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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
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
WEINRAUCH STEVEEVP, North Am & Vet Strategy
Tax withholdingCommon Stock 373 $31.76 $11,846.48
Disclosure

SEC source: 0001371285-26-000194 · wk-form4_1787785013.xml · nonDerivative · entry 4

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 81,440

F2 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
WEINRAUCH STEVEEVP, North Am & Vet Strategy
Exercise / conversionCommon Stock 1,533 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000194 · wk-form4_1787785013.xml · nonDerivative · entry 3

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 81,813

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
Tax withholdingCommon Stock 713 $31.76 $22,644.88
Disclosure

SEC source: 0001371285-26-000194 · wk-form4_1787785013.xml · nonDerivative · entry 2

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 80,280

F2 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
WEINRAUCH STEVEEVP, North Am & Vet Strategy
Exercise / conversionCommon Stock 2,931 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000194 · wk-form4_1787785013.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 80,993

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
Tooth MargaretDirector · CEO
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 8,187 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000190 · wk-form4_1787784982.xml · derivative · entry 14

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 49,123

Underlying: Common Stock · 8,187 shares

Expires 2028-02-22

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

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

F6 · derivative.exercise_date: On February 20, 2026, the reporting person was granted 65,497 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F6 · derivative.expiration_date: On February 20, 2026, the reporting person was granted 65,497 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
Tooth MargaretDirector · CEO
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 6,250 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000190 · wk-form4_1787784982.xml · derivative · entry 13

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,500

Underlying: Common Stock · 6,250 shares

Expires 2027-02-22

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

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

F5 · derivative.exercise_date: On February 27, 2025, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F5 · derivative.expiration_date: On February 27, 2025, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
Tooth MargaretDirector · CEO
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 3,042 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000190 · wk-form4_1787784982.xml · derivative · entry 12

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,340

Underlying: Common Stock · 3,042 shares

Expires 2028-08-22

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 August 19, 2024, the reporting person was granted 48,679 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 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F4 · derivative.expiration_date: On August 19, 2024, the reporting person was granted 48,679 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 22, 2025, after which 1/16th 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
Tooth MargaretDirector · CEO
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 313 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000190 · wk-form4_1787784982.xml · derivative · entry 11

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,875

Underlying: Common Stock · 313 shares

Expires 2028-02-22

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

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

F3 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 5,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F3 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 5,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
Tooth MargaretDirector · CEO
Tax withholdingCommon Stock 3,221 $31.76 $102,298.96
Disclosure

SEC source: 0001371285-26-000190 · wk-form4_1787784982.xml · nonDerivative · entry 8

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 186,193

F2 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
Tooth MargaretDirector · CEO
Exercise / conversionCommon Stock 8,187 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000190 · wk-form4_1787784982.xml · nonDerivative · entry 7

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 189,414

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
Tooth MargaretDirector · CEO
Tax withholdingCommon Stock 2,459 $31.76 $78,097.84
Disclosure

SEC source: 0001371285-26-000190 · wk-form4_1787784982.xml · nonDerivative · entry 6

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 181,227

F2 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
Tooth MargaretDirector · CEO
Exercise / conversionCommon Stock 6,250 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000190 · wk-form4_1787784982.xml · nonDerivative · entry 5

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 183,686

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
Tooth MargaretDirector · CEO
Tax withholdingCommon Stock 1,197 $31.76 $38,016.72
Disclosure

SEC source: 0001371285-26-000190 · wk-form4_1787784982.xml · nonDerivative · entry 4

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 177,436

F2 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
Tooth MargaretDirector · CEO
Exercise / conversionCommon Stock 3,042 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000190 · wk-form4_1787784982.xml · nonDerivative · entry 3

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 178,633

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
Tooth MargaretDirector · CEO
Tax withholdingCommon Stock 123 $31.76 $3,906.48
Disclosure

SEC source: 0001371285-26-000190 · wk-form4_1787784982.xml · nonDerivative · entry 2

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 175,591

F2 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
Tooth MargaretDirector · CEO
Exercise / conversionCommon Stock 313 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000190 · wk-form4_1787784982.xml · nonDerivative · entry 1

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 175,714

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 22:57 UTC
BEARMAN ASHERChief Legal Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,832 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000195 · wk-form4_1787785018.xml · derivative · entry 14

