12K |
4,622 |
| 2026-02-03 |
Robinson Elizabeth |
Director |
RSU Award |
729 |
$288.23 |
$210.12K |
12,187 |
| 2026-02-03 |
Toczydlowski Gregory C |
EVP & President, Business Ins. |
RSU Award |
17,629 |
$288.23 |
$5.08M |
17,629 |
| 2026-02-03 |
Klein Michael Frederick |
EVP & President, Personal Ins. |
RSU Award |
16,649 |
$288.23 |
$4.8M |
16,649 |
| 2026-02-03 |
Kess Avrohom J. |
Vice Chmn & Chief Legal Off |
RSU Award |
14,691 |
$288.23 |
$4.23M |
14,691 |
| 2026-02-03 |
Leonardi Thomas B |
Director |
RSU Award |
729 |
$288.23 |
$210.12K |
5,834 |
| 2026-02-03 |
Frey Daniel S. |
EVP & Chief Financial Officer |
RSU Award |
13,026 |
$288.23 |
$3.75M |
13,026 |
| 2026-02-03 |
Lefebvre Mojgan M |
EVP & Chief Tech & Ops Officer |
RSU Award |
10,651 |
$288.23 |
$3.07M |
10,651 |
| 2026-02-03 |
Santana Rafael |
Director |
RSU Award |
729 |
$288.23 |
$210.12K |
4,622 |
| 2026-02-03 |
Kurtzman Diane |
EVP & Chief HR Officer |
RSU Award |
6,060 |
$288.23 |
$1.75M |
6,060 |
| 2026-02-03 |
Yin Daniel Tei-hwa |
EVP & Co-chief Invest. Officer |
RSU Award |
7,407 |
$288.23 |
$2.13M |
7,407 |
■ Informative Buy/Sell — open market transaction (most significant)
■ Uninformative Buy — award, option exercise, conversion
■ Uninformative Sell — tax withholding, award vest sale
■ Neutral — gift, trust, expiry