Insider John Gallagher files Form 144 reporting TRUP sales

John Gallagher filed a Form 144 reporting proposed sales of restricted common stock and recent dispositions.

Rhea-AI Filing Summary

John Gallagher filed a Form 144 reporting proposed sales of restricted common stock and recent dispositions. The filing lists proposed restricted shares of 430 (restricted on 02/25/2023) and 4,853 (restricted on 02/22/2026), and shows sales during the prior three months of 430 shares for $13,618.10 on 01/28/2026, 430 shares for $16,146.50 on 12/29/2025, and 6,383 shares for $222,282.87 on 11/28/2025.

Insights

Corporate Governance Analyst

Form 144 notifies the market of intended or completed insider sales by John Gallagher.

The filing lists proposed sales of restricted common stock totaling 5,283 shares across two restriction dates (02/25/2023 and 02/22/2026) and discloses recent sales totaling 7,243 shares in the reported three months with aggregate proceeds shown.

These disclosures are routine compliance notices; actual future sales depend on holder actions and any applicable restrictions described in the filing.

FAQ

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

What does John Gallagher's Form 144 for TRUP report?

It reports proposed sales of restricted common stock and recent completed sales. It lists proposed restricted shares of 430 and 4,853, and recent sales of 430, 430, and 6,383 shares with proceeds shown.

How many shares did John Gallagher sell in the past three months?

The filing shows sales totaling 7,243 shares in the past three months. Transactions listed: 6,383, 430, and 430 with the respective proceeds included in the filing.

What proceeds were reported for the recent sales in Form 144?

Reported proceeds are $222,282.87 for 6,383 shares, $13,618.10 for 430 shares, and $16,146.50 for 430 shares, as listed in the filing.

Which restriction dates are shown for the securities to be sold?

The filing lists restricted stock dated 02/25/2023 for 430 shares and 02/22/2026 for 4,853 shares as the securities identified for potential sale.

Does Form 144 guarantee future sales will occur?

No. Form 144 is a notice of proposed sales and reports recent sales; whether additional sales occur depends on holder decisions and any restrictions noted in the filing.

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

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Accepted by SEC EDGAR 02/27/2026 - 04:21 PM 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	5283	140080.33	43430169	02/27/2026	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	02/25/2023	Restricted Stock	ISSUER			430	02/25/2023	Not Applicable
Common	02/22/2026	Restricted Stock	ISSUER			4853	02/22/2026	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	01/28/2026	430	13618.10
JOHN GALLAGHER 6100 4th Avenue S, Suite 200 Seattle, WA 98108	Common	12/29/2025	430	16146.50
JOHN GALLAGHER 6100 4th Avenue S, Suite 200 Seattle, WA 98108	Common	11/28/2025	6383	222282.87

144: Remarks and Signature

Remarks
Date of Notice	02/27/2026
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)