Trupanion officer proposes $12.6K share sale

Two completed sales listed for the prior three months were 431 shares on September 28 and 3,604 shares on August 28, 2026.

Rhea-AI Filing Summary

Trupanion, Inc. officer John Gallagher, whose signature appears as John Ross Gallagher, reported a proposed sale of 431 common shares with an aggregate market value of $12,550.72 through Morgan Stanley Smith Barney LLC. The notice lists October 28, 2026 as the proposed sale date. It also lists prior sales of 431 shares for $9,878.52 on September 28, 2026, and 3,604 shares for $107,038.80 on August 28, 2026.

Key Figures

Proposed shares for sale: 431 shares Aggregate market value: $12,550.72 Shares sold: 431 shares +3 more

6 metrics

Proposed shares for sale 431 shares Trupanion common shares; proposed sale date October 28, 2026

Aggregate market value $12,550.72 Proposed sale of 431 common shares

Shares sold 431 shares September 28, 2026

Reported value of shares sold $9,878.52 September 28, 2026

Shares sold 3,604 shares August 28, 2026

Reported value of shares sold $107,038.80 August 28, 2026

Key Terms

Rule 144, Restricted Stock, aggregated

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 financial

"Restricted Stock"

Shares granted to an individual that carry limits on transfer or sale until certain conditions are met, such as staying with the company for a set time or hitting performance targets. Think of them as a locked gift that gradually opens; for investors they matter because they affect how many shares may enter the market later, signal management incentives and potential dilution, and reveal confidence in future company performance.

aggregated regulatory

"sales are required by paragraph (e) of Rule 144 to be aggregated"

FAQ

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

How many TRUP shares did John Gallagher propose to sell?

John Gallagher reported a proposed sale of 431 Trupanion common shares with an aggregate market value of $12,550.72, through Morgan Stanley Smith Barney LLC. The notice lists October 28, 2026 as the proposed sale date.

Which recent TRUP share sales did John Gallagher report?

The notice lists two prior sales: 431 common shares for $9,878.52 on September 28, 2026, and 3,604 common shares for $107,038.80 on August 28, 2026.

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

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Available on EDGAR 10/28/2026 - 04:04 PM EDT Accepted by SEC EDGAR 10/28/2026 - 04:04 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	0001967117
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	TRUPANION, INC.
SEC File Number	001-36537
Address of Issuer	6100 4th Avenue S, Suite 200 Seattle, WASHINGTON 98108
Phone	(855)-727-9079
Name of Person for Whose Account the Securities are To Be Sold	JOHN GALLAGHER
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	Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza 8th Floor New York NY 10004	431	12550.72	43872611	10/28/2026	NASDAQ

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	02/25/2024	Restricted Stock	ISSUER			431	02/25/2024	Not Applicable

* 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
JOHN GALLAGHER 6100 4th Avenue S, Suite 200 Seattle, WA 98108	Common	09/28/2026	431	9878.52
JOHN GALLAGHER 6100 4th Avenue S, Suite 200 Seattle, WA 98108	Common	08/28/2026	3604	107038.80

144: Remarks and Signature

Remarks
Date of Notice	10/28/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	08/20/2025
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/ John Ross Gallagher
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)