Tricia Plouf - 25 Feb 2022 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Role: Chief Operating Officer
Signature: /s/ Charlotte Sim-Warner as attorney-in-fact for Tricia Plouf
Issuer symbol: TRUP
Transactions as of: 25 Feb 2022
Net transactions value: -$753,767
Form type: 4
Filing time: 01 Mar 2022, 18:32:03 UTC
Previous filing: 20 Dec 2021
Next filing: 21 Mar 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	Sale	$297,500	-3,500	-14%	$85.00	21,857	25 Feb 2022	Direct	F1
transaction	TRUP	Common Stock	Options Exercise		+1,220	+5.6%		23,077	25 Feb 2022	Direct	F2
transaction	TRUP	Common Stock	Tax liability	$29,071	-328	-1.4%	$88.63	22,749	25 Feb 2022	Direct	F3
transaction	TRUP	Common Stock	Options Exercise		+1,782	+7.8%		24,531	25 Feb 2022	Direct	F2
transaction	TRUP	Common Stock	Tax liability	$38,377	-433	-1.8%	$88.63	24,098	25 Feb 2022	Direct	F3
transaction	TRUP	Common Stock	Options Exercise		+2,172	+9%		26,270	25 Feb 2022	Direct	F2
transaction	TRUP	Common Stock	Tax liability	$46,797	-528	-2%	$88.63	25,742	25 Feb 2022	Direct	F3
transaction	TRUP	Common Stock	Options Exercise		+11,578	+45%		37,320	25 Feb 2022	Direct	F2
transaction	TRUP	Common Stock	Tax liability	$342,023	-3,859	-10%	$88.63	33,461	25 Feb 2022	Direct	F3

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	-1,220	-100%	$0.000000^*	0	25 Feb 2022	Common Stock	1,220		Direct	F2, F4
transaction	TRUP	Restricted Stock Unit (RSU)	Options Exercise	$0	-1,782	-20%	$0.000000	7,129	25 Feb 2022	Common Stock	1,782		Direct	F2, F5
transaction	TRUP	Restricted Stock Unit (RSU)	Options Exercise	$0	-2,172	-11%	$0.000000	17,370	25 Feb 2022	Common Stock	2,172		Direct	F2, F6
transaction	TRUP	Restricted Stock Unit (RSU)	Options Exercise	$0	-11,578	-25%	$0.000000	34,734	25 Feb 2022	Common Stock	11,578		Direct	F2, F7
transaction	TRUP	Restricted Stock Unit (RSU)	Award	$0	+52,250		$0.000000	52,250	28 Feb 2022	Common Stock	52,250		Direct	F2, F8

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

Explanation of Responses:

Id	Content
F1	The sale reported was effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on May 27, 2020 and amended on August 31, 2021, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction.
F2	Restricted stock units convert into common stock on a one-for-one basis.
F3	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.
F4	The RSU vests and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2019, after which 1/16th of the total shares vest quarterly, subject to continued service through each vesting date.
F5	The RSU vests and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2020, after which 1/16th of the total shares vest quarterly, subject to continued service through each vesting date.
F6	The RSU vests and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2021, after which 1/16th of the total shares vest quarterly, subject to continued service through each vesting date.
F7	On February 22, 2021, the Reporting Person was granted 46,312 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, 2022, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
F8	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.