TRUP

SEC source: 0001371285-26-000192 · wk-form4_1787784997.xml · nonDerivative · entry 3

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,889

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

SEC source: 0001371285-26-000192 · wk-form4_1787784997.xml · nonDerivative · entry 2

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,504

F2 · shares: 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.

SEC source: 0001371285-26-000192 · wk-form4_1787784997.xml · nonDerivative · entry 1

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,767

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

SEC source: 0001371285-26-000191 · wk-form4_1787784990.xml · derivative · entry 12

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 26,612

Underlying: Common Stock · 4,435 shares

Expires 2028-02-22

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

F6 · derivative.exercise_date: On February 20, 2026, the reporting person was granted 35,482 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.

F6 · derivative.expiration_date: On February 20, 2026, the reporting person was granted 35,482 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.

SEC source: 0001371285-26-000191 · wk-form4_1787784990.xml · derivative · entry 11

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,495

Underlying: Common Stock · 5,248 shares

Expires 2027-02-22

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

F5 · derivative.exercise_date: On February 27, 2025, the reporting person was granted 41,980 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.

F5 · derivative.expiration_date: On February 27, 2025, the reporting person was granted 41,980 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.

SEC source: 0001371285-26-000191 · wk-form4_1787784990.xml · derivative · entry 10

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,875

Underlying: Common Stock · 313 shares

Expires 2028-02-25

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

F4 · derivative.exercise_date: 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 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F4 · derivative.expiration_date: 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 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

SEC source: 0001371285-26-000191 · wk-form4_1787784990.xml · nonDerivative · entry 6

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,088

F2 · shares: 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.

SEC source: 0001371285-26-000191 · wk-form4_1787784990.xml · nonDerivative · entry 5

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,858

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

SEC source: 0001371285-26-000191 · wk-form4_1787784990.xml · nonDerivative · entry 4

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,423

F2 · shares: 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.

SEC source: 0001371285-26-000191 · wk-form4_1787784990.xml · nonDerivative · entry 3

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,518

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

SEC source: 0001371285-26-000191 · wk-form4_1787784990.xml · nonDerivative · entry 2

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,270

F2 · shares: 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.

SEC source: 0001371285-26-000191 · wk-form4_1787784990.xml · nonDerivative · entry 1

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,394

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · derivative · entry 15

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,457

Underlying: Common Stock · 2,076 shares

Expires 2028-02-22

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

F5 · derivative.exercise_date: On February 20, 2026, the reporting person was granted 16,609 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.

F5 · derivative.expiration_date: On February 20, 2026, the reporting person was granted 16,609 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.

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · derivative · entry 14

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,655

Underlying: Common Stock · 3,328 shares

Expires 2027-02-22

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

F4 · derivative.exercise_date: On February 27, 2025, the reporting person was granted 26,619 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.

F4 · derivative.expiration_date: On February 27, 2025, the reporting person was granted 26,619 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.

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · derivative · entry 13

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,784

Underlying: Common Stock · 865 shares

Expires 2028-11-22

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

F3 · derivative.exercise_date: On November 12, 2024, the reporting person was granted 13,838 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on November 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F3 · derivative.expiration_date: On November 12, 2024, the reporting person was granted 13,838 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on November 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · nonDerivative · entry 6

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 36,947

F2 · shares: 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.

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · nonDerivative · entry 5

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,452

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · nonDerivative · entry 4

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 35,376

F2 · shares: 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.

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · nonDerivative · entry 3

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 36,186

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · nonDerivative · entry 2

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 32,858

F2 · shares: 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.

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 33,068

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

SEC source: 0001371285-26-000188 · wk-form4_1787784969.xml · derivative · entry 2

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,875

Underlying: Common Stock · 313 shares

Expires 2028-02-22

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

F2 · derivative.exercise_date: 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.

F2 · derivative.expiration_date: 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.

SEC source: 0001371285-26-000188 · wk-form4_1787784969.xml · nonDerivative · entry 1

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,151

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

SEC source: 0001371285-26-000177 · wk-form4_1786661073.xml · nonDerivative · entry 1

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 175,401

F1 · shares: The exercise and sale reported were effected pursuant to a Rule 10b5-1 (c) trading plan adopted by reporting person on May 11, 2026, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction.

SEC source: 0001371285-26-000161 · wk-form4_1785447846.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 32,203

F1 · shares: The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on August 20, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction.

SEC source: 0001371285-26-000157 · wk-form4_1782947352.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 32,634

F1 · shares: The sale reported is effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on August 20, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction.

SEC source: 0001371285-26-000152 · wk-form4_1781047695.xml · derivative · entry 3

WEINRAUCH STEVE · CIK 0001968590 · EVP, North Am & Vet Strategy

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 8,500 shares

Expires 2026-07-22

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: On July 22, 2016, the reporting person was granted 8,500 stock options. The stock options vested as to 25% of the total shares on July 22, 2017, and then 1/48th of the total stock options vested monthly thereafter, with 100% of the total shares vested and exercisable on July 22, 2020, subject to the reporting person's provision of service to the issuer on each vesting date.

SEC source: 0001371285-26-000152 · wk-form4_1781047695.xml · nonDerivative · entry 2

WEINRAUCH STEVE · CIK 0001968590 · EVP, North Am & Vet Strategy

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 78,062

F1 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $21.95 to $22.04 per share, inclusive. The reporting person undertakes to provide to the issuer, any security holder of the issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote (1).

