TRUPANION, INC. — Director's Dealing 2023

May 30, 2023

SEC Form 4 — Statement of Changes in Beneficial Ownership

Issuer: TRUPANION, INC. (TRUP)
CIK: 0001371285
Period of Report: 2023-05-25

Reporting Person: GALLAGHER JOHN R (EVP, Global Support Services)

Non-Derivative Transactions

Date	Security	Code	Shares	Price	A/D	Holdings After	Ownership
2023-05-25	Common Stock	M	19	—	Acquired	6248	Direct
2023-05-25	Common Stock	F	4	$20.64	Disposed	6244	Direct
2023-05-25	Common Stock	M	215	—	Acquired	6459	Direct
2023-05-25	Common Stock	F	52	$20.64	Disposed	6407	Direct
2023-05-25	Common Stock	M	25	—	Acquired	6432	Direct
2023-05-25	Common Stock	F	6	$20.64	Disposed	6426	Direct
2023-05-25	Common Stock	M	815	—	Acquired	7241	Direct
2023-05-25	Common Stock	F	198	$20.64	Disposed	7043	Direct
2023-05-25	Common Stock	M	18	—	Acquired	7061	Direct
2023-05-25	Common Stock	F	4	$20.64	Disposed	7057	Direct
2023-05-25	Common Stock	M	734	—	Acquired	7791	Direct
2023-05-25	Common Stock	F	178	$20.64	Disposed	7613	Direct

Derivative Transactions

Date	Security	Exercise Price	Code	Shares	A/D	Expiration	Underlying	Ownership
2023-05-25	Restricted Stock Unit (RSU)	$	M	19	Disposed	2023-08-25	Common Stock (19)	Direct
2023-05-25	Restricted Stock Unit (RSU)	$	M	215	Disposed	2024-02-25	Common Stock (215)	Direct
2023-05-25	Restricted Stock Unit (RSU)	$	M	25	Disposed	2024-05-25	Common Stock (25)	Direct
2023-05-25	Restricted Stock Unit (RSU)	$	M	815	Disposed	2025-02-25	Common Stock (815)	Direct
2023-05-25	Restricted Stock Unit (RSU)	$	M	18	Disposed	2025-02-25	Common Stock (18)	Direct
2023-05-25	Restricted Stock Unit (RSU)	$	M	734	Disposed	2026-02-25	Common Stock (734)	Direct

Footnotes

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 August 6, 2019, the reporting person was granted 301 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on August 25, 2020, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F4: On April 3, 2020, the reporting person was granted 3,453 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on February 25, 2021, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F5: On May 11, 2020, the reporting person was granted 393 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, 2021, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F6: On February 22, 2021, the reporting person was granted 13,052 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on February 25, 2022, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F7: On February 22, 2021, the reporting person was granted 298 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on February 25, 2022, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F8: On February 28, 2022, the reporting person was granted 11,752 restricted stock units (RSUs). The RSUs vested and converted into 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.