Travelers EVP exercises options, sells 4,255 shares

Travelers Companies EVP and Chief Admin Officer Andy F. Bessette reported an option exercise and related share sale.

Rhea-AI Filing Summary

Travelers Companies EVP and Chief Admin Officer Andy F. Bessette reported an option exercise and related share sale. On May 22, 2026, he exercised stock options to acquire 4,255 shares of common stock at $189.01 per share, then sold 4,255 shares in an open-market transaction at $308.11 per share.

After these transactions, Bessette directly held 24,284.397 shares of Travelers common stock and indirectly held 1,714.863 shares through a 401(k) Plan. No remaining derivative position is shown for the exercised options.

Insights

Insider trading analyst

Routine exercise-and-sell by Travelers EVP with sizable remaining stake.

Executive vice president Andy F. Bessette exercised stock options for 4,255 shares at $189.01 and sold an equal number at $308.11. This is a classic exercise-and-sell pattern converting options into cash rather than increasing equity exposure.

Following the transactions, he holds 24,284.397 shares directly plus 1,714.863 shares through a 401(k) Plan. The filing shows no remaining derivative position from this specific option grant, indicating a full exercise of that award. The overall scale appears routine relative to the disclosed ongoing equity stake.

Insider Trade Summary

Exercise and Sale: 4,255 shares ($507K approx. pre-tax spread)

Exercise and Sale 4 txns

Insider BESSETTE ANDY F

Role EVP and Chief Admin Officer

Sold 4,255 shs ($1.31M)

Approx. gross sale proceeds $1.31M

Approx. exercise cost $804K

Approx. pre-tax spread $507K

Type	Security	Shares	Price	Value
Exercise	Stock Options (Right to Buy)	4,255	$0.00	$0.00
Exercise	Common Stock	4,255	$189.01	$804K
Sale	Common Stock	4,255	$308.11	$1.31M
holding	Common Stock	--	--	--

Holdings After Transaction: Stock Options (Right to Buy) — 0 contracts (Direct); Common Stock — 24,284.397 shares (Direct); Common Stock — 1,714.863 shares (Indirect, 401(k) Plan)

Key Figures

Shares sold: 4,255 shares Sale price: $308.11 per share Option exercise price: $189.01 per share +3 more

6 metrics

Shares sold 4,255 shares Open-market sale of common stock on May 22, 2026

Sale price $308.11 per share Price for 4,255 common shares sold

Option exercise price $189.01 per share Exercise of stock options for 4,255 shares

Direct holdings after transaction 24,284.397 shares Common stock held directly post-transaction

Indirect 401(k) holdings 1,714.863 shares Common stock held through 401(k) Plan

Options exercised 4,255 options Stock Options (Right to Buy) converted into common stock

Key Terms

Stock Options (Right to Buy), open-market sale, 401(k) Plan

3 terms

Stock Options (Right to Buy) financial

"Stock Options (Right to Buy) were exercised for 4,255 shares of common stock."

open-market sale financial

"An open-market sale of 4,255 common shares occurred at $308.11 per share."

An open-market sale is when a shareholder sells existing shares directly on a public exchange to any willing buyer, rather than through a private deal. Think of it like putting goods on a busy market stall where price is set by supply and demand; for investors it matters because such sales increase available supply, can put short-term downward pressure on the stock price, and signal changes in liquidity or investor confidence.

401(k) Plan financial

"Bessette indirectly held 1,714.863 shares of common stock through a 401(k) Plan."

A 401(k) plan is a workplace retirement account that lets employees set aside part of their pay into a tax-advantaged savings pot, often with employers adding matching contributions — like a workplace piggy bank for future income. It matters to investors because the amount people save and how employers fund these plans influence consumer spending, corporate payroll costs and the flow of money into financial markets, which can affect stock prices and company valuations.

FAQ

What insider transaction did TRV executive Andy F. Bessette report?

Andy F. Bessette reported an option exercise and share sale. He exercised stock options for 4,255 Travelers shares at $189.01 each and sold 4,255 shares at $308.11, reflecting an exercise-and-sell transaction pattern on May 22, 2026.

How many TRV shares did Andy Bessette sell in this Form 4 filing?

Bessette sold 4,255 shares of Travelers common stock. The sale occurred on May 22, 2026, in an open-market transaction at a reported price of $308.11 per share, immediately following the exercise of stock options for the same number of shares.

At what prices did Andy Bessette exercise and sell TRV shares?

He exercised options at $189.01 and sold at $308.11. The Form 4 shows stock options exercised for 4,255 shares at a $189.01 exercise price, followed by an open-market sale of 4,255 shares at $308.11 per share on the same date.

How many TRV shares does Andy Bessette own after this transaction?

Bessette holds 24,284.397 TRV shares directly after the transaction. He also indirectly owns 1,714.863 additional shares through a 401(k) Plan, according to the reported holdings following the May 22, 2026 option exercise and sale.

Does the Form 4 show remaining TRV stock options for Andy Bessette?

The filing shows no remaining balance for the exercised option grant. The derivative line for 4,255 stock options reports zero remaining after exercise into common shares, indicating that specific award was fully exercised in connection with this transaction.

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

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Accepted by SEC EDGAR 05/26/2026 - 04:07 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 MINNESOTA 55102

(City) (State) (Zip)

UNITED STATES

(Country)

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

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
05/22/2026

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

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

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

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	05/22/2026		M		4,255	A	$189.01	28,539.397	D
Common Stock	05/22/2026		S		4,255	D	$308.11	24,284.397	D
Common Stock								1,714.863	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)	$189.01	05/22/2026		M			4,255	02/07/2026	02/07/2033	Common Stock	4,255	$0	0	D

Explanation of Responses:

	/s/Wendy C. Skjerven, by power of attorney	05/26/2026
	** 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.
* Form 4: SEC 1474 (03-26)