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,992

Underlying: Common Stock · 1,832 shares

Expires 2028-02-22

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

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

F6 · derivative.exercise_date: On February 20, 2026, the reporting person was granted 14,656 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F6 · derivative.expiration_date: On February 20, 2026, the reporting person was granted 14,656 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 22:57 UTC
BEARMAN ASHERChief Legal Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 379 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000195 · wk-form4_1787785018.xml · derivative · entry 13

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,516

Underlying: Common Stock · 379 shares

Expires 2027-08-22

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 August 15, 2025, the reporting person was granted 3,032 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on November 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F5 · derivative.expiration_date: On August 15, 2025, the reporting person was granted 3,032 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on November 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC
BEARMAN ASHERChief Legal Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 9 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000195 · wk-form4_1787785018.xml · derivative · entry 12

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18

Underlying: Common Stock · 9 shares

Expires 2027-02-22

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

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

F4 · derivative.exercise_date: On February 27, 2025, the reporting person was granted 70 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F4 · derivative.expiration_date: On February 27, 2025, the reporting person was granted 70 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC
BEARMAN ASHERChief Legal Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 265 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000195 · wk-form4_1787785018.xml · derivative · entry 11

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 531

Underlying: Common Stock · 265 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 2,122 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 2,122 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC
BEARMAN ASHERChief Legal Officer
Tax withholdingCommon Stock 590 $31.76 $18,738.40
Disclosure

SEC source: 0001371285-26-000195 · wk-form4_1787785018.xml · nonDerivative · entry 8

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 73,928

F2 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC
BEARMAN ASHERChief Legal Officer
Exercise / conversionCommon Stock 1,832 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000195 · wk-form4_1787785018.xml · nonDerivative · entry 7

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 74,518

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

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

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC
BEARMAN ASHERChief Legal Officer
Tax withholdingCommon Stock 123 $31.76 $3,906.48
Disclosure

SEC source: 0001371285-26-000195 · wk-form4_1787785018.xml · nonDerivative · entry 6

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,686

F2 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC
BEARMAN ASHERChief Legal Officer
Exercise / conversionCommon Stock 379 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000195 · wk-form4_1787785018.xml · nonDerivative · entry 5

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,809

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 22:57 UTC
BEARMAN ASHERChief Legal Officer
Tax withholdingCommon Stock 2 $31.76 $63.52
Disclosure

SEC source: 0001371285-26-000195 · wk-form4_1787785018.xml · nonDerivative · entry 4

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,430

F2 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC
BEARMAN ASHERChief Legal Officer
Exercise / conversionCommon Stock 9 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000195 · wk-form4_1787785018.xml · nonDerivative · entry 3

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,432

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 22:57 UTC
BEARMAN ASHERChief Legal Officer
Tax withholdingCommon Stock 86 $31.76 $2,731.36
Disclosure

SEC source: 0001371285-26-000195 · wk-form4_1787785018.xml · nonDerivative · entry 2

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,423

F2 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC
BEARMAN ASHERChief Legal Officer
Exercise / conversionCommon Stock 265 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000195 · wk-form4_1787785018.xml · nonDerivative · entry 1

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,509

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 22:57 UTC GrantRestricted Stock Unit (RSU) · Derivative 140 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000197 · wk-form4_1787785031.xml · derivative · entry 6

RUBIN HOWARD E · CIK 0001613034 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 422

Underlying: Common Stock · 140 shares

Expires 2027-05-22

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 received three separate grants of 562 RSUs each in connection with his service on the board of directors of wholly-owned subsidiaries of the Issuer. 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 received three separate grants of 562 RSUs each in connection with his service on the board of directors of wholly-owned subsidiaries of the Issuer. 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 22, 2026 Filed Aug 26, 2026 22:57 UTC GrantRestricted Stock Unit (RSU) · Derivative 140 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000197 · wk-form4_1787785031.xml · derivative · entry 5

RUBIN HOWARD E · CIK 0001613034 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 422

Underlying: Common Stock · 140 shares

Expires 2027-05-22

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 received three separate grants of 562 RSUs each in connection with his service on the board of directors of wholly-owned subsidiaries of the Issuer. 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 received three separate grants of 562 RSUs each in connection with his service on the board of directors of wholly-owned subsidiaries of the Issuer. 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.

