[Form 4] TRUPANION, INC. Insider Trading Activity

Rhea-AI Filing Summary

Trupanion, Inc. (TRUP) chief administration officer Brenna McGibney reported multiple equity transactions on November 24, 2025 related to restricted stock unit (RSU) vesting. Several RSU awards converted into common stock on a one-for-one basis, adding 1,354, 1,250, and 1,881 shares in separate transactions. After these conversions, she directly held 5,059, 5,585, and then 6,797 common shares before subsequent tax withholdings.

In connection with these vestings, Trupanion withheld 724, 669, and 1,006 shares of common stock at a price of $35.4 per share to satisfy income tax withholding and remittance obligations, which the filing clarifies do not represent sales by McGibney. The derivative table shows RSU awards originally granted on February 27, 2024 and February 27, 2025, with scheduled vesting over time, contingent on continued service.

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

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Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

MCGIBNEY BRENNA

(Last) (First) (Middle)

309-1277 LYNN VALLEY ROAD

(Street)

NORTH VANCOUVER A1 V7J 0A2

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
TRUPANION, INC. [ TRUP ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	Chief Administration Officer

3. Date of Earliest Transaction (Month/Day/Year)
11/24/2025

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common Stock	11/24/2025		M		1,354	A	(1)	5,059	D
Common Stock	11/24/2025		F		724(2)	D	$35.4	4,335	D
Common Stock	11/24/2025		M		1,250	A	(1)	5,585	D
Common Stock	11/24/2025		F		669(2)	D	$35.4	4,916	D
Common Stock	11/24/2025		M		1,881	A	(1)	6,797	D
Common Stock	11/24/2025		F		1,006(2)	D	$35.4	5,791	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares
Restricted Stock Unit (RSU)	(1)	11/24/2025		M			1,354	(3)	02/22/2026(3)	Common Stock	1,354	$0	1,354	D
Restricted Stock Unit (RSU)	(1)	11/24/2025		M			1,250	(4)	02/25/2028(4)	Common Stock	1,250	$0	11,250	D
Restricted Stock Unit (RSU)	(1)	11/24/2025		M			1,881	(5)	02/22/2027(5)	Common Stock	1,881	$0	9,409	D

Explanation of Responses:

1. Restricted stock units convert into common stock on a one-for-one basis.

2. This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

3. On February 27, 2024, the reporting person was granted 10,829 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

4. On February 27, 2024, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

5. On February 27, 2025, the reporting person was granted 15,053 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Remarks:

	/s/ Christina Poler as attorney-in-fact for Brenna McGibney	11/25/2025
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
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FAQ

What insider transactions did TRUP executive Brenna McGibney report?

On November 24, 2025, Brenna McGibney, chief administration officer of Trupanion, reported RSU conversions into common stock and related share withholdings for taxes.

How many Trupanion (TRUP) shares vested for Brenna McGibney?

Three RSU tranches vested, converting into 1,354, 1,250, and 1,881 shares of Trupanion common stock on November 24, 2025.

Did Brenna McGibney sell Trupanion (TRUP) shares in this Form 4?

The filing states that 724, 669, and 1,006 shares were withheld by the issuer to cover income tax obligations and "does not represent a sale by the reporting person."

What price was used for Trupanion share tax withholding on the RSUs?

Shares withheld to satisfy tax obligations were valued at $35.4 per share according to the Form 4.

What is the vesting schedule of Brenna McGibney’s Trupanion RSUs?

RSUs granted on February 27, 2024 and February 27, 2025 vest in tranches, with initial portions vesting on specified dates and remaining shares vesting quarterly, subject to continued service.

What role does Brenna McGibney hold at Trupanion (TRUP)?

Brenna McGibney is reported as an officer of Trupanion, serving as Chief Administration Officer.