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Nasdaq · USD

TRUP

TRUPANION, INC.

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Tapewire entity
4822
SEC CIK
0001371285
Parsed reports
1,118

Last 12 months

Inside the activity.

0 purchase rows · 29 sale rows

Disclosed non-derivative P/S rows, by transaction month. Includes amendments and private transactions.
Monthly counts
MonthPurchasesSales
Nov 202504
Dec 202503
Jan 202601
Feb 202604
Mar 202602
Apr 202601
May 202604
Jun 202602
Jul 202601
Aug 202604
Sep 202602
Oct 202601

Latest available

Insider transactions

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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 dateOwner / reported roleActivity / securityShares / unitsReported priceReported valueDetails
October 09, 2026 Filed Oct 13, 2026 22:11 UTC
Tooth MargaretDirector · CEO
SaleCommon Stock 1,000 $25.84 $25,840.00
Disclosure

SEC source: 0001371285-26-000205 · wk-form4_1791929479.xml · nonDerivative · entry 1

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 184,952

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

Read SEC document
September 28, 2026 Filed Sep 30, 2026 22:53 UTC
GALLAGHER JOHN RChief Operating Officer
SaleCommon Stock 431 $22.92 $9,878.52
Disclosure

SEC source: 0001371285-26-000203 · wk-form4_1790808805.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 33,311

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

Read SEC document
September 11, 2026 Filed Sep 15, 2026 22:55 UTC
Tooth MargaretDirector · CEO
SaleCommon Stock 1,000 $25.00 $25,000.00
Disclosure

SEC source: 0001371285-26-000201 · wk-form4_1789512927.xml · nonDerivative · entry 1

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 185,952

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

Read SEC document
August 28, 2026 Filed Sep 1, 2026 23:37 UTC
GALLAGHER JOHN RChief Operating Officer
SaleCommon Stock 3,604 $29.70 $107,038.80
Disclosure

SEC source: 0001371285-26-000199 · wk-form4_1788305832.xml · nonDerivative · entry 1

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 33,742

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

Read SEC document
August 26, 2026 Filed Aug 26, 2026 22:56 UTC
Qureshi FawwadChief Financial Officer
SaleCommon Stock 6,111 $30.01 $183,391.11
Disclosure

SEC source: 0001371285-26-000191 · wk-form4_1787784990.xml · nonDerivative · entry 9

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,230

F3 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $29.62 to $30.17 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 (3).

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:56 UTC
WEINRAUCH STEVEEVP, North Am & Vet Strategy
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 354 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000194 · wk-form4_1787785013.xml · derivative · entry 12

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,414

Underlying: Common Stock · 354 shares

Expires 2027-08-25

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

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

F6 · derivative.exercise_date: On August 14, 2023, the reporting person was granted 5,655 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F6 · derivative.expiration_date: On August 14, 2023, the reporting person was granted 5,655 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:56 UTC
WEINRAUCH STEVEEVP, North Am & Vet Strategy
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 41 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000194 · wk-form4_1787785013.xml · derivative · entry 11

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 81

Underlying: Common Stock · 41 shares

Expires 2027-02-25

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

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

F5 · derivative.exercise_date: On February 27, 2023, the reporting person was granted 649 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on February 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:56 UTC
WEINRAUCH STEVEEVP, North Am & Vet Strategy
Tax withholdingCommon Stock 86 $31.84 $2,738.24
Disclosure

SEC source: 0001371285-26-000194 · wk-form4_1787785013.xml · nonDerivative · entry 8

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 81,740

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, 2026 Filed Aug 26, 2026 22:56 UTC
WEINRAUCH STEVEEVP, North Am & Vet Strategy
Exercise / conversionCommon Stock 354 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000194 · wk-form4_1787785013.xml · nonDerivative · entry 7

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 81,826

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, 2026 Filed Aug 26, 2026 22:56 UTC
WEINRAUCH STEVEEVP, North Am & Vet Strategy
Tax withholdingCommon Stock 9 $31.84 $286.56
Disclosure

SEC source: 0001371285-26-000194 · wk-form4_1787785013.xml · nonDerivative · entry 6

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 81,472

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, 2026 Filed Aug 26, 2026 22:56 UTC
WEINRAUCH STEVEEVP, North Am & Vet Strategy
Exercise / conversionCommon Stock 41 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000194 · wk-form4_1787785013.xml · nonDerivative · entry 5

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 81,481

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, 2026 Filed Aug 26, 2026 22:56 UTC
Tooth MargaretDirector · CEO
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,250 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000190 · wk-form4_1787784982.xml · derivative · entry 15

