Rule 144 notice reports recent restricted-stock sales

TRUP submitted a Rule 144 notice reporting planned sales of restricted common stock and two recent dispositions by John Gallagher.

Accepted by SEC EDGAR 03/30/2026 - 05:30 PM EDT Learn about SEC filing dates

Rhea-AI Filing Summary

TRUP submitted a Rule 144 notice reporting planned sales of restricted common stock and two recent dispositions by John Gallagher. The filing lists restricted-stock items dated 05/25/2023 (180 shares) and 02/25/2023 (250 shares) as securities to be sold. It also reports two past sales by John Gallagher: 5,283 shares for $140,080.33 on 02/27/2026 and 430 shares for $13,618.10 on 01/28/2026.

Key Figures

Restricted shares listed to sell: 180 shares Restricted shares listed to sell: 250 shares Sale by John Gallagher: 5,283 shares for $140,080.33 +1 more

4 metrics

Restricted shares listed to sell 180 shares restricted stock dated 05/25/2023

Restricted shares listed to sell 250 shares restricted stock dated 02/25/2023

Sale by John Gallagher 5,283 shares for $140,080.33 sale dated 02/27/2026

Sale by John Gallagher 430 shares for $13,618.10 sale dated 01/28/2026

Key Terms

Restricted Stock, Rule 144, Securities Sold During The Past 3 Months

3 terms

Restricted Stock regulatory

"Restricted Stock | ISSUER | 180 | 05/25/2023"

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.

Rule 144 regulatory

"144: Securities To Be Sold"

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.

Securities Sold During The Past 3 Months regulatory

"144: Securities Sold During The Past 3 Months | JOHN GALLAGHER"

FAQ

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

What does TRUP's Form 144 report show?

It reports planned restricted-stock sales and two recent dispositions. The filing lists 180 and 250 restricted shares (dated 05/25/2023 and 02/25/2023) and two sales by John Gallagher totaling 5,713 shares in early 2026.

How many shares did John Gallagher sell according to the filing?

John Gallagher sold 5,283 and 430 shares. Those dispositions occurred on 02/27/2026 (5,283 shares for $140,080.33) and 01/28/2026 (430 shares for $13,618.10), as listed in the notice.

Are the restricted shares in the filing already sold?

The filing lists restricted-stock items as securities to be sold. It shows restricted stock dated 05/25/2023 (180 shares) and 02/25/2023 (250 shares) identified as issuer-restricted securities to be sold.

Does the Form 144 state who receives the proceeds?

The notice does not specify proceeds recipients. The excerpt lists sales quantities, dates, and dollar amounts for prior dispositions but does not allocate proceeds or describe recipients.

Which exchange is the security listed on per the filing?

The filing lists NASDAQ as the exchange. Securities information in the excerpt includes an exchange field showing NASDAQ for the common shares referenced.

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

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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	430	10952.10	43430169	03/30/2026	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	05/25/2023	Restricted Stock	ISSUER			180	05/25/2023	Not Applicable
Common	02/25/2023	Restricted Stock	ISSUER			250	02/25/2023	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	02/27/2026	5283	140080.33
JOHN GALLAGHER 6100 4th Avenue S, Suite 200 Seattle, WA 98108	Common	01/28/2026	430	13618.10

144: Remarks and Signature

Remarks
Date of Notice	03/30/2026
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)