Travelers officer Rowland proposes $2.03M share sale

The notice lists the proposed shares as acquired from the issuer through a stock option exercise, with cash payment.

Rhea-AI Filing Summary

Travelers Companies, Inc. (TRV) officer David Donnay Rowland’s Rule 144 notice covers a proposed sale of 5,000 common shares, with an approximate sale date of October 22, 2026, on NYSE. The notice lists an aggregate market value of $2,028,102.80 for the proposed shares. It also reports David D. Rowland’s sale of 5,000 common shares on July 22, 2026, for gross proceeds of $1,858,441.00.

Key Figures

Proposed shares for sale: 5,000 common shares Aggregate market value: $2,028,102.80 Shares sold: 5,000 common shares +2 more

5 metrics

Proposed shares for sale 5,000 common shares Approximate sale date October 22, 2026

Aggregate market value $2,028,102.80 Proposed 5,000 common shares

Shares sold 5,000 common shares Sale reported for July 22, 2026

Gross proceeds $1,858,441.00 Sale reported for July 22, 2026

Shares outstanding 204,946,347 shares Issuer information

Key Terms

Rule 144, Stock Option Exercise

2 terms

Rule 144 regulatory

"paragraph (a) of Rule 144"

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

Stock Option Exercise financial

"Stock Option Exercise"

A stock option exercise is the act of using a previously granted right to buy shares of a company's stock at a specific, predetermined price by paying that price and receiving the shares. It matters to investors because exercising changes who owns the shares (which can dilute existing ownership), can trigger taxable events and shift potential gains or losses, and affects voting power and the company’s outstanding share count—like turning a voucher into an actual product that becomes part of circulating supply.

FAQ

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

How did David Donnay Rowland acquire the 5,000 TRV shares covered by the notice?

The notice lists 5,000 common shares acquired from the issuer through a stock option exercise on October 22, 2026, with cash as the payment method.

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

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Available on EDGAR 10/22/2026 - 02:00 PM EDT Accepted by SEC EDGAR 10/22/2026 - 01:59 PM EDT Learn about SEC filing dates

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0001865043
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	TRAVELERS COMPANIES, INC.
SEC File Number	001-10898
Address of Issuer	385 WASHINGTON ST SAINT PAUL MINNESOTA 55102
Phone	6513107911
Name of Person for Whose Account the Securities are To Be Sold	Rowland David Donnay
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Officer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Fidelity Brokerage Services LLC 900 Salem Street Smithfield RI 02917	5000	2028102.80	204946347	10/22/2026	NYSE

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	10/22/2026	Stock Option Exercise	Issuer			5000	10/22/2026	Cash

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
David D. Rowland 485 Lexington Avenue New York NY 10017	Common	07/22/2026	5000	1858441.00

144: Remarks and Signature

Remarks
Date of Notice	10/22/2026
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	/s/ Jennifer Ruchti, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for David D. Rowland
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)