GALLAGHER JOHN R 4

4 · TRUPANION, INC. · Filed Feb 24, 2026

Insider Transaction Report

Form 4

Period: 2026-02-20

TRUPANION, INC.TRUP

GALLAGHER JOHN R

Chief Operating Officer

Transactions

Exercise/Conversion
Common Stock
[F1]
2026-02-22+2,570→ 34,431 total
Tax Payment
Common Stock
[F2]
2026-02-22$27.16/sh−762$20,696→ 33,669 total
Exercise/Conversion
Common Stock
[F1]
2026-02-22+864→ 34,533 total
Tax Payment
Common Stock
[F2]
2026-02-22$27.16/sh−210$5,704→ 34,323 total
Exercise/Conversion
Common Stock
[F1]
2026-02-22+3,327→ 37,650 total
Tax Payment
Common Stock
[F2]
2026-02-22$27.16/sh−936$25,422→ 36,714 total
Award
Restricted Stock Unit (RSU)
[F1][F3]
2026-02-20+16,609→ 16,609 total
Exp: 2028-02-22→ Common Stock (16,609 underlying)
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F4]
2026-02-22−2,570→ 0 total
Exp: 2026-02-22→ Common Stock (2,570 underlying)
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F5]
2026-02-22−864→ 9,514 total
Exp: 2028-11-22→ Common Stock (864 underlying)
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F6]
2026-02-22−3,327→ 13,310 total
Exp: 2027-02-22→ Common Stock (3,327 underlying)

Footnotes (6)

[F1]Restricted stock units convert into common stock on a one-for-one basis.
[F2]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.
[F3]On 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.
[F4]On February 27, 2024, the reporting person was granted 20,559 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.
[F5]On 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.
[F6]On 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.

Signature

/s/ Lauren Welsh as attorney-in-fact for John R. Gallagher|2026-02-24

Documents

1 file

4
wk-form4_1771985473.xmlPrimary
FORM 4