SEC Form 4 · accession 0001371285-26-000195

TRUPANION, INC. · TRUP

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

Reporting owner

Asher Bearman

Officer — Chief Legal Officer

Period of report

Aug 22, 2026

Accepted (ET)

Aug 26, 2026 · 6:57 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	265	—	A	72,509	D
Common Stock^F2	Aug 22, 2026	F	86	$31.76	D	72,423	D
Common Stock^F1	Aug 22, 2026	M	9	—	A	72,432	D
Common Stock^F2	Aug 22, 2026	F	2	$31.76	D	72,430	D
Common Stock^F1	Aug 22, 2026	M	379	—	A	72,809	D
Common Stock^F2	Aug 22, 2026	F	123	$31.76	D	72,686	D
Common Stock^F1	Aug 22, 2026	M	1,832	—	A	74,518	D
Common Stock^F2	Aug 22, 2026	F	590	$31.76	D	73,928	D
Common Stock^F1	Aug 25, 2026	M	125	—	A	74,053	D
Common Stock^F2	Aug 25, 2026	F	40	$31.84	D	74,013	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	265	D	—	Feb 22, 2027	Common Stock	265	531	D
Restricted Stock Unit (RSU)^F1,F4	—	Aug 22, 2026	M	9	D	—	Feb 22, 2027	Common Stock	9	18	D
Restricted Stock Unit (RSU)^F1,F5	—	Aug 22, 2026	M	379	D	—	Aug 22, 2027	Common Stock	379	1,516	D
Restricted Stock Unit (RSU)^F1,F6	—	Aug 22, 2026	M	1,832	D	—	Feb 22, 2028	Common Stock	1,832	10,992	D
Restricted Stock Unit (RSU)^F1,F7	—	Aug 25, 2026	M	125	D	—	Aug 25, 2027	Common Stock	125	500	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 February 27, 2025, the reporting person was granted 2,122 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.
F4On February 27, 2025, the reporting person was granted 70 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 August 15, 2025, the reporting person was granted 3,032 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on November 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.
F6On February 20, 2026, the reporting person was granted 14,656 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.
F7On August 14, 2023, the Reporting Person was granted 1,999 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 August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.