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GALLAGHER JOHN R

Disclosed activity across 1 company

Tapewire entity
17885
SEC CIK
0001967117

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Reported relationships

Latest disclosed role at each company.

CompanyLast reported asReport datePublished
TRUPANION, INC.TRUP · Entity 4822Chief Operating OfficerSeptember 28, 2026September 30, 2026

Disclosed balances

About these balances

Latest available filing per company, not a reconstructed current portfolio. Matching sequences show the last reported balance with all source rows expandable; grouping alone does not establish account ownership. Do not add unresolved positions together. Filings may omit unchanged positions, and amendments may correct only part of an older disclosure. Jointly reported shares are not necessarily this owner's personal holdings.

TRUPANION, INC.

Report date September 28, 2026 · Filed September 30, 2026

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Common StockSEC Table I · non-derivativeDirect33,311 Reported balance After 2026-09-28 transaction · row 1
1 source row

Row 1 · 2026-09-28 · Sale · Disposed 431 · Balance 33,311

F1: 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.

Filing footnotes · ownership attribution and instrument terms

F1: 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.

Transaction history

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Purchases/sales include open-market and private transactions. Plan disclosure applies to the filing; individual rows may differ. “Not disclosed” is not “unplanned.”

The cutoff filters transaction history only. Company summaries and owner relationships show the latest available disclosures. Parser corrections can improve historical records.

Transaction dateCompanyActivity / securityShares / unitsReported priceReported valueDetails
August 25, 2025 Filed Aug 28, 2025 01:30 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 6 $45.83 $274.98
Disclosure

SEC source: 0001371285-25-000215 · wk-form4_1756344601.xml · nonDerivative · entry 2

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 31,450

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.

Read SEC document
August 25, 2025 Filed Aug 28, 2025 01:30 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 28 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000215 · wk-form4_1756344601.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 31,456

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: The RSUs convert into common stock on a one-for-one basis.

Read SEC document
August 22, 2025 Filed Aug 26, 2025 22:21 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 2,570 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000204 · wk-form4_1756246889.xml · derivative · entry 6

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,140

Underlying: Common Stock · 2,570 shares

Expires 2026-02-22

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, 2024, the reporting person was granted 20,559 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.

F4 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 20,559 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.

Read SEC document
August 22, 2025 Filed Aug 26, 2025 22:21 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 3,327 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000204 · wk-form4_1756246889.xml · derivative · entry 5

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 19,965

Underlying: Common Stock · 3,327 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.

F3 · 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.

F3 · 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.

Read SEC document
August 22, 2025 Filed Aug 26, 2025 22:21 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 625 $46.63 $29,143.75
Disclosure

SEC source: 0001371285-25-000204 · wk-form4_1756246889.xml · nonDerivative · entry 4

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 31,428

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.

Read SEC document
August 22, 2025 Filed Aug 26, 2025 22:21 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 2,570 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000204 · wk-form4_1756246889.xml · nonDerivative · entry 3

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 32,053

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.

Read SEC document
August 22, 2025 Filed Aug 26, 2025 22:21 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 810 $46.63 $37,770.30
Disclosure

SEC source: 0001371285-25-000204 · wk-form4_1756246889.xml · nonDerivative · entry 2

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 29,483

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.

Read SEC document
August 22, 2025 Filed Aug 26, 2025 22:21 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 3,327 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000204 · wk-form4_1756246889.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,293

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.

Read SEC document
May 29, 2025 Filed Jun 2, 2025 23:47 UTC TRUPANION, INC. TRUP · Entity 4822 SaleCommon Stock 4,000 $47.90 $191,600.00
Disclosure

SEC source: 0001371285-25-000167 · wk-form4_1748908039.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 26,966

Read SEC document
May 28, 2025 Filed May 28, 2025 23:51 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 178 $47.78 $8,504.84
Disclosure

SEC source: 0001371285-25-000158 · wk-form4_1748476279.xml · nonDerivative · entry 8

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,966

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.