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,000

Underlying: Common Stock · 1,250 shares

Expires 2027-08-25

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

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

F7 · derivative.exercise_date: On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F7 · derivative.expiration_date: On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:56 UTC
Tooth MargaretDirector · CEO
SaleCommon Stock 491 $31.84 $15,633.44
Disclosure

SEC source: 0001371285-26-000190 · wk-form4_1787784982.xml · nonDerivative · entry 10

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 186,952

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, 2026 Filed Aug 26, 2026 22:56 UTC
Tooth MargaretDirector · CEO
Exercise / conversionCommon Stock 1,250 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000190 · wk-form4_1787784982.xml · nonDerivative · entry 9

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 187,443

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, 2026 Filed Aug 26, 2026 22:57 UTC
BEARMAN ASHERChief Legal Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 125 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000195 · wk-form4_1787785018.xml · derivative · entry 15

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 500

Underlying: Common Stock · 125 shares

Expires 2027-08-25

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

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

F7 · derivative.exercise_date: On August 14, 2023, the Reporting Person was granted 1,999 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F7 · derivative.expiration_date: On August 14, 2023, the Reporting Person was granted 1,999 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:57 UTC
BEARMAN ASHERChief Legal Officer
Tax withholdingCommon Stock 40 $31.84 $1,273.60
Disclosure

SEC source: 0001371285-26-000195 · wk-form4_1787785018.xml · nonDerivative · entry 10

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 74,013

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, 2026 Filed Aug 26, 2026 22:57 UTC
BEARMAN ASHERChief Legal Officer
Exercise / conversionCommon Stock 125 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000195 · wk-form4_1787785018.xml · nonDerivative · entry 9

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 74,053

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 25, 2026 Filed Aug 26, 2026 22:57 UTC Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,640 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000196 · wk-form4_1787785023.xml · derivative · entry 2

POWELL BRADLEY S · CIK 0001201470 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,923

Underlying: Common Stock · 1,640 shares

Expires 2027-05-22

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

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

F2 · derivative.exercise_date: On May 11, 2026 the reporting person was granted 6,563 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on each of August 22, 2026, November 22, 2026, February 22, 2027, and May 22, 2027, subject to continued service through each vest date.

F2 · derivative.expiration_date: On May 11, 2026 the reporting person was granted 6,563 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on each of August 22, 2026, November 22, 2026, February 22, 2027, and May 22, 2027, subject to continued service through each vest date.

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 27 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · derivative · entry 24

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 109

Underlying: Common Stock · 27 shares

Expires 2027-08-25

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

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

F10 · derivative.exercise_date: On August 14, 2023, the reporting person was granted 434 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F10 · derivative.expiration_date: On August 14, 2023, the reporting person was granted 434 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 338 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · derivative · entry 23

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,353

Underlying: Common Stock · 338 shares

Expires 2027-08-25

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

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

F9 · derivative.exercise_date: On August 14, 2023, the reporting person was granted 5,410 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F9 · derivative.expiration_date: On August 14, 2023, the reporting person was granted 5,410 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 17 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · derivative · entry 22

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 52

Underlying: Common Stock · 17 shares

Expires 2027-05-25

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

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

F8 · derivative.exercise_date: On May 15, 2023, the reporting person was granted 277 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on May 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F8 · derivative.expiration_date: On May 15, 2023, the reporting person was granted 277 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on May 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 31 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · derivative · entry 21

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 62

Underlying: Common Stock · 31 shares

Expires 2027-02-25

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

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

F7 · derivative.exercise_date: On February 27, 2023, the reporting person was granted 495 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 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 February 27, 2023, the reporting person was granted 495 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 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, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 234 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · derivative · entry 20

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 234 shares

Expires 2026-08-25

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

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

F6 · derivative.exercise_date: On August 12, 2022, the reporting person was granted 3,738 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on August 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F6 · derivative.expiration_date: On August 12, 2022, the reporting person was granted 3,738 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on August 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Tax withholdingCommon Stock 14 $31.84 $445.76
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 16

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,437

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, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionCommon Stock 27 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 15

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,451

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, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Tax withholdingCommon Stock 180 $31.84 $5,731.20
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 14

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,424

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, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionCommon Stock 338 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 13

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,604

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, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Tax withholdingCommon Stock 9 $31.84 $286.56
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 12

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,266

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, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionCommon Stock 17 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 11

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,275

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, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Tax withholdingCommon Stock 16 $31.84 $509.44
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 10

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,258

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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August 25, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionCommon Stock 31 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 9

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,274

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, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Tax withholdingCommon Stock 125 $31.84 $3,980.00
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 8

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,243

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, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionCommon Stock 234 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 7

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,368

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, 2026 Filed Aug 26, 2026 22:56 UTC
WHEELER SIMONEVP, Trupanion International
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 322 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000192 · wk-form4_1787784997.xml · derivative · entry 12

