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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
February 25, 2026 Filed Feb 28, 2026 01:02 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 109 $26.70 $2,910.30
Disclosure

SEC source: 0001371285-26-000054 · wk-form4_1772240561.xml · nonDerivative · entry 6

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,635

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, 2026 Filed Feb 28, 2026 01:02 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 451 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000054 · wk-form4_1772240561.xml · nonDerivative · entry 5

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,744

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, 2026 Filed Feb 28, 2026 01:02 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 7 $26.70 $186.90
Disclosure

SEC source: 0001371285-26-000054 · wk-form4_1772240561.xml · nonDerivative · entry 4

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,293

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, 2026 Filed Feb 28, 2026 01:02 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 29 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000054 · wk-form4_1772240561.xml · nonDerivative · entry 3

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,300

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, 2026 Filed Feb 28, 2026 01:02 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 178 $26.70 $4,752.60
Disclosure

SEC source: 0001371285-26-000054 · wk-form4_1772240561.xml · nonDerivative · entry 2

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,271

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, 2026 Filed Feb 28, 2026 01:02 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 735 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000054 · wk-form4_1772240561.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,449

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 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 3,327 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000032 · wk-form4_1771985473.xml · derivative · entry 10

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,310

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.

F6 · 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.

F6 · 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
February 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 864 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000032 · wk-form4_1771985473.xml · derivative · entry 9

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,514

Underlying: Common Stock · 864 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.

F5 · 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.

F5 · 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.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 2,570 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000032 · wk-form4_1771985473.xml · derivative · entry 8

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

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
February 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 936 $27.16 $25,421.76
Disclosure

SEC source: 0001371285-26-000032 · wk-form4_1771985473.xml · nonDerivative · entry 6

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 36,714

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 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 3,327 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000032 · wk-form4_1771985473.xml · nonDerivative · entry 5

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,650

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 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 210 $27.16 $5,703.60
Disclosure

SEC source: 0001371285-26-000032 · wk-form4_1771985473.xml · nonDerivative · entry 4

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 34,323

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 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 864 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000032 · wk-form4_1771985473.xml · nonDerivative · entry 3

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 34,533

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 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 762 $27.16 $20,695.92
Disclosure

SEC source: 0001371285-26-000032 · wk-form4_1771985473.xml · nonDerivative · entry 2

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 33,669

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 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 2,570 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000032 · wk-form4_1771985473.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 34,431

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 20, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 GrantRestricted Stock Unit (RSU) · Derivative 16,609 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000032 · wk-form4_1771985473.xml · derivative · entry 7

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 16,609

Underlying: Common Stock · 16,609 shares

Expires 2028-02-22

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

F3 · 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.

F3 · 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.

Read SEC document
January 28, 2026 Filed Jan 29, 2026 23:57 UTC TRUPANION, INC. TRUP · Entity 4822 SaleCommon Stock 430 $31.67 $13,618.10
Disclosure

SEC source: 0001967117-26-000002 · wk-form4_1769731052.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 31,861

F1 · kind: The sale reported was 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.

Read SEC document
December 29, 2025 Filed Dec 31, 2025 01:52 UTC TRUPANION, INC. TRUP · Entity 4822 SaleCommon Stock 430 $37.55 $16,146.50
Disclosure

SEC source: 0001967117-25-000010 · wk-form4_1767145971.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 32,291

F1 · kind: The sale reported was 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.

Read SEC document
November 28, 2025 Filed Dec 1, 2025 23:31 UTC TRUPANION, INC. TRUP · Entity 4822 SaleCommon Stock 6,383 $34.82 $222,282.87
Disclosure

SEC source: 0001967117-25-000008 · wk-form4_1764631876.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 32,721

F1 · kind: The sale reported was 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 $34.6500 to $35.1800 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).

Read SEC document
November 25, 2025 Filed Nov 26, 2025 23:28 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 734 $0.00 $0.00
Disclosure

SEC source: 0001967117-25-000006 · wk-form4_1764199679.xml · derivative · entry 12

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 735

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: The RSUs 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
November 25, 2025 Filed Nov 26, 2025 23:28 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 452 $0.00 $0.00
Disclosure

SEC source: 0001967117-25-000006 · wk-form4_1764199679.xml · derivative · entry 11

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,160

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

F5 · 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.

F5 · 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
November 25, 2025 Filed Nov 26, 2025 23:28 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 45 $0.00 $0.00
Disclosure

SEC source: 0001967117-25-000006 · wk-form4_1764199679.xml · derivative · entry 10

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 315

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: The RSUs 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
November 25, 2025 Filed Nov 26, 2025 23:28 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 29 $0.00 $0.00
Disclosure

SEC source: 0001967117-25-000006 · wk-form4_1764199679.xml · derivative · entry 9

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 173

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

F3 · 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.

