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Travelers Companies, Inc. planned insider sales

In the twelve months since 23 September 2025 insiders at Travelers Companies, Inc. filed 51 Form 144 notices of planned sales, 359,825 shares worth $113.1 million at the time of filing, from 15 sellers. The latest, filed 28 August 2026: Olivo Maria (officer), 6,000 shares worth $2.2 million, planned for around 28 August 2026 through Fidelity Brokerage Services LLC.

FiledSellerRelationshipSharesValuePlanned saleBrokerHow acquiredFiling
28 August 2026Olivo MariaOfficer6,000$2.2 million28 August 2026Fidelity Brokerage Services LLCRestricted Stock VestingForm 144
28 July 2026Heyman William HOfficer2,344$932,91228 July 2026Fidelity Brokerage Services LLCRestricted Stock VestingForm 144
27 July 2026Heyman William HOfficer3,572$1.4 million27 July 2026Fidelity Brokerage Services LLCRestricted Stock VestingForm 144
24 July 2026Kurtzman DianeOfficer4,164$1.6 million24 July 2026Fidelity Brokerage Services LLCStock Option ExerciseForm 144
24 July 2026Heyman William HOfficer5,206$2.0 million24 July 2026Fidelity Brokerage Services LLCRestricted Stock VestingForm 144
24 July 2026Yin Daniel Tei-HwaOfficer7,153$2.8 million24 July 2026Fidelity Brokerage Services LLCStock Option ExerciseForm 144
23 July 2026Thomsen Laurie JFormer Director1,396$527,60323 July 2026Fidelity Brokerage Services LLCRestricted Stock VestingForm 144
22 July 2026Munson Paul E.Officer1,525$564,10522 July 2026Fidelity Brokerage Services LLCStock Option ExerciseForm 144
22 July 2026Bessette Andy FOfficer3,000$1.1 million22 July 2026Fidelity Brokerage Services LLCRestricted Stock VestingForm 144
22 July 2026Heyman William HOfficer4,701$1.7 million22 July 2026Fidelity Brokerage Services LLCRestricted Stock VestingForm 144
22 July 2026Rowland David DonnayOfficer5,000$1.9 million22 July 2026Fidelity Brokerage Services LLCStock Option ExerciseForm 144
21 July 2026Klein Michael FrederickOfficer6,000$2.2 million21 July 2026Fidelity Brokerage Services LLCStock Option ExerciseForm 144
21 July 2026Heyman William HOfficer8,000$2.9 million21 July 2026Fidelity Brokerage Services LLCStock Option ExerciseForm 144
21 July 2026Frey Daniel S.Officer14,037$5.2 million21 July 2026Fidelity Brokerage Services LLCStock Option ExerciseForm 144
21 July 2026Lefebvre Mojgan MOfficer16,313$6.0 million21 July 2026Fidelity Brokerage Services LLCStock Option ExerciseForm 144
26 May 2026Klein Michael FrederickOfficer10,000$3.1 million26 May 2026Fidelity Brokerage Services LLCOption Granted - 02/04/2020Form 144
22 May 2026Bessette Andy FOfficer4,255$1.3 million22 May 2026Fidelity Brokerage Services LLCOption Granted - 02/07/2023Form 144
28 April 2026Heyman William HOfficer1,557$483,67028 April 2026Fidelity Brokerage Services LLCOption Granted - 02/07/2023Form 144
28 April 2026Kess Avrohom J.Officer6,735$2.1 million28 April 2026Fidelity Brokerage Services LLCStock Option ExerciseForm 144
20 April 2026Kurtzman DianeOfficer2,867$869,98020 April 2026Fidelity Brokerage Services LLCOption Granted - 02/04/2020; Restricted Stock VestingForm 144
20 April 2026Klenk Jeffrey P.Officer6,414$2.0 million20 April 2026Fidelity Brokerage Services LLCRestricted Stock VestingForm 144
20 April 2026Klein Michael FrederickOfficer10,000$3.0 million20 April 2026Fidelity Brokerage Services LLCOptions Granted - 02/04/2020Form 144
26 February 2026Rowland David DonnayOfficer4,731$1.5 million26 February 2026Fidelity Brokerage Services LLCOptions Granted - 02/05/2019Form 144
26 February 2026Olivo MariaOfficer10,400$3.2 million26 February 2026Fidelity Brokerage Services LLCOption Granted - 02/09/2017Form 144
25 February 2026Munson Paul E.Officer3,727$1.1 million25 February 2026Fidelity Brokerage Services LLCOption Granted - 02/05/2019; Restricted Stock VestingForm 144
23 February 2026Heyman William HOfficer4,000$1.2 million23 February 2026Fidelity Brokerage Services LLCOption Granted - 02/07/2023; Option Granted - 02/08/2022Form 144
