Travelers Companies EVP & CAO Andy F. Bessette Sells $1.20M in Stock

Insider Transaction Overview

On October 28, 2026, Andy F. Bessette, Executive Vice President and Chief Administrative Officer of The Travelers Companies, Inc. ($TRV), executed an open-market sale of 2,999.709 shares of Common Stock at an average price of $399.35, generating total gross proceeds of approximately $1.20 million. On the same date, Mr. Bessette also reported a bona fide gift of 25 shares.

Position & Holdings Post-Transaction

• Direct Ownership: Following these transactions, Mr. Bessette directly retains 18,259.688 shares of Travelers common stock.
• Indirect Ownership: He continues to hold 1,726.24 shares indirectly through a 401(k) plan.
• Percentage Change: The sale represented approximately 14% of his direct holdings prior to the transactions.

Significance Assessment

This open-market sale represents a notable monetization (~$1.20 million), though not an exhaustive liquidation, as Mr. Bessette maintains over 19,985 total shares (direct and indirect) valued at nearly $8 million at current price levels. The transaction is assessed as having Medium trading significance.