Read SEC document
May 28, 2025 Filed May 28, 2025 23:51 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 110 $47.78 $5,255.80
Disclosure

SEC source: 0001371285-25-000158 · wk-form4_1748476279.xml · nonDerivative · entry 2

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,353

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.

Read SEC document
May 25, 2025 Filed May 28, 2025 23:51 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 734 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000158 · wk-form4_1748476279.xml · derivative · entry 12

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,204

Underlying: Common Stock · 734 shares

Expires 2026-02-25

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.

F6 · derivative.exercise_date: 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.

F6 · derivative.expiration_date: 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.

Read SEC document
May 25, 2025 Filed May 28, 2025 23:51 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 29 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000158 · wk-form4_1748476279.xml · derivative · entry 11

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 230

Underlying: Common Stock · 29 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.

F5 · derivative.exercise_date: 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.

F5 · derivative.expiration_date: 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.

Read SEC document
May 25, 2025 Filed May 28, 2025 23:51 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 45 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000158 · wk-form4_1748476279.xml · derivative · entry 10

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 405

Underlying: Common Stock · 45 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.

F4 · derivative.exercise_date: 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.

F4 · derivative.expiration_date: 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.

Read SEC document
May 25, 2025 Filed May 28, 2025 23:51 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 452 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000158 · wk-form4_1748476279.xml · derivative · entry 9

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,063

Underlying: Common Stock · 452 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.

F3 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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.

Read SEC document
May 25, 2025 Filed May 28, 2025 23:51 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 734 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000158 · wk-form4_1748476279.xml · nonDerivative · entry 7

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 31,144

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.

Read SEC document
May 25, 2025 Filed May 28, 2025 23:51 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 7 $47.78 $334.46
Disclosure

SEC source: 0001371285-25-000158 · wk-form4_1748476279.xml · nonDerivative · entry 6

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,410

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.

Read SEC document
May 25, 2025 Filed May 28, 2025 23:51 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 29 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000158 · wk-form4_1748476279.xml · nonDerivative · entry 5

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,417

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.

Read SEC document
May 25, 2025 Filed May 28, 2025 23:51 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 10 $47.78 $477.80
Disclosure

SEC source: 0001371285-25-000158 · wk-form4_1748476279.xml · nonDerivative · entry 4

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,388

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.

Read SEC document
May 25, 2025 Filed May 28, 2025 23:51 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 45 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000158 · wk-form4_1748476279.xml · nonDerivative · entry 3

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,398

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.

Read SEC document
May 25, 2025 Filed May 28, 2025 23:51 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 452 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000158 · wk-form4_1748476279.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,463

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.

Read SEC document
May 22, 2025 Filed May 27, 2025 12:27 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 2,570 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000142 · wk-form4_1748348871.xml · derivative · entry 6

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,710

Underlying: Common Stock · 2,570 shares

Expires 2026-02-22

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, 2024, the reporting person was granted 20,559 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.

F4 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 20,559 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.

Read SEC document
May 22, 2025 Filed May 27, 2025 12:27 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 3,327 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000142 · wk-form4_1748348871.xml · derivative · entry 5

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 23,292

Underlying: Common Stock · 3,327 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.

F3 · 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.

F3 · 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.

Read SEC document
May 22, 2025 Filed May 27, 2025 12:27 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 625 $44.18 $27,612.50
Disclosure

SEC source: 0001371285-25-000142 · wk-form4_1748348871.xml · nonDerivative · entry 4

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,011

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.

Read SEC document
May 22, 2025 Filed May 27, 2025 12:27 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 2,570 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000142 · wk-form4_1748348871.xml · nonDerivative · entry 3

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,636

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.

Read SEC document
May 22, 2025 Filed May 27, 2025 12:27 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 810 $44.18 $35,785.80
Disclosure

SEC source: 0001371285-25-000142 · wk-form4_1748348871.xml · nonDerivative · entry 2

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,066

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.

