X0609 4 2026-08-22 0 0001371285 TRUPANION, INC. TRUP 0001966925 MCGIBNEY BRENNA true 309-1277 LYNN VALLEY ROAD NORTH VANCOUVER A1 V7J 0A2 BRITISH COLUMBIA, CANADA 0 1 0 0 Chief Administration Officer 0 Common Stock 2026-08-22 4 M 0 1250 A 12695 D Common Stock 2026-08-22 4 F 0 669 31.76 D 12026 D Common Stock 2026-08-22 4 M 0 1881 A 13907 D Common Stock 2026-08-22 4 F 0 1006 31.76 D 12901 D Common Stock 2026-08-22 4 M 0 2652 A 15553 D Common Stock 2026-08-22 4 F 0 1419 31.76 D 14134 D Common Stock 2026-08-25 4 M 0 234 A 14368 D Common Stock 2026-08-25 4 F 0 125 31.84 D 14243 D Common Stock 2026-08-25 4 M 0 31 A 14274 D Common Stock 2026-08-25 4 F 0 16 31.84 D 14258 D Common Stock 2026-08-25 4 M 0 17 A 14275 D Common Stock 2026-08-25 4 F 0 9 31.84 D 14266 D Common Stock 2026-08-25 4 M 0 338 A 14604 D Common Stock 2026-08-25 4 F 0 180 31.84 D 14424 D Common Stock 2026-08-25 4 M 0 27 A 14451 D Common Stock 2026-08-25 4 F 0 14 31.84 D 14437 D Restricted Stock Unit (RSU) 2026-08-22 4 M 0 1250 0 D 2028-02-25 Common Stock 1250 7500 D Restricted Stock Unit (RSU) 2026-08-22 4 M 0 1881 0 D 2027-02-22 Common Stock 1881 3764 D Restricted Stock Unit (RSU) 2026-08-22 4 M 0 2652 0 D 2028-02-22 Common Stock 2652 15909 D Restricted Stock Unit (RSU) 2026-08-25 4 M 0 234 0 D 2026-08-25 Common Stock 234 0 D Restricted Stock Unit (RSU) 2026-08-25 4 M 0 31 0 D 2027-02-25 Common Stock 31 62 D Restricted Stock Unit (RSU) 2026-08-25 4 M 0 17 0 D 2027-05-25 Common Stock 17 52 D Restricted Stock Unit (RSU) 2026-08-25 4 M 0 338 0 D 2027-08-25 Common Stock 338 1353 D Restricted Stock Unit (RSU) 2026-08-25 4 M 0 27 0 D 2027-08-25 Common Stock 27 109 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 27, 2024, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. On February 27, 2025, the reporting person was granted 15,053 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 20, 2026, the reporting person was granted 21,212 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 August 12, 2022, the reporting person was granted 3,738 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, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. On February 27, 2023, the reporting person was granted 495 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, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. On May 15, 2023, the reporting person was granted 277 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. On August 14, 2023, the reporting person was granted 5,410 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. On August 14, 2023, the reporting person was granted 434 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. /s/ Lauren Welsh as attorney-in-fact for Brenna McGibney 2026-08-26