Travelers executive exercises options, sells TRV shares

TRAVELERS COMPANIES, INC.

Rhea-AI Filing Summary

TRAVELERS COMPANIES, INC. Vice Chairman and Chief Legal Officer Avrohom J. Kess exercised stock options and disposed of some resulting shares. He exercised 27,686 stock options at an exercise price of $140.85 per share, receiving the same number of common shares.

Of these, 20,951 shares were used to satisfy tax obligations at an effective value of $309.03 per share, and 6,735 shares were sold in an open-market sale at $308.781 per share. After the transactions, he held 48,737.422 shares of Travelers common stock directly, indicating he retained a substantial equity position.

Insider Trade Summary

Exercise and sale activity reported; no spread calculated

Exercise and Sale 4 txns

Insider Kess Avrohom J.

Role Vice Chmn. & Chief Legal Off.

Sold 6,735 shs ($2.08M)

Approx. gross sale proceeds $2.08M

Approx. exercise cost $3.90M

Type	Security	Shares	Price	Value
Exercise	Stock Options (Right to Buy)	27,686	$0.00	$0.00
Exercise	Common Stock	27,686	$140.85	$3.90M
Exercise Price or Tax Liability	Common Stock	20,951	$309.03	$6.47M
Sale	Common Stock	6,735	$308.781	$2.08M

Holdings After Transaction: Stock Options (Right to Buy) — 0 contracts (Direct); Common Stock — 48,737.422 shares (Direct)

Key Figures

Options exercised: 27,686 shares Exercise price: $140.85/share Tax-withholding shares: 20,951 shares +3 more

6 metrics

Options exercised 27,686 shares Stock options converted into common stock at $140.85 per share

Exercise price $140.85/share Exercise price for 27,686 stock options on common stock

Tax-withholding shares 20,951 shares Shares delivered for tax obligations at $309.03 per share

Open-market sale 6,735 shares Common stock sold at $308.781 per share

Post-transaction holdings 48,737.422 shares Direct common stock owned after all reported transactions

Tax-withholding price $309.03/share Implied value for shares used to satisfy tax liability

Key Terms

open-market sale, tax-withholding disposition, derivative exercise/conversion, Stock Options (Right to Buy)

4 terms

open-market sale financial

"transaction_action: open-market sale of 6,735 common shares"

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.

tax-withholding disposition financial

"transaction_action: tax-withholding disposition of 20,951 shares"

A tax-withholding disposition is an event or transaction—such as selling or transferring securities, exercising options, or receiving compensation—that triggers a requirement to hold back part of the payment and remit it to tax authorities. It matters to investors because it reduces the cash they receive immediately and can change the timing and amount of taxable income, like a cashier taking a portion of your sale proceeds to pay taxes before you get the rest.

derivative exercise/conversion financial

"transaction_action: derivative exercise/conversion of 27,686 shares"

Stock Options (Right to Buy) financial

"security_title: Stock Options (Right to Buy) with 27,686 shares"

FAQ

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

What did TRV executive Avrohom J. Kess do in this Form 4 filing?

Avrohom J. Kess exercised stock options and disposed of some resulting shares. He acquired 27,686 common shares through option exercises, then used 20,951 shares for taxes and sold 6,735 shares, while retaining a significant remaining stake in Travelers common stock.

How many Travelers (TRV) shares did Avrohom J. Kess sell in the open market?

He sold 6,735 shares of Travelers common stock in an open-market transaction. The reported sale price was $308.781 per share, reflecting a routine disposition following an option exercise rather than a standalone large liquidation of existing holdings.

At what price did Avrohom J. Kess exercise his Travelers (TRV) stock options?

He exercised 27,686 stock options at an exercise price of $140.85 per share. These options were labeled as “Stock Options (Right to Buy)” and converted into an equal number of Travelers common shares as part of the reported transactions.

How many TRV shares were used for tax withholding in Kess’s Form 4 transactions?

A total of 20,951 Travelers common shares were disposed of as a tax-withholding transaction. This disposition, reported with code F, reflects shares delivered to cover tax obligations rather than an open-market sale directed at other investors.

How many Travelers (TRV) shares does Avrohom J. Kess hold after these transactions?

Following the reported transactions, Avrohom J. Kess holds 48,737.422 shares of Travelers common stock directly. This figure reflects his remaining equity position after exercising options, satisfying tax obligations with shares, and completing the open-market sale.

What overall pattern do the TRV Form 4 transactions by Kess show?

The transactions show a typical exercise-and-dispose pattern. Kess exercised 27,686 options, used 20,951 of the resulting shares to pay taxes, and sold 6,735 shares, while continuing to own tens of thousands of Travelers common shares directly afterward.

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

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Accepted by SEC EDGAR 04/29/2026 - 04:15 PM EDT 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^*

Kess Avrohom J.

(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)
	Vice Chmn. & Chief Legal Off.

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
04/28/2026

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	04/28/2026		M		27,686	A	$140.85	76,423.422	D
Common Stock	04/28/2026		F		20,951	D	$309.03	55,472.422	D
Common Stock	04/28/2026		S		6,735	D	$308.781	48,737.422	D

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)	$140.85	04/28/2026		M			27,686	02/06/2021	02/06/2028	Common Stock	27,686	$0	0	D

Explanation of Responses:

	/s/ Wendy C. Skjerven, by power of attorney	04/29/2026
	** 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)