TRUP insider sells 5,283 and 430 shares

TRUP reported insider sales of Common Stock by John Gallagher: 5,283 shares sold on 02/27/2026 for $140,080.33 and 430 shares sold on 03/30/2026 for $10,952.10.

Rhea-AI Filing Summary

TRUP reported insider sales of Common Stock by John Gallagher: 5,283 shares sold on 02/27/2026 for $140,080.33 and 430 shares sold on 03/30/2026 for $10,952.10. The filing lists the securities as restricted stock issued on 05/25/2023 and 08/25/2023.

Key Figures

Shares sold (Feb 27, 2026): 5,283 shares Proceeds (Feb 27, 2026): $140,080.33 Shares sold (Mar 30, 2026): 430 shares +2 more

5 metrics

Shares sold (Feb 27, 2026) 5,283 shares disposition on 02/27/2026

Proceeds (Feb 27, 2026) $140,080.33 proceeds reported for 5,283-share sale

Shares sold (Mar 30, 2026) 430 shares disposition on 03/30/2026

Proceeds (Mar 30, 2026) $10,952.10 proceeds reported for 430-share sale

Restricted stock issue dates 05/25/2023 and 08/25/2023 issue dates listed for restricted stock

Key Terms

Form 144, Restricted Stock, Disposition

3 terms

Form 144 regulatory

"Form 144 excerpt showing dispositions and proceeds"

Form 144 is a document that investors must file with the government when they plan to sell a large number of shares of a company's stock. It helps ensure transparency so everyone knows how many shares are being sold and when, which can impact the stock's price.

Restricted Stock financial

"Securities listed as Restricted Stock with issue dates"

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.

Disposition financial

"Securities To Be Sold / Securities Sold During The Past 3 Months"

FAQ

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

What does TRUP's Form 144 show about John Gallagher's transactions?

The Form 144 reports two dispositions by John Gallagher: 5,283 shares on 02/27/2026 for $140,080.33 and 430 shares on 03/30/2026 for $10,952.10. The shares are listed as restricted stock.

Were the shares sold by John Gallagher restricted or unrestricted?

The filing lists the securities as restricted stock, with issue dates of 05/25/2023 and 08/25/2023. The Form 144 identifies the class as Common Stock and the disposition dates noted.

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

According to the Form 144 excerpt, John Gallagher sold a total of 5,713 shares (5,283 and 430). The filing pairs each sale with its reported proceeds in dollars.

Does the Form 144 show who received the proceeds from these sales?

The excerpt shows dollar proceeds for each disposition ($140,080.33 and $10,952.10) but does not specify the recipient party. The filing lists the transactions as sales by John Gallagher.

What dates are associated with the issued restricted stock in the filing?

The restricted stock issue dates shown in the excerpt are 05/25/2023 and 08/25/2023. These dates correspond to the restricted stock entries listed under securities information.

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

See more from StockTitan in Google Search and AI answers. Adds StockTitan as a preferred source · opens Google

Add on Google Not now

Accepted by SEC EDGAR 04/28/2026 - 04:03 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	11839.57	43430169	04/28/2026	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	08/25/2023	Restricted Stock	ISSUER			7	08/25/2023	Not Applicable
Common	05/25/2023	Restricted Stock	ISSUER			424	05/25/2023	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	03/30/2026	430	10952.10
JOHN GALLAGHER 6100 4th Avenue S, Suite 200 Seattle, WA 98108	Common	02/27/2026	5283	140080.33

144: Remarks and Signature

Remarks
Date of Notice	04/28/2026
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)