Margaret Tooth - Nov 22, 2024 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Role: CEO, Director
Signature: /s/ Christina Poler as attorney-in-fact for Margaret Tooth
Stock symbol: TRUP
Transactions as of: Nov 22, 2024
Transactions value $: -$288,280
Form type: 4
Date filed: 11/27/2024, 09:48 PM
Previous filing: Nov 22, 2024

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	TRUP	Common Stock	Options Exercise		+1.25K	+1.32%		96.2K	Nov 25, 2024	Direct	F1
transaction	TRUP	Common Stock	Tax liability	-$26.2K	-491	-0.51%	$53.46	95.7K	Nov 25, 2024	Direct	F2
transaction	TRUP	Common Stock	Options Exercise		+2.93K	+3.06%		98.7K	Nov 25, 2024	Direct	F1
transaction	TRUP	Common Stock	Tax liability	-$61.5K	-1.15K	-1.17%	$53.46	97.5K	Nov 25, 2024	Direct	F2
transaction	TRUP	Common Stock	Options Exercise		+3.27K	+3.35%		101K	Nov 25, 2024	Direct	F1
transaction	TRUP	Common Stock	Tax liability	-$68.7K	-1.29K	-1.27%	$53.46	99.5K	Nov 25, 2024	Direct	F2
transaction	TRUP	Common Stock	Options Exercise		+6.25K	+6.28%		106K	Nov 22, 2024	Direct	F1
transaction	TRUP	Common Stock	Tax liability	-$132K	-2.46K	-2.33%	$53.60	103K	Nov 22, 2024	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)	Options Exercise	$0	-1.25K	-8.33%	$0.00	13.8K	Nov 25, 2024	Common Stock	1.25K		Direct	F1, F3
transaction	TRUP	Restricted Stock Unit (RSU)	Options Exercise	$0	-2.93K	-8.07%	$0.00	33.3K	Nov 25, 2024	Common Stock	2.93K		Direct	F1, F4
transaction	TRUP	Restricted Stock Unit (RSU)	Options Exercise	$0	-3.27K	-16.67%	$0.00	16.3K	Nov 25, 2024	Common Stock	3.27K		Direct	F1, F5
transaction	TRUP	Restricted Stock Unit (RSU)	Options Exercise	$0	-6.25K	-16.67%	$0.00	31.3K	Nov 22, 2024	Common Stock	6.25K		Direct	F1, F6

* 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 August 14, 2023, 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 August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
F4	On February 22, 2021, the reporting person was granted 46,828 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, 2022, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
F5	On February 28, 2022, the Reporting Person was granted 52,250 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
F6	On February 27, 2024, 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 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.