DARRYL RAWLINGS - 04 May 2022 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Role: CEO, Director
Signature: /s/ Charlotte Sim-Warner as attorney-in-fact for Darryl Rawlings
Issuer symbol: TRUP
Transactions as of: 04 May 2022
Net transactions value: +$299,000
Form type: 4
Filing time: 17 May 2022, 18:31:28 UTC
Previous filing: 03 May 2022
Next filing: 19 May 2022
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	$59,800	+4,000	+0.72%	$14.95	561,350	04 May 2022	Direct
transaction	TRUP	Common Stock	Gift	$0	-4,000	-0.71%	$0.000000	557,350	11 May 2022	Direct
transaction	TRUP	Common Stock	Gift	$0	+4,000	+0.47%	$0.000000	861,109	11 May 2022	By Kuyashii Primary Equities LLC
transaction	TRUP	Common Stock	Options Exercise	$239,200	+16,000	+2.9%	$14.95	573,350	13 May 2022	Direct

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	Stock Option (right to buy)	Options Exercise	$0	-4,000	-9.5%	$0.000000	38,000	04 May 2022	Common Stock	4,000	$14.95	Direct	F1
transaction	TRUP	Stock Option (right to buy)	Options Exercise	$0	-16,000	-42%	$0.000000	22,000	13 May 2022	Common Stock	16,000	$14.95	Direct	F1

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

Explanation of Responses:

Id	Content
F1	The option vested as to 25% of the total shares on August 8, 2017, and then 2.0833% of the total shares vested monthly thereafter, with 100% of the total shares vested and exercisable on August 8, 2020.