X0508 4 2026-02-20 0 0001371285 TRUPANION, INC. TRUP 0001968590 WEINRAUCH STEVE 6100 4TH AVENUE S SUITE 200 SEATTLE WA 98108 0 1 0 0 EVP, North Am & Vet Strategy 0 Common Stock 2026-02-22 4 M 0 2932 A 71298 D Common Stock 2026-02-22 4 F 0 869 27.16 D 70429 D Common Stock 2026-02-22 4 M 0 2029 A 72458 D Common Stock 2026-02-22 4 F 0 601 27.16 D 71857 D Restricted Stock Unit (RSU) 2026-02-20 4 A 0 12260 0 A 2028-02-22 Common Stock 12260 12260 D Restricted Stock Unit (RSU) 2026-02-22 4 M 0 2932 0 D 2027-02-22 Common Stock 2932 11727 D Restricted Stock Unit (RSU) 2026-02-22 4 M 0 2029 0 D 2026-02-22 Common Stock 2029 0 D Restricted stock units convert into common stock on a one-for-one basis. 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. On February 20, 2026, the reporting person was granted 12,260 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. On February 27, 2025, the reporting person was granted 23,453 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. On February 27, 2024, the reporting person was granted 16,229 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. /s/ Lauren Welsh as attorney-in-fact for Steve Weinrauch 2026-02-24