Travelers (NYSE: TRV) insider schedules $1.10M sale of vested stock

Rhea-AI Filing Summary

Andy F. Bessette plans to sell common stock of TRV through Fidelity Brokerage Services on the NYSE. The planned sale covers 3,000 shares, with an aggregate market value of $1,104,337.42, and is dated July 22, 2026. These shares were acquired from the issuer as compensation through restricted stock vesting on February 19, 2025. In the past three months, Bessette has sold 4,255 common shares on May 22, 2026 for an aggregate value of $1,311,008.48.

Key Figures

Planned shares to be sold: 3,000 shares Aggregate market value of planned sale: $1,104,337.42 Acquisition date of planned-sale shares: 02/19/2025 +2 more

5 metrics

Planned shares to be sold 3,000 shares Common stock to be sold through Fidelity on NYSE

Aggregate market value of planned sale $1,104,337.42 Value for 3,000 common shares planned for sale

Acquisition date of planned-sale shares 02/19/2025 Restricted stock vesting from issuer as compensation

Shares sold in past 3 months 4,255 shares Common stock sold on 05/22/2026

Value of past 3-month sale $1,311,008.48 Aggregate value for 4,255 common shares sold 05/22/2026

Key Terms

Restricted Stock Vesting, Compensation, aggregate market value

3 terms

Restricted Stock Vesting financial

"Common | 02/19/2025 | Restricted Stock Vesting | Issuer"

Restricted stock vesting is the timetable and conditions under which shares granted to employees or insiders become fully owned and can be sold, typically requiring continued work or meeting performance goals. It matters to investors because large blocks of shares can become tradable at once, which can change share supply and price, and because vesting aligns insiders’ incentives with the company’s long‑term performance—think of it like a timed unlock that both rewards and locks in key people.

Compensation financial

"3000 | 02/19/2025 | Compensation"

aggregate market value financial

"3000 | 1104337.42"

Aggregate market value is the combined price you would pay to buy all outstanding shares of a company or all companies in a group at current market prices — essentially the sum of each stock’s market capitalization. It matters to investors because it shows the overall size and weight of an investment or sector (like the total cost to buy every piece of a puzzle), helps compare scale across companies or markets, and influences index composition and risk exposure.

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

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Available on EDGAR 07/22/2026 - 10:19 AM Accepted by SEC EDGAR 07/22/2026 - 10:18 AM Learn about SEC filing dates

FAQ

What sale of TRV stock is Andy F. Bessette planning?

Andy F. Bessette plans to sell 3,000 shares of TRV common stock on the NYSE through Fidelity Brokerage Services, with an aggregate market value of $1,104,337.42 as disclosed in the notice.

When were the TRV shares to be sold by Andy F. Bessette acquired?

The 3,000 TRV shares planned for sale were acquired on February 19, 2025 through restricted stock vesting from the issuer as part of compensation.

On what date is the planned TRV stock sale scheduled?

The planned sale of 3,000 TRV common shares by Andy F. Bessette is dated July 22, 2026, with the transaction expected to occur on the NYSE through Fidelity Brokerage Services.

What TRV stock transactions occurred in the past three months?

During the past three months, Andy F. Bessette sold 4,255 shares of TRV common stock on May 22, 2026 for an aggregate value of $1,311,008.48, in addition to the newly planned sale.

How were the TRV shares characterized that Andy F. Bessette plans to sell?

The 3,000 TRV shares that Andy F. Bessette plans to sell are identified as restricted stock that vested on February 19, 2025, received directly from the issuer as compensation.

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

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

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

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	3000	1104337.42	208575022	07/22/2026	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	02/19/2025	Restricted Stock Vesting	Issuer			3000	02/19/2025	Compensation

* 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
Andy F. Bessette 485 Lexington Avenue New York NY 10017	Common	05/22/2026	4255	1311008.48

144: Remarks and Signature

Remarks

Date of Notice

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

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)