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,286

Underlying: Common Stock · 322 shares

Expires 2027-08-25

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

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

F6 · derivative.exercise_date: On August 14, 2023, the reporting person was granted 5,144 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F6 · derivative.expiration_date: On August 14, 2023, the reporting person was granted 5,144 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:56 UTC
WHEELER SIMONEVP, Trupanion International
Tax withholdingCommon Stock 161 $31.84 $5,126.24
Disclosure

SEC source: 0001371285-26-000192 · wk-form4_1787784997.xml · nonDerivative · entry 8

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,327

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, 2026 Filed Aug 26, 2026 22:56 UTC
WHEELER SIMONEVP, Trupanion International
Exercise / conversionCommon Stock 322 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000192 · wk-form4_1787784997.xml · nonDerivative · entry 7

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,488

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, 2026 Filed Aug 26, 2026 22:56 UTC
Qureshi FawwadChief Financial Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 3,750 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000191 · wk-form4_1787784990.xml · derivative · entry 13

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,750

Underlying: Common Stock · 3,750 shares

Expires 2027-11-25

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

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

F7 · derivative.exercise_date: On November 13, 2023, the reporting person was granted 60,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on 11/25/24, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F7 · derivative.expiration_date: On November 13, 2023, the reporting person was granted 60,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on 11/25/24, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:56 UTC
Qureshi FawwadChief Financial Officer
Tax withholdingCommon Stock 1,497 $31.84 $47,664.48
Disclosure

SEC source: 0001371285-26-000191 · wk-form4_1787784990.xml · nonDerivative · entry 8

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,341

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, 2026 Filed Aug 26, 2026 22:56 UTC
Qureshi FawwadChief Financial Officer
Exercise / conversionCommon Stock 3,750 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000191 · wk-form4_1787784990.xml · nonDerivative · entry 7

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,838

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, 2026 Filed Aug 26, 2026 22:56 UTC
GALLAGHER JOHN RChief Operating Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 45 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · derivative · entry 18

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 180

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.

F8 · 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.

F8 · 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, 2026 Filed Aug 26, 2026 22:56 UTC
GALLAGHER JOHN RChief Operating Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 452 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · derivative · entry 17

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,806

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.

F7 · 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.

F7 · 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, 2026 Filed Aug 26, 2026 22:56 UTC
GALLAGHER JOHN RChief Operating Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 28 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · derivative · entry 16

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 87

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

F6 · 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.

F6 · 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, 2026 Filed Aug 26, 2026 22:56 UTC
GALLAGHER JOHN RChief Operating Officer
Tax withholdingCommon Stock 10 $31.84 $318.40
Disclosure

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · nonDerivative · entry 12

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,346

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, 2026 Filed Aug 26, 2026 22:56 UTC
GALLAGHER JOHN RChief Operating Officer
Exercise / conversionCommon Stock 45 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · nonDerivative · entry 11

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,356

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, 2026 Filed Aug 26, 2026 22:56 UTC
GALLAGHER JOHN RChief Operating Officer
Tax withholdingCommon Stock 110 $31.84 $3,502.40
Disclosure

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · nonDerivative · entry 10

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,311

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, 2026 Filed Aug 26, 2026 22:56 UTC
GALLAGHER JOHN RChief Operating Officer
Exercise / conversionCommon Stock 452 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · nonDerivative · entry 9

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,421

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, 2026 Filed Aug 26, 2026 22:56 UTC
GALLAGHER JOHN RChief Operating Officer
Tax withholdingCommon Stock 6 $31.84 $191.04
Disclosure

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · nonDerivative · entry 8

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 36,969

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, 2026 Filed Aug 26, 2026 22:56 UTC
GALLAGHER JOHN RChief Operating Officer
Exercise / conversionCommon Stock 28 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000189 · wk-form4_1787784974.xml · nonDerivative · entry 7

GALLAGHER JOHN R · CIK 0001967117 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 36,975

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, 2026 Filed Aug 26, 2026 22:56 UTC
WEINRAUCH STEVEEVP, North Am & Vet Strategy
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,533 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000194 · wk-form4_1787785013.xml · derivative · entry 10

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,195

Underlying: Common Stock · 1,533 shares

Expires 2028-02-22

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

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

F4 · derivative.exercise_date: On February 20, 2026, the reporting person was granted 12,260 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.

F4 · derivative.expiration_date: On February 20, 2026, the reporting person was granted 12,260 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
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
WEINRAUCH STEVEEVP, North Am & Vet Strategy
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 2,931 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000194 · wk-form4_1787785013.xml · derivative · entry 9

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,864

Underlying: Common Stock · 2,931 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 23,453 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 23,453 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

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