20 February 2026Heyman William HOfficer1,000$304,00020 February 2026Fidelity Brokerage Services LLCOption Granted - 02/08/2022Form 144
20 February 2026Kess Avrohom J.Officer4,756$1.4 million20 February 2026Fidelity Brokerage Services LLCStock Option ExerciseForm 144
20 February 2026Frey Daniel S.Officer8,000$2.4 million20 February 2026Fidelity Brokerage Services LLCRestricted Stock VestingForm 144
20 February 2026Toczydlowski Gregory COfficer12,200$3.7 million20 February 2026Fidelity Brokerage Services LLCRestricted Stock VestingForm 144
19 February 2026Lefebvre Mojgan MOfficer5,827$1.7 million19 February 2026Fidelity Brokerage Services LLCRestricted Stock VestingForm 144
17 February 2026Heyman William HOfficer1,000$300,00017 February 2026Fidelity Brokerage Services LLCOption Granted - 02/08/2022Form 144
17 February 2026Bessette Andy FOfficer6,000$1.8 million17 February 2026Fidelity Brokerage Services LLCOption Granted 02/07/2023Form 144
6 February 2026Heyman William HOfficer1,000$303,0006 February 2026Fidelity Brokerage Services LLCOption Granted - 02/08/2022Form 144
6 February 2026Klein Michael FrederickOfficer10,000$3.0 million6 February 2026Fidelity Brokerage Services LLCOptions Granted - 02/04/2020Form 144
6 February 2026Olivo MariaOfficer10,400$3.1 million6 February 2026Fidelity Brokerage Services LLCOptions Granted - 02/09/2017Form 144
5 February 2026Heyman William HOfficer5,000$1.5 million5 February 2026Fidelity Brokerage Services LLCOption Granted 02/08/2022Form 144
4 February 2026Schnitzer Alan DOfficer, Director55,733$16.4 million4 February 2026Fidelity Brokerage Services LLCStock Option ExerciseForm 144
23 January 2026Klenk Jeffrey P.Officer16,712$4.7 million23 January 2026Fidelity Brokerage Services LLCOptions Granted - 02/04/2020; Options Granted - 02/06/2018Form 144
26 November 2025Olivo MariaOfficer8,920$2.6 million26 November 2025Fidelity Brokerage Services LLCOption Granted - 02/09/2017Form 144
25 November 2025Heyman William HOfficer4,000$1.2 million25 November 2025Fidelity Brokerage Services LLCOption Granted 02/08/2022Form 144
24 November 2025Kurtzman DianeOfficer4,805$1.4 million24 November 2025Fidelity Brokerage Services LLCOption Granted - 02/05/2019Form 144
21 November 2025Heyman William HOfficer2,000$583,00021 November 2025Fidelity Brokerage Services LLCOption Granted - 02/08/2022Form 144
21 November 2025Rowland David DonnayOfficer5,000$1.5 million21 November 2025Fidelity Brokerage Services LLCOption Granted - 02/05/2019Form 144
13 November 2025Heyman William HOfficer1,803$522,06713 November 2025Fidelity Brokerage Services LLCOption Granted - 02/08/2022Form 144
12 November 2025Heyman William HOfficer2,000$575,00012 November 2025Fidelity Brokerage Services LLCOption Granted - 02/02/2021Form 144
12 November 2025Heyman William HOfficer4,000$1.1 million11 November 2025Fidelity Brokerage Services LLCOption Granted - 02/02/2021Form 144
10 November 2025Heyman William HOfficer2,000$563,00010 November 2025Fidelity Brokerage Services LLCOption Granted - 02/02/2021Form 144
7 November 2025Heyman William HOfficer1,000$280,0007 November 2025Fidelity Brokerage Services LLCOption Granted - 02/02/2021Form 144
6 November 2025Frey Daniel S.Officer25,000$7.0 million6 November 2025Fidelity Brokerage Services LLCOption Granted 02/02/2021Form 144
28 October 2025Klein Michael FrederickOfficer8,572$2.3 million28 October 2025Fidelity Brokerage Services LLCOption Granted 02/04/2020Form 144

A Form 144 is the notice an insider files with the SEC before selling restricted or control shares over the Rule 144 thresholds; it says what may be sold, not what was. Value is the filer's own aggregate market value. Whether the sale happened shows up later on Form 4, on the insiders page.

Source

Form 144 filings on EDGAR for Travelers Companies, Inc.: the company's filing index, each notice read from its own XML.

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