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August 22, 2026 Filed Aug 26, 2026 22:57 UTC GrantRestricted Stock Unit (RSU) · Derivative 140 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000197 · wk-form4_1787785031.xml · derivative · entry 4

RUBIN HOWARD E · CIK 0001613034 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 422

Underlying: Common Stock · 140 shares

Expires 2027-05-22

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 received three separate grants of 562 RSUs each in connection with his service on the board of directors of wholly-owned subsidiaries of the Issuer. 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 received three separate grants of 562 RSUs each in connection with his service on the board of directors of wholly-owned subsidiaries of the Issuer. 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.

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August 22, 2026 Filed Aug 26, 2026 22:57 UTC Exercise / conversionCommon Stock 140 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000197 · wk-form4_1787785031.xml · nonDerivative · entry 3

RUBIN HOWARD E · CIK 0001613034 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 233,288

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 22:57 UTC Exercise / conversionCommon Stock 140 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000197 · wk-form4_1787785031.xml · nonDerivative · entry 2

RUBIN HOWARD E · CIK 0001613034 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 233,148

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 22:57 UTC Exercise / conversionCommon Stock 140 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000197 · wk-form4_1787785031.xml · nonDerivative · entry 1

RUBIN HOWARD E · CIK 0001613034 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 233,008

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 22:57 UTC Exercise / conversionCommon Stock 1,640 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000196 · wk-form4_1787785023.xml · nonDerivative · entry 1

POWELL BRADLEY S · CIK 0001201470 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,546

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
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 2,652 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · derivative · entry 19

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 15,909

Underlying: Common Stock · 2,652 shares

Expires 2028-02-22

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

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

F5 · derivative.exercise_date: On February 20, 2026, the reporting person was granted 21,212 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F5 · derivative.expiration_date: On February 20, 2026, the reporting person was granted 21,212 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
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,881 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · derivative · entry 18

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,764

Underlying: Common Stock · 1,881 shares

Expires 2027-02-22

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

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

F4 · derivative.exercise_date: On February 27, 2025, the reporting person was granted 15,053 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F4 · derivative.expiration_date: On February 27, 2025, the reporting person was granted 15,053 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,250 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · derivative · entry 17

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,500

Underlying: Common Stock · 1,250 shares

Expires 2028-02-25

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

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

F3 · derivative.exercise_date: On February 27, 2024, 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 February 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F3 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Tax withholdingCommon Stock 1,419 $31.76 $45,067.44
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 6

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,134

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 22, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionCommon Stock 2,652 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 5

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 15,553

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
MCGIBNEY BRENNAChief Administration Officer
Tax withholdingCommon Stock 1,006 $31.76 $31,950.56
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 4

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,901

F2 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionCommon Stock 1,881 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 3

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,907

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
MCGIBNEY BRENNAChief Administration Officer
Tax withholdingCommon Stock 669 $31.76 $21,247.44
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 2

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,026

F2 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionCommon Stock 1,250 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000193 · wk-form4_1787785005.xml · nonDerivative · entry 1

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,695

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
WHEELER SIMONEVP, Trupanion International
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 938 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000192 · wk-form4_1787784997.xml · derivative · entry 11

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,625

Underlying: Common Stock · 938 shares

Expires 2028-02-25

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

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

F5 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 15,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F5 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 15,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
WHEELER SIMONEVP, Trupanion International
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 385 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000192 · wk-form4_1787784997.xml · derivative · entry 10

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,310

Underlying: Common Stock · 385 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 3,079 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 3,079 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
WHEELER SIMONEVP, Trupanion International
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 528 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000192 · wk-form4_1787784997.xml · derivative · entry 9

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,055

Underlying: Common Stock · 528 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 4,219 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 4,219 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
WHEELER SIMONEVP, Trupanion International
Tax withholdingCommon Stock 469 $31.76 $14,895.44
Disclosure

SEC source: 0001371285-26-000192 · wk-form4_1787784997.xml · nonDerivative · entry 6

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,166

F2 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC
WHEELER SIMONEVP, Trupanion International
Exercise / conversionCommon Stock 938 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000192 · wk-form4_1787784997.xml · nonDerivative · entry 5

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,635

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
WHEELER SIMONEVP, Trupanion International
Tax withholdingCommon Stock 192 $31.76 $6,097.92
Disclosure

SEC source: 0001371285-26-000192 · wk-form4_1787784997.xml · nonDerivative · entry 4

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,697

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

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