Tooth Margaret 4

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

Insider Transaction Report

Form 4

Period: 2026-02-20

TRUPANION, INC.TRUP

Tooth Margaret

DirectorCEO

Transactions

Exercise/Conversion
Common Stock
[F1]
2026-02-22+6,250→ 156,544 total
Tax Payment
Common Stock
[F2]
2026-02-22$27.16/sh−1,707$46,362→ 154,837 total
Exercise/Conversion
Common Stock
[F1]
2026-02-22+313→ 155,150 total
Tax Payment
Common Stock
[F2]
2026-02-22$27.16/sh−92$2,499→ 155,058 total
Exercise/Conversion
Common Stock
[F1]
2026-02-22+6,250→ 161,308 total
Tax Payment
Common Stock
[F2]
2026-02-22$27.16/sh−1,521$41,310→ 159,787 total
Exercise/Conversion
Common Stock
[F1]
2026-02-22+3,042→ 162,829 total
Tax Payment
Common Stock
[F2]
2026-02-22$27.16/sh−740$20,098→ 162,089 total
Award
Restricted Stock Unit (RSU)
[F1][F3]
2026-02-20+65,497→ 65,497 total
Exp: 2028-02-22→ Common Stock (65,497 underlying)
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F4]
2026-02-22−6,250→ 0 total
Exp: 2026-02-22→ Common Stock (6,250 underlying)
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F5]
2026-02-22−313→ 2,500 total
Exp: 2028-02-22→ Common Stock (313 underlying)
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F6]
2026-02-22−6,250→ 25,000 total
Exp: 2027-02-22→ Common Stock (6,250 underlying)
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F7]
2026-02-22−3,042→ 30,425 total
Exp: 2028-08-22→ Common Stock (3,042 underlying)

Footnotes (7)

[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 65,497 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 50,000 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 February 27, 2024, the reporting person was granted 5,000 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 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 50,000 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.
[F7]On August 19, 2024, the reporting person was granted 48,679 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 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Signature

/s/ Lauren Welsh as attorney-in-fact for Margaret Tooth|2026-02-24

Documents

1 file

4
wk-form4_1771985485.xmlPrimary
FORM 4