InsiderTrades

Form 4 for TRUP TRUPANION, INC.

Accepted 2026-02-27 00:00:00 ET · period of report 2026-02-25 · accession 0001371285-26-000054 · SEC index · Original document

Summary rows

Aggregated the way they appear in lists: one row per insider, transaction code and security table.

X Filed Traded Ticker Insider Title Type Price Qty Owned ΔOwn Value
DM 2026-02-27 2026-02-25 TRUP GALLAGHER JOHN R COO F - Tax $26.70 -304 37.7K -0.8% -$8,117
DM 2026-02-27 2026-02-25 TRUP GALLAGHER JOHN R COO M - OptEx — +1,260 37.7K +3% —
DM 2026-02-27 2026-02-25 TRUP GALLAGHER JOHN R COO M - OptEx $0.00 -1,260 144 -90% $0

Purchase Sale Sale after option exercise All abbreviations

Every reported transaction

#TableSecurityDateCodeA/DSharesPriceOwned afterOwnExercise / expiryUnderlyingFootnotes
1 Common Common Stock 2026-02-25 F D 7 $26.70 37,293 D — — (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.
2 Common Common Stock 2026-02-25 M A 735 — 37,449 D — — (F1) Restricted stock units convert into common stock on a one-for-one basis.
3 Common Common Stock 2026-02-25 F D 178 $26.70 37,271 D — — (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.
4 Common Common Stock 2026-02-25 M A 29 — 37,300 D — — (F1) Restricted stock units convert into common stock on a one-for-one basis.
5 Common Common Stock 2026-02-25 M A 45 — 37,680 D — — (F1) Restricted stock units convert into common stock on a one-for-one basis.
6 Common Common Stock 2026-02-25 F D 109 $26.70 37,635 D — — (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.
7 Common Common Stock 2026-02-25 F D 10 $26.70 37,670 D — — (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.
8 Common Common Stock 2026-02-25 M A 451 — 37,744 D — — (F1) Restricted stock units convert into common stock on a one-for-one basis.
9 Derivative Restricted Stock Unit (RSU) 2026-02-25 M D 735 $0.00 0 D — · — to 2026-02-25 735 Common Stock (F1) Restricted stock units convert into common stock on a one-for-one basis. (F3) 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.
10 Derivative Restricted Stock Unit (RSU) 2026-02-25 M D 45 $0.00 270 D — · — to 2027-08-25 45 Common Stock (F1) Restricted stock units convert into common stock on a one-for-one basis. (F7) On August 14, 2023, the reporting person was granted 721 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 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
11 Derivative Restricted Stock Unit (RSU) 2026-02-25 M D 451 $0.00 2,709 D — · — to 2027-08-25 451 Common Stock (F1) Restricted stock units convert into common stock on a one-for-one basis. (F6) On August 14, 2023, the reporting person was granted 7,223 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 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
12 Derivative Restricted Stock Unit (RSU) 2026-02-25 M D 29 $0.00 144 D — · — to 2027-05-25 29 Common Stock (F4) The RSUs convert into common stock on a one-for-one basis. (F5) On May 15, 2023, the reporting person was granted 460 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, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.