F3 · 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
November 25, 2025 Filed Nov 26, 2025 23:28 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 288 $35.36 $10,183.68
Disclosure

SEC source: 0001967117-25-000006 · wk-form4_1764199679.xml · nonDerivative · entry 8

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 39,104

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
November 25, 2025 Filed Nov 26, 2025 23:28 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 734 Not disclosed Not disclosed
Disclosure

SEC source: 0001967117-25-000006 · wk-form4_1764199679.xml · nonDerivative · entry 7

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 39,392

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
November 25, 2025 Filed Nov 26, 2025 23:28 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 177 $35.36 $6,258.72
Disclosure

SEC source: 0001967117-25-000006 · wk-form4_1764199679.xml · nonDerivative · entry 6

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 38,658

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
November 25, 2025 Filed Nov 26, 2025 23:28 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 452 Not disclosed Not disclosed
Disclosure

SEC source: 0001967117-25-000006 · wk-form4_1764199679.xml · nonDerivative · entry 5

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 38,835

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
November 25, 2025 Filed Nov 26, 2025 23:28 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 17 $35.36 $601.12
Disclosure

SEC source: 0001967117-25-000006 · wk-form4_1764199679.xml · nonDerivative · entry 4

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 38,383

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
November 25, 2025 Filed Nov 26, 2025 23:28 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 45 Not disclosed Not disclosed
Disclosure

SEC source: 0001967117-25-000006 · wk-form4_1764199679.xml · nonDerivative · entry 3

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 38,400

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
November 25, 2025 Filed Nov 26, 2025 23:28 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 11 $35.36 $388.96
Disclosure

SEC source: 0001967117-25-000006 · wk-form4_1764199679.xml · nonDerivative · entry 2

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 38,355

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
November 25, 2025 Filed Nov 26, 2025 23:28 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 29 Not disclosed Not disclosed
Disclosure

SEC source: 0001967117-25-000006 · wk-form4_1764199679.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 38,366

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.

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November 24, 2025 Filed Nov 26, 2025 02:31 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 3,460 $0.00 $0.00
Disclosure

SEC source: 0001967117-25-000004 · wk-form4_1764124269.xml · derivative · entry 9

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,378

Underlying: Common Stock · 3,460 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.

F5 · 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.

F5 · 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.

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November 24, 2025 Filed Nov 26, 2025 02:31 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 2,570 $0.00 $0.00
Disclosure

SEC source: 0001967117-25-000004 · wk-form4_1764124269.xml · derivative · entry 8

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,570

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
November 24, 2025 Filed Nov 26, 2025 02:31 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 3,328 $0.00 $0.00
Disclosure

SEC source: 0001967117-25-000004 · wk-form4_1764124269.xml · derivative · entry 7

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 16,637

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.

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.

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November 24, 2025 Filed Nov 26, 2025 02:31 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 1,361 $35.40 $48,179.40
Disclosure

SEC source: 0001967117-25-000004 · wk-form4_1764124269.xml · nonDerivative · entry 6

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 38,337

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.

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November 24, 2025 Filed Nov 26, 2025 02:31 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 3,460 Not disclosed Not disclosed
Disclosure

SEC source: 0001967117-25-000004 · wk-form4_1764124269.xml · nonDerivative · entry 5

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 39,698

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
November 24, 2025 Filed Nov 26, 2025 02:31 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 735 $35.40 $26,019.00
Disclosure

SEC source: 0001967117-25-000004 · wk-form4_1764124269.xml · nonDerivative · entry 4

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 36,238

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.

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November 24, 2025 Filed Nov 26, 2025 02:31 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 2,570 Not disclosed Not disclosed
Disclosure

SEC source: 0001967117-25-000004 · wk-form4_1764124269.xml · nonDerivative · entry 3

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 36,973

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
November 24, 2025 Filed Nov 26, 2025 02:31 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 1,309 $35.40 $46,338.60
Disclosure

SEC source: 0001967117-25-000004 · wk-form4_1764124269.xml · nonDerivative · entry 2

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 34,403

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
November 24, 2025 Filed Nov 26, 2025 02:31 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 3,328 Not disclosed Not disclosed
Disclosure

SEC source: 0001967117-25-000004 · wk-form4_1764124269.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 35,712

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 25, 2025 Filed Aug 28, 2025 01:30 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 45 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000215 · wk-form4_1756344601.xml · derivative · entry 12

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 360

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.

F4 · 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 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.

F7 · 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
August 25, 2025 Filed Aug 28, 2025 01:30 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 451 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000215 · wk-form4_1756344601.xml · derivative · entry 11

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,612

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.

F4 · 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 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.

F6 · 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
August 25, 2025 Filed Aug 28, 2025 01:30 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 735 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000215 · wk-form4_1756344601.xml · derivative · entry 10

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,469

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.

F4 · derivative.exercise_price: Restricted stock units convert into common stock on a one-for-one basis.

F5 · 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.

F5 · 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
August 25, 2025 Filed Aug 28, 2025 01:30 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 28 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000215 · wk-form4_1756344601.xml · derivative · entry 9

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 202

Underlying: Common Stock · 28 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: The RSUs convert into common stock on a one-for-one basis.

F3 · 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.

F3 · 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
August 25, 2025 Filed Aug 28, 2025 01:30 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 10 $45.83 $458.30
Disclosure

SEC source: 0001371285-25-000215 · wk-form4_1756344601.xml · nonDerivative · entry 8

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 32,384

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 45 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000215 · wk-form4_1756344601.xml · nonDerivative · entry 7

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 32,394

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

Read SEC document
August 25, 2025 Filed Aug 28, 2025 01:30 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 109 $45.83 $4,995.47
Disclosure

SEC source: 0001371285-25-000215 · wk-form4_1756344601.xml · nonDerivative · entry 6

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 32,349

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 451 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000215 · wk-form4_1756344601.xml · nonDerivative · entry 5

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 32,458

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 25, 2025 Filed Aug 28, 2025 01:30 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 178 $45.83 $8,157.74
Disclosure

SEC source: 0001371285-25-000215 · wk-form4_1756344601.xml · nonDerivative · entry 4

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 32,007

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 735 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000215 · wk-form4_1756344601.xml · nonDerivative · entry 3

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 32,185

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

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