TRV: Bessette exercised 7,742 options and sold those shares

Andy F. Bessette, EVP and Chief Administrative Officer of The Travelers Companies (TRV), reported a same-day option exercise and sale.

Rhea-AI Filing Summary

Andy F. Bessette, EVP and Chief Administrative Officer of The Travelers Companies (TRV), reported a same-day option exercise and sale. He exercised 7,742 stock options at $172.50 per share and sold 7,742 shares at $264.90 per share on 08/07/2025, leaving him with 20,691.577 shares directly and 1,696.08 shares held indirectly in a 401(k) plan.

Insights

Securities Analyst

TL;DR: Routine option exercise followed by an immediate sale; this is a liquidity event, not a material corporate development.

The filing shows an exercise of 7,742 options at a strike of $172.50 and a simultaneous sale of the same number of shares at $264.90. Net direct holdings after the transactions are 20,691.577 shares, with an additional 1,696.08 shares indirectly held in a 401(k). This sequence is consistent with executives exercising vested options to capture gains and monetizing them via open-market sales; it does not indicate company-level changes to operations or financials.

Corporate Governance Expert

TL;DR: Insider exercised vested options and sold shares; standard executive liquidity management with no governance red flags in the filing.

The report discloses an option exercise that was exercisable (date shown) and an immediate sale of the resulting shares. The filing also notes indirect holdings in a 401(k) plan. There is no indication of unusual transfer mechanisms, related-party transactions, or departures from typical Section 16 reporting, so governance implications appear minimal.

Insider Trade Summary

Exercise and Sale: 7,742 shares ($715K approx. pre-tax spread)

Exercise and Sale 4 txns

Insider BESSETTE ANDY F

Role EVP and Chief Admin Officer

Sold 7,742 shs ($2.05M)

Approx. gross sale proceeds $2.05M

Approx. exercise cost $1.34M

Approx. pre-tax spread $715K

Type	Security	Shares	Price	Value
Exercise	Stock Options (Right to Buy)	7,742	$0.00	$0.00
Exercise	Common Stock	7,742	$172.50	$1.34M
Sale	Common Stock	7,742	$264.90	$2.05M
holding	Common Stock	--	--	--

Holdings After Transaction: Stock Options (Right to Buy) — 0 contracts (Direct); Common Stock — 20,691.577 shares (Direct); Common Stock — 1,696.08 shares (Indirect, 401(k) Plan)

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What transactions did TRV insider Andy Bessette report on Form 4?

The filing reports an exercise of 7,742 stock options at $172.50 and the sale of 7,742 shares at $264.90 on 08/07/2025.

Who is the reporting person in this TRV Form 4?

The reporting person is Andy F. Bessette, EVP and Chief Administrative Officer of The Travelers Companies (TRV).

How many TRV shares does Bessette own after the transactions?

After the reported transactions he beneficially owns 20,691.577 shares directly and 1,696.08 shares indirectly via a 401(k) plan.

Were the exercised options exercisable and what are their terms?

The options exercised have a conversion/exercise price of $172.50, were exercisable as of 02/08/2025, and expire on 02/08/2032; 7,742 options were exercised.

Did Bessette sell all shares acquired from the option exercise?

Yes. The filing shows the acquisition of 7,742 shares via option exercise and the sale of 7,742 shares on the same transaction date.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Accepted by SEC EDGAR 08/08/2025 - 04:05 PM Learn about SEC filing dates

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

BESSETTE ANDY F

(Last) (First) (Middle)

THE TRAVELERS COMPANIES, INC.

385 WASHINGTON STREET

(Street)

ST. PAUL MN 55102

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
TRAVELERS COMPANIES, INC. [ TRV ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	EVP and Chief Admin Officer

3. Date of Earliest Transaction (Month/Day/Year)
08/07/2025

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common Stock	08/07/2025		M		7,742	A	$172.5	28,433.577	D
Common Stock	08/07/2025		S		7,742	D	$264.9	20,691.577	D
Common Stock								1,696.08	I	401(k) Plan

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares
Stock Options (Right to Buy)	$172.5	08/07/2025		M			7,742	02/08/2025	02/08/2032	Common Stock	7,742	$0	0	D

Explanation of Responses:

	/s/Wendy C. Skjerven, by power of attorney	08/08/2025
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.