[Form 4] TRUPANION, INC. Insider Trading Activity

Rhea-AI Filing Summary

Trupanion, Inc. (TRUP) executive vice president for North America & Vet Strategy Steve Weinrauch reported routine equity compensation activity. On 11/24/2025, restricted stock units converted into a total of 4,960 shares of common stock through two transactions of 2,931 and 2,029 shares coded “M” for RSU conversion.

On the same date, the issuer withheld 1,207 shares of common stock (713 and 494 shares, coded “F”) at a price of $35.4 per share to cover income tax withholding obligations related to the RSU vesting, which is explicitly described as not being a sale by the reporting person. After these transactions, Weinrauch beneficially owned 67,665 shares of Trupanion common stock directly.

The report also shows derivative holdings in the form of restricted stock units. Following the transactions, Weinrauch held 14,659 RSUs from a grant originally made on February 27, 2025 and 2,029 RSUs from a grant originally made on February 27, 2024. Both RSU grants vest in eighths, with initial vesting on May 22 of the grant year and subsequent quarterly vesting, subject to 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^*

WEINRAUCH STEVE

(Last) (First) (Middle)

6100 4TH AVENUE S

SUITE 200

(Street)

SEATTLE WA 98108

(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)
	EVP, North Am & Vet Strategy

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		2,931	A	(1)	66,843	D
Common Stock	11/24/2025		F		713(2)	D	$35.4	66,130	D
Common Stock	11/24/2025		M		2,029	A	(1)	68,159	D
Common Stock	11/24/2025		F		494(2)	D	$35.4	67,665	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			2,931	(3)	02/22/2027(3)	Common Stock	2,931	$0	14,659	D
Restricted Stock Unit (RSU)	(1)	11/24/2025		M			2,029	(4)	02/22/2026(4)	Common Stock	2,029	$0	2,029	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, 2025, the reporting person was granted 23,453 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.

4. On February 27, 2024, the reporting person was granted 16,229 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.

Remarks:

	/s/ Christina Poler as attorney-in-fact for Steve Weinrauch	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).
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FAQ

What insider transaction did TRUP executive Steve Weinrauch report?

Steve Weinrauch, EVP North America & Vet Strategy at Trupanion, Inc. (TRUP), reported RSU vesting on 11/24/2025, where restricted stock units converted into common stock and some shares were withheld to cover taxes.

How many Trupanion (TRUP) shares did the RSUs convert into for the EVP?

On 11/24/2025, Steve Weinrauch had RSUs convert into a total of 4,960 shares of Trupanion common stock, in two separate transactions of 2,931 and 2,029 shares.

Why were some Trupanion (TRUP) shares withheld in this Form 4 filing?

The Form 4 states that 1,207 shares of Trupanion common stock (713 and 494 shares) were withheld by the issuer at $35.4 per share to satisfy income tax withholding and remittance obligations related to RSU vesting, and this is not a sale by the reporting person.

How many Trupanion (TRUP) shares does the reporting person own after these transactions?

After the RSU conversions and tax share withholding on 11/24/2025, Steve Weinrauch beneficially owned 67,665 shares of Trupanion common stock directly.

What RSU grants are disclosed for the Trupanion (TRUP) executive in this filing?

The filing discloses a grant of 23,453 RSUs from February 27, 2025 and a grant of 16,229 RSUs from February 27, 2024. Each grant vests as to 1/8 of the total shares on May 22 of the grant year, then 1/8 vests quarterly, subject to continued service.

How many RSUs does the reporting person still hold after the reported TRUP transactions?

After the reported activity on 11/24/2025, the filing shows 14,659 RSUs remaining from the 2025 grant and 2,029 RSUs remaining from the 2024 grant, each convertible into an equal number of Trupanion common shares.

What is Steve Weinrauch’s role at Trupanion (TRUP) according to the Form 4?

According to the Form 4, Steve Weinrauch is an officer of Trupanion, Inc., serving as EVP, North Am & Vet Strategy, and he files as a single reporting person.