SEC Form 4 · accession 0001371285-26-000189

TRUPANION, INC. · TRUP

Statement of changes in beneficial ownership, as filed. Original on EDGAR ↗

Reporting owner

John R Gallagher

Officer — Chief Operating Officer

Period of report

Aug 22, 2026

Accepted (ET)

Aug 26, 2026 · 6:56 pm EDT

Rule 10b5-1 plan

box not checked

Issuer CIK

0001371285

Table I — non-derivative securities

Security	Date	Code	Shares	Price	A/D	Owned after	D/I
Common Stock^F1	Aug 22, 2026	M	865	—	A	33,068	D
Common Stock^F2	Aug 22, 2026	F	210	$31.76	D	32,858	D
Common Stock^F1	Aug 22, 2026	M	3,328	—	A	36,186	D
Common Stock^F2	Aug 22, 2026	F	810	$31.76	D	35,376	D
Common Stock^F1	Aug 22, 2026	M	2,076	—	A	37,452	D
Common Stock^F2	Aug 22, 2026	F	505	$31.76	D	36,947	D
Common Stock^F1	Aug 25, 2026	M	28	—	A	36,975	D
Common Stock^F2	Aug 25, 2026	F	6	$31.84	D	36,969	D
Common Stock^F1	Aug 25, 2026	M	452	—	A	37,421	D
Common Stock^F2	Aug 25, 2026	F	110	$31.84	D	37,311	D
Common Stock^F1	Aug 25, 2026	M	45	—	A	37,356	D
Common Stock^F2	Aug 25, 2026	F	10	$31.84	D	37,346	D

Table II — derivative securities

Security	Conv. / exercise price	Date	Code	Shares	A/D	Exercisable	Expires	Underlying	Underlying shares	Owned after	D/I
Restricted Stock Unit (RSU)^F1,F3	—	Aug 22, 2026	M	865	D	—	Nov 22, 2028	Common Stock	865	7,784	D
Restricted Stock Unit (RSU)^F1,F4	—	Aug 22, 2026	M	3,328	D	—	Feb 22, 2027	Common Stock	3,328	6,655	D
Restricted Stock Unit (RSU)^F1,F5	—	Aug 22, 2026	M	2,076	D	—	Feb 22, 2028	Common Stock	2,076	12,457	D
Restricted Stock Unit (RSU)^F1,F6	—	Aug 25, 2026	M	28	D	—	May 25, 2027	Common Stock	28	87	D
Restricted Stock Unit (RSU)^F1,F7	—	Aug 25, 2026	M	452	D	—	Aug 25, 2027	Common Stock	452	1,806	D
Restricted Stock Unit (RSU)^F1,F8	—	Aug 25, 2026	M	45	D	—	Aug 25, 2027	Common Stock	45	180	D

Explanation of responses

F1Restricted stock units convert into common stock on a one-for-one basis.
F2This 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.
F3On November 12, 2024, the reporting person was granted 13,838 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on November 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
F4On February 27, 2025, the reporting person was granted 26,619 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.
F5On February 20, 2026, the reporting person was granted 16,609 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, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.
F6On May 15, 2023, the reporting person was granted 460 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on May 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
F7On August 14, 2023, the reporting person was granted 7,223 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.
F8On August 14, 2023, the reporting person was granted 721 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.