SEC source: 0001371285-26-000152 · wk-form4_1781047695.xml · nonDerivative · entry 1

WEINRAUCH STEVE · CIK 0001968590 · EVP, North Am & Vet Strategy

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 84,736

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0001371285-26-000146 · wk-form4_1780360443.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 33,065

F1 · shares: The sale reported is effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on August 20, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction.

F2 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $21.220 to $22.085 per share, inclusive. The reporting person undertakes to provide to the issuer, any security holder of the issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote (2).

SEC source: 0001371285-26-000134 · wk-form4_1779932455.xml · nonDerivative · entry 10

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,081

F3 · shares: The sale reported is effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on May 19, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction.

SEC source: 0001371285-26-000134 · wk-form4_1779932455.xml · nonDerivative · entry 9

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,251

F3 · shares: The sale reported is effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on May 19, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction.

F4 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $21.50 to $22.50 per share, inclusive. The reporting person undertakes to provide to the issuer, any security holder of the issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote (4).

SEC source: 0001371285-26-000135 · wk-form4_1779932463.xml · derivative · entry 12

WEINRAUCH STEVE · CIK 0001968590 · EVP, North Am & Vet Strategy

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,768

Underlying: Common Stock · 353 shares

Expires 2027-08-25

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

F6 · derivative.exercise_date: On August 14, 2023, the reporting person was granted 5,655 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.

F6 · derivative.expiration_date: On August 14, 2023, the reporting person was granted 5,655 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.

SEC source: 0001371285-26-000135 · wk-form4_1779932463.xml · derivative · entry 11

WEINRAUCH STEVE · CIK 0001968590 · EVP, North Am & Vet Strategy

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 122

Underlying: Common Stock · 40 shares

Expires 2027-02-25

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

F5 · derivative.exercise_date: On February 27, 2023, the reporting person was granted 649 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, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

SEC source: 0001371285-26-000135 · wk-form4_1779932463.xml · nonDerivative · entry 8

WEINRAUCH STEVE · CIK 0001968590 · EVP, North Am & Vet Strategy

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 76,236

F2 · shares: 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.

SEC source: 0001371285-26-000135 · wk-form4_1779932463.xml · nonDerivative · entry 7

WEINRAUCH STEVE · CIK 0001968590 · EVP, North Am & Vet Strategy

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 76,321

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

SEC source: 0001371285-26-000135 · wk-form4_1779932463.xml · nonDerivative · entry 6

WEINRAUCH STEVE · CIK 0001968590 · EVP, North Am & Vet Strategy

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 75,968

F2 · shares: 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.

SEC source: 0001371285-26-000135 · wk-form4_1779932463.xml · nonDerivative · entry 5

WEINRAUCH STEVE · CIK 0001968590 · EVP, North Am & Vet Strategy

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 75,977

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · derivative · entry 15

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,250

Underlying: Common Stock · 1,250 shares

Expires 2027-08-25

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

F8 · derivative.exercise_date: On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F8 · derivative.expiration_date: On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · nonDerivative · entry 10

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 176,379

F3 · shares: 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.

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · nonDerivative · entry 9

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 176,870

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · derivative · entry 15

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 625

Underlying: Common Stock · 125 shares

Expires 2027-08-25

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

F7 · derivative.exercise_date: On August 14, 2023, the Reporting Person was granted 1,999 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 August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F7 · derivative.expiration_date: On August 14, 2023, the Reporting Person was granted 1,999 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 August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · nonDerivative · entry 10

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,244

F2 · shares: 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.

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · nonDerivative · entry 9

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,284

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

SEC source: 0001371285-26-000144 · wk-form4_1779933423.xml · derivative · entry 12

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,608

Underlying: Common Stock · 321 shares

Expires 2027-08-25

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

F6 · derivative.exercise_date: On August 14, 2023, the reporting person was granted 5,144 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.

F6 · derivative.expiration_date: On August 14, 2023, the reporting person was granted 5,144 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.

SEC source: 0001371285-26-000144 · wk-form4_1779933423.xml · nonDerivative · entry 8

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,239

F2 · shares: 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.

SEC source: 0001371285-26-000144 · wk-form4_1779933423.xml · nonDerivative · entry 7

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,389

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

SEC source: 0001371285-26-000139 · wk-form4_1779932487.xml · derivative · entry 24

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 136

Underlying: Common Stock · 27 shares

Expires 2027-08-25

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

F10 · derivative.exercise_date: On August 14, 2023, the reporting person was granted 434 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.

F10 · derivative.expiration_date: On August 14, 2023, the reporting person was granted 434 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.

SEC source: 0001371285-26-000139 · wk-form4_1779932487.xml · derivative · entry 23

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,691

Underlying: Common Stock · 338 shares

Expires 2027-08-25

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

F9 · derivative.exercise_date: On August 14, 2023, the reporting person was granted 5,410 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.

F9 · derivative.expiration_date: On August 14, 2023, the reporting person was granted 5,410 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.

SEC source: 0001371285-26-000139 · wk-form4_1779932487.xml · derivative · entry 22

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 69

Underlying: Common Stock · 18 shares

Expires 2027-05-25

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

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

F8 · derivative.exercise_date: On May 15, 2023, the reporting person was granted 277 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.

F8 · derivative.expiration_date: On May 15, 2023, the reporting person was granted 277 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.