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William H. Heyman filed a notice to sell 3,572 shares of common stock of the issuer associated with ticker TRV through Fidelity Brokerage Services LLC on or about 07/27/2026 on the NYSE, with an indicated value of $1,394,866.00. In the past three months he has reported additional common stock sales on 04/28/2026, 07/21/2026, 07/22/2026, and 07/24/2026 with aggregate values ranging from hundreds of thousands to several million dollars.
The Travelers Companies, Inc. entered into an Underwriting Agreement with Barclays Capital Inc., BofA Securities, Inc., Citigroup Global Markets Inc., J.P. Morgan Securities LLC and Wells Fargo Securities, LLC for the issuance and sale of $750,000,000 aggregate principal amount of its 4.950% Senior Notes due 2031.
The detailed terms of these Senior Notes and related matters are described in a Prospectus Supplement dated July 21, 2026. Exhibits include the full underwriting agreement, legal opinions from Wendy C. Skjerven, Esq. and Simpson Thacher & Bartlett LLP, a related consent, and Inline XBRL cover page data.
Travelers Companies EVP & Co-Chief Investment Officer David Donnay exercised 5,000 stock options for common shares at $132.58 per share on July 22, 2026, then sold 5,000 common shares at $371.688 per share in an open-market or private transaction.
After the option exercise, he held 22,755 stock options and indirect holdings of 5,923.492 shares through a 401(k) plan and 22,083 shares in trust.
TRAVELERS COMPANIES, INC. executive Paul E. Munson, SVP & Corp. Controller, reported an options exercise and same-day sale on July 22, 2026. He exercised stock options for 1,525 shares of common stock at $126.18 per share and sold 1,525 common shares at $369.905 per share. The reported stock option position from this grant now shows 0 shares remaining.
TRAVELERS COMPANIES, INC. executive BESSETTE ANDY F, EVP and Chief Admin Officer, reported selling 3,000 shares of common stock on July 22, 2026 in transactions coded as sales in open market or private transactions. The sales included 2,900 shares at a weighted average price of $368.0865 (with individual prices ranging from $367.86 to $368.84) and 100 shares at $368.8650. He also reported 1,720.988 shares of common stock held indirectly through a 401(k) Plan.
Travelers Companies, Inc. (TRV) insider William H. Heyman plans to sell up to 5,206 shares of common stock through Fidelity Brokerage Services on or after July 24, 2026 under Rule 144. These shares were acquired as restricted stock vesting on February 21, 2024 as compensation from the issuer. Over the past three months, Heyman has reported additional sales of Travelers common stock in separate transactions.
TRAVELERS COMPANIES, INC. EVP Michael Frederick Klein exercised 6,000 stock options for Common Stock at an exercise price of $139.83 per share and on 2026-07-21 sold 6,000 shares in two open-market transactions at weighted average prices of $364.9033 and $366.1189 per share. After these transactions, he held 30,037 stock options directly and 1,895.088 shares of Common Stock indirectly through a 401(k) Plan.
Travelers Companies, Inc. EVP & Chief Financial Officer Daniel S. Frey reported option-related trades on July 21, 2026. He exercised stock options for a total of 14,037 shares of common stock at strike prices of $139.83 and $172.50 per share, acquired the underlying shares, and sold 11,037 shares at a weighted-average price of $368.1641 (range $368.11–$368.45) and 3,000 shares at $368.5250 in open market or private transactions.