Margaret Tooth - 27 Feb 2025 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Role: CEO, Director
Signature: /s/ Christina Poler as attorney-in-fact for Margaret Tooth
Issuer symbol: TRUP
Transactions as of: 27 Feb 2025
Net transactions value: -$71,883
Form type: 4
Filing time: 03 Mar 2025, 18:59:29 UTC
Previous filing: 27 Feb 2025
Next filing: 05 Mar 2025
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	TRUP	Common Stock	Options Exercise		+8,790	+7.7%		123,218	27 Feb 2025	Direct	F1
transaction	TRUP	Common Stock	Tax liability	$71,883	-2,140	-1.7%	$33.59	121,078	27 Feb 2025	Direct	F2

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
transaction	TRUP	Restricted Stock Unit (RSU)	Award	$0	+50,000		$0.000000	50,000	27 Feb 2025	Common Stock	50,000		Direct	F1, F3
transaction	TRUP	Restricted Stock Unit (RSU)	Award	$0	+8,790		$0.000000	8,790	27 Feb 2025	Common Stock	8,790		Direct	F1, F4
transaction	TRUP	Restricted Stock Unit (RSU)	Options Exercise	$0	-8,790	-100%	$0.000000	0	27 Feb 2025	Common Stock	8,790		Direct	F1, F4

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	Restricted stock units convert into common stock on a one-for-one basis.
F2	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.
F3	On February 27, 2025, the reporting person was granted 50,000 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 25, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.
F4	On February 27, 2025, the reporting person was granted 8,790 restricted stock units (RSUs). The RSUs were issued in lieu of a cash bonus pursuant to the Issuer's cash bonus conversion program. The RSUs were fully vested on the grant date.