BEARMAN ASHER 4

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

Insider Transaction Report

Form 4

Period: 2026-02-20

TRUPANION, INC.TRUP

BEARMAN ASHER

Chief Legal Officer

Transactions

Exercise/Conversion
Common Stock
[F1]
2026-02-22+973→ 70,245 total
Tax Payment
Common Stock
[F2]
2026-02-22$27.16/sh−365$9,913→ 69,880 total
Exercise/Conversion
Common Stock
[F1]
2026-02-22+266→ 70,146 total
Tax Payment
Common Stock
[F2]
2026-02-22$27.16/sh−99$2,689→ 70,047 total
Exercise/Conversion
Common Stock
[F1]
2026-02-22+9→ 70,056 total
Tax Payment
Common Stock
[F2]
2026-02-22$27.16/sh−3$81→ 70,053 total
Exercise/Conversion
Common Stock
[F1]
2026-02-22+379→ 70,432 total
Tax Payment
Common Stock
[F2]
2026-02-22$27.16/sh−142$3,857→ 70,290 total
Award
Restricted Stock Unit (RSU)
[F1][F3]
2026-02-20+14,656→ 14,656 total
Exp: 2028-02-22→ Common Stock (14,656 underlying)
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F4]
2026-02-22−973→ 0 total
Exp: 2026-02-22→ Common Stock (973 underlying)
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F5]
2026-02-22−266→ 1,061 total
Exp: 2027-02-22→ Common Stock (266 underlying)
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F6]
2026-02-22−9→ 35 total
Exp: 2027-02-22→ Common Stock (9 underlying)
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F7]
2026-02-22−379→ 2,274 total
From: 2027-08-22→ Common Stock (379 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 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.
[F4]On February 27, 2024, the reporting person was granted 7,777 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, 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.
[F6]On 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.
[F7]On 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.

Signature

/s/ Lauren Welsh as attorney-in-fact for Asher Bearman|2026-02-24

Documents

1 file

4
wk-form4_1771985526.xmlPrimary
FORM 4