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TRUPANION, INC. Director's Dealing 2025

Aug 28, 2025

31711_dirs_2025-08-27_49bfae77-c8ea-4475-9b48-85a3a5bdee3b.zip

Director's Dealing

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SEC Form 4 — Statement of Changes in Beneficial Ownership

Issuer: TRUPANION, INC. (TRUP)
CIK: 0001371285
Period of Report: 2025-05-22

Reporting Person: RAWLINGS DARRYL (Director)

Non-Derivative Transactions

Date Security Code Shares Price A/D Holdings After Ownership
2025-05-22 Common Stock M 6250 Acquired 650621 Direct
2025-05-22 Common Stock M 312 Acquired 650933 Direct
2025-05-22 Common Stock M 945 Acquired 651878 Direct
2025-08-22 Common Stock M 6250 Acquired 23956 Direct
2025-08-22 Common Stock M 313 Acquired 24269 Direct
2025-08-25 Common Stock M 946 Acquired 25215 Direct

Derivative Transactions

Date Security Exercise Price Code Shares A/D Expiration Underlying Ownership
2025-05-22 Restricted Stock Unit (RSU) $ M 6250 Disposed 2026-02-22 Common Stock (6250) Direct
2025-05-22 Restricted Stock Unit (RSU) $ M 312 Disposed 2028-02-22 Common Stock (312) Direct
2025-05-22 Restricted Stock Unit (RSU) $ M 945 Disposed 2026-02-25 Common Stock (945) Direct
2025-08-22 Restricted Stock Unit (RSU) $ M 6250 Disposed 2026-02-22 Common Stock (6250) Direct
2025-08-22 Restricted Stock Unit (RSU) $ M 313 Disposed 2028-02-22 Common Stock (313) Direct
2025-08-25 Restricted Stock Unit (RSU) $ M 946 Disposed 2026-02-25 Common Stock (946) Direct

Holdings (Non-Derivative)

Security Shares Ownership
Common Stock 1463281 Indirect

Footnotes

F1: Restricted stock units convert into common stock on a one-for-one basis.

F2: Gives effect to transfer of 634,172 shares to a limited liability company, indirectly, wholly-owned by the reporting person and reporting person's spouse.

F3: Includes shares described in Footnote (2).

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 28, 2022, the Reporting Person was granted 15,132 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, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.