Read SEC document
May 22, 2025 Filed May 27, 2025 12:27 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 3,327 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000142 · wk-form4_1748348871.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,876

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.

Read SEC document
March 07, 2025 Filed Mar 11, 2025 20:19 UTC TRUPANION, INC. TRUP · Entity 4822 SaleCommon Stock 3,100 $32.99 $102,279.54
Disclosure

SEC source: 0001371285-25-000105 · wk-form4_1741724389.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,549

F1 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $32.8800 to $33.1550 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).

Read SEC document
February 27, 2025 Filed Mar 3, 2025 23:59 UTC TRUPANION, INC. TRUP · Entity 4822 GrantRestricted Stock Unit (RSU) · Derivative 26,619 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000094 · wk-form4_1741046383.xml · derivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 26,619

Underlying: Common Stock · 26,619 shares

Expires not disclosed

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

F2 · 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 25, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F2 · 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 25, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 735 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · derivative · entry 18

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,938

Underlying: Common Stock · 735 shares

Expires 2026-02-25

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.

F9 · derivative.exercise_date: 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.

F9 · derivative.expiration_date: 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.

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February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 29 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · derivative · entry 17

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 259

Underlying: Common Stock · 29 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.

F7 · derivative.exercise_price: The RSUs convert into common stock on a one-for-one basis.

F8 · derivative.exercise_date: 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.

F8 · derivative.expiration_date: 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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 19 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · derivative · entry 16

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 19 shares

Expires 2025-02-25

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.

F6 · derivative.exercise_date: 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.

F6 · derivative.expiration_date: 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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 45 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · derivative · entry 15

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 450

Underlying: Common Stock · 45 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.

F5 · derivative.exercise_date: 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.

F5 · derivative.expiration_date: 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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 451 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · derivative · entry 14

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,515

Underlying: Common Stock · 451 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.

F4 · derivative.exercise_date: 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.

F4 · derivative.expiration_date: 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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 816 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · derivative · entry 13

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 816 shares

Expires 2025-02-25

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.

F3 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 217 $34.12 $7,404.04
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · nonDerivative · entry 12

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,649

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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 735 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · nonDerivative · entry 11

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,866

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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 8 $34.12 $272.96
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · nonDerivative · entry 10

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,131

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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 29 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · nonDerivative · entry 9

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,139

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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 4 $34.12 $136.48
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · nonDerivative · entry 8

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,110

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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 19 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · nonDerivative · entry 7

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,114

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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 13 $34.12 $443.56
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · nonDerivative · entry 6

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,095

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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 45 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · nonDerivative · entry 5

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,108

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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 133 $34.12 $4,537.96
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · nonDerivative · entry 4

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,063

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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 451 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · nonDerivative · entry 3

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,196

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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 192 $34.12 $6,551.04
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · nonDerivative · entry 2

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 27,745

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.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 816 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000068 · wk-form4_1740703998.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 27,937

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.

Read SEC document
February 24, 2025 Filed Feb 27, 2025 01:14 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 2,570 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000045 · wk-form4_1740618869.xml · derivative · entry 3

GALLAGHER JOHN R · CIK 0001967117 · EVP, Global Support Services

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,280

Underlying: Common Stock · 2,570 shares

Expires 2026-02-22

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.

F3 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 20,559 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.

F3 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 20,559 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.

Read SEC document
February 24, 2025 Filed Feb 27, 2025 01:14 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 762 $33.41 $25,458.42
Disclosure

SEC source: 0001371285-25-000045 · wk-form4_1740618869.xml · nonDerivative · entry 2

GALLAGHER JOHN R · CIK 0001967117 · EVP, Global Support Services

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 27,121

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.

Read SEC document
February 24, 2025 Filed Feb 27, 2025 01:14 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 2,570 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000045 · wk-form4_1740618869.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · EVP, Global Support Services

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 27,883

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.

Read SEC document

Value uses the disclosed total when available, otherwise shares × reported transaction price. It is not an estimate of exercise cash cost or investment performance.