Travelers officer Maria Olivo proposes $6.02M sale

The notice lists $6,016,506.66 in aggregate market value and also reports a 6,000-share sale during the prior three months.

Rhea-AI Filing Summary

Maria Olivo, an officer of Travelers Companies, Inc. (TRV), gave notice of a proposed sale of 15,100 common shares through Fidelity Brokerage Services LLC, with an approximate sale date of October 21, 2026 and an aggregate market value of $6,016,506.66. She also reported selling 6,000 common shares on August 28, 2026, for $2,219,145.13, during the three months before the notice.

Key Figures

Proposed sale: 15,100 shares Aggregate market value: $6,016,506.66 Reported sale: 6,000 shares +2 more

5 metrics

Proposed sale 15,100 shares Travelers common stock

Aggregate market value $6,016,506.66 Proposed sale

Reported sale 6,000 shares August 28, 2026

Reported sale value $2,219,145.13 Sale on August 28, 2026

Shares outstanding 204,946,347 shares Travelers common shares

Key Terms

Rule 144, Restricted Stock Vesting, attorney-in-fact

3 terms

Rule 144 regulatory

"See the definition of "person" in 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.

Restricted Stock Vesting financial

"Restricted Stock Vesting"

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.

attorney-in-fact regulatory

"as attorney-in-fact for Maria Olivo"

An attorney-in-fact is the person or entity given legal authority through a power of attorney to act on behalf of another for specific tasks, such as signing documents, voting shares, or handling transactions. For investors, this matters because it lets a trusted representative make timely decisions or complete paperwork when the owner cannot, much like handing keys to someone to run errands on your behalf—so checks on scope and limits of that authority are important.

FAQ

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

How many TRV shares does officer Maria Olivo propose to sell?

Maria Olivo, identified as an officer, gave notice of a proposed sale of 15,100 common shares through Fidelity Brokerage Services LLC, with an approximate sale date of October 21, 2026 and an aggregate market value of $6,016,506.66.

What did Maria Olivo sell in the three months before the TRV notice?

Maria Olivo reported selling 6,000 common shares on August 28, 2026, for $2,219,145.13.

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

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Available on EDGAR 10/21/2026 - 04:30 PM EDT Accepted by SEC EDGAR 10/21/2026 - 04:24 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	0001224083
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	OLIVO MARIA
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	15100	6016506.66	204946347	10/21/2026	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	02/23/2022	Restricted Stock Vesting	Issuer			1658	02/23/2022	Compensation
Common	02/22/2023	Restricted Stock Vesting	Issuer			4768	02/22/2023	Compensation
Common	02/21/2024	Restricted Stock Vesting	Issuer			7720	02/21/2024	Compensation
Common	02/19/2025	Restricted Stock Vesting	Issuer			954	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
Maria Olivo 485 Lexington Avenue New York NY 10017	Common	08/28/2026	6000	2219145.13

144: Remarks and Signature

Remarks
Date of Notice	10/21/2026
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/ Daniel Tucci, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for Maria Olivo
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)