[144] Trupanion, Inc. SEC Filing

Rhea-AI Filing Summary

Trupanion, Inc. (TRUP) Form 144 notice reports a proposed sale of 19,631 shares of common stock through Fidelity Brokerage Services with an aggregate market value of $878,487.25. The shares are listed on NASDAQ and the approximate date of sale is 09/03/2025 against 42,994,675 shares outstanding.

The filing details the acquisition history for the shares, showing numerous stock awards and one stock option from Trupanion between 2018 and 2025, with several large award grants recorded in November 2018. No securities were reported sold in the past three months. The filer certifies they are not aware of undisclosed material adverse information.

Positive

• Clear disclosure of broker, share count, aggregate value, exchange, and planned sale date providing transparency for investors

Negative

• None.

Insights

Financial Analyst

TL;DR Proposed sale equals $878k and represents a very small fraction of outstanding shares, suggesting limited market impact.

The filing specifies a single proposed block of 19,631 common shares to be sold via Fidelity on NASDAQ for an aggregate value of $878,487.25. Against the reported 42,994,675 shares outstanding, the transaction is modest in scale. The acquisition history shows compensation-based awards over multiple years, including two sizable awards in November 2018, indicating the holdings largely originate from executive/employee grants rather than open-market purchases. No sales in the prior three months were reported, which may indicate this is a planned, periodic disposition rather than an active trading pattern.

Corporate Governance Expert

TL;DR Form 144 provides routine disclosure of an intended insider sale with clear provenance from compensation awards.

The document complies with Rule 144 notice requirements by listing the broker, share count, aggregate value, exchange, and specific acquisition dates and types (primarily stock awards and one option) from Trupanion. The detailed award schedule enhances transparency about the nature of the holdings. The signer attests no undisclosed material adverse information, and the filing notes no aggregated sales in the prior three months, consistent with periodic disclosures tied to compensation vesting schedules or planned dispositions.

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
Filer CCC
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

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

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 Stock	Fidelity Brokerage Services LLC 245 Summer Street Boston MA 02110	19631	878487.25	42994675	09/03/2025	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	11/25/2021	Stock Award	Trupanion			2925	11/25/2021	Compensation
Common	02/22/2021	Stock Award	Trupanion			54	02/22/2021	Compensation
Common	11/25/2020	Stock Award	Trupanion			2062	11/25/2020	Compensation
Common	02/25/2021	Stock Award	Trupanion			6743	02/25/2021	Compensation
Common	08/25/2021	Stock Award	Trupanion			2926	08/25/2021	Compensation
Common	02/25/2022	Stock Award	Trupanion			11037	02/25/2022	Compensation
Common	05/25/2021	Stock Award	Trupanion			2925	05/25/2021	Compensation
Common	08/25/2022	Stock Award	Trupanion			3847	08/25/2022	Compensation
Common	05/25/2022	Stock Award	Trupanion			3846	05/25/2022	Compensation
Common	08/25/2020	Stock Award	Trupanion			2062	08/25/2020	Compensation
Common	02/25/2023	Stock Award	Trupanion			7560	02/25/2023	Compensation
Common	11/25/2024	Stock Award	Trupanion			6308	11/25/2024	Compensation
Common	11/25/2022	Stock Award	Trupanion			3846	11/25/2022	Compensation
Common	02/25/2021	Stock option	Trupanion			439	02/25/2021	cash/check
Common	11/25/2024	Stock Award	Trupanion			7517	11/25/2024	Compensation
Common	11/25/2019	Stock Award	Trupanion			740	11/25/2019	Compensation
Common	11/25/2020	Stock Award	Trupanion			2062	11/25/2020	Compensation
Common	02/25/2020	Stock Award	Trupanion			5382	02/25/2020	Compensation
Common	02/25/2025	Stock Award	Trupanion			3684	02/25/2025	Compensation
Common	05/25/2019	Stock Award	Trupanion			740	05/25/2019	Compensation
Common	08/25/2023	Stock Award	Trupanion			4376	08/25/2023	Compensation
Common	02/25/2019	Stock Award	Trupanion			2959	02/25/2019	Compensation
Common	02/22/2025	Stock Award	Trupanion			7500	02/22/2025	Compensation
Common	11/25/2023	Stock Award	Trupanion			4259	11/25/2023	Compensation
Common	11/19/2018	Stock Award	Trupanion			100477	11/19/2018	Compensation
Common	11/12/2018	Stock Award	Trupanion			100477	11/12/2018	Compensation
Common	08/25/2019	Stock Award	Trupanion			740	08/25/2019	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

Nothing to Report

144: Remarks and Signature

Remarks

Date of Notice

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

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)

FAQ

What does the TRUP Form 144 report?

It reports a proposed sale of 19,631 common shares of Trupanion with an aggregate market value of $878,487.25 to be executed on 09/03/2025 on NASDAQ.

Who is the broker handling the proposed TRUP sale?

The filing lists Fidelity Brokerage Services LLC, 245 Summer Street, Boston MA as the broker.

How many Trupanion shares are outstanding per the filing?

The filing states 42,994,675 shares outstanding.

Were any TRUP securities sold by the filer in the past three months?

The filing states Nothing to Report for securities sold during the past three months.

What is the origin of the securities to be sold?

The acquisition history shows the securities were primarily received as stock awards from Trupanion between 2018 and 2025, plus one stock option exercised in 2021.