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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
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
BEARMAN ASHERChief Legal Officer
Exercise / conversionCommon Stock 379 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000039 · wk-form4_1771985526.xml · nonDerivative · entry 7

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,432

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
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
BEARMAN ASHERChief Legal Officer
Tax withholdingCommon Stock 3 $27.16 $81.48
Disclosure

SEC source: 0001371285-26-000039 · wk-form4_1771985526.xml · nonDerivative · entry 6

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,053

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
BEARMAN ASHERChief Legal Officer
Exercise / conversionCommon Stock 9 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000039 · wk-form4_1771985526.xml · nonDerivative · entry 5

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,056

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
BEARMAN ASHERChief Legal Officer
Tax withholdingCommon Stock 99 $27.16 $2,688.84
Disclosure

SEC source: 0001371285-26-000039 · wk-form4_1771985526.xml · nonDerivative · entry 4

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,047

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
BEARMAN ASHERChief Legal Officer
Exercise / conversionCommon Stock 266 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000039 · wk-form4_1771985526.xml · nonDerivative · entry 3

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,146

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
BEARMAN ASHERChief Legal Officer
Tax withholdingCommon Stock 365 $27.16 $9,913.40
Disclosure

SEC source: 0001371285-26-000039 · wk-form4_1771985526.xml · nonDerivative · entry 2

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 69,880

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
BEARMAN ASHERChief Legal Officer
Exercise / conversionCommon Stock 973 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000039 · wk-form4_1771985526.xml · nonDerivative · entry 1

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,245

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC Exercise / conversionRestricted Stock Unit (RSU) · Derivative 106 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000035 · wk-form4_1771985493.xml · derivative · entry 6

RUBIN HOWARD E · CIK 0001613034 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 106

Underlying: Common Stock · 106 shares

Expires 2026-05-22

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 9, 2025, the reporting person received three separate grants of 423 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, 2025, November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service through each vest date.

F2 · derivative.expiration_date: On May 9, 2025, the reporting person received three separate grants of 423 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, 2025, November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service through each vest date.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC Exercise / conversionRestricted Stock Unit (RSU) · Derivative 106 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000035 · wk-form4_1771985493.xml · derivative · entry 5

RUBIN HOWARD E · CIK 0001613034 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 106

Underlying: Common Stock · 106 shares

Expires 2026-05-22

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 9, 2025, the reporting person received three separate grants of 423 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, 2025, November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service through each vest date.

F2 · derivative.expiration_date: On May 9, 2025, the reporting person received three separate grants of 423 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, 2025, November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service through each vest date.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC Exercise / conversionRestricted Stock Unit (RSU) · Derivative 106 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000035 · wk-form4_1771985493.xml · derivative · entry 4

RUBIN HOWARD E · CIK 0001613034 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 106

Underlying: Common Stock · 106 shares

Expires 2026-05-22

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 9, 2025, the reporting person received three separate grants of 423 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, 2025, November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service through each vest date.

F2 · derivative.expiration_date: On May 9, 2025, the reporting person received three separate grants of 423 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, 2025, November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service through each vest date.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC Exercise / conversionCommon Stock 106 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000035 · wk-form4_1771985493.xml · nonDerivative · entry 3

RUBIN HOWARD E · CIK 0001613034 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 232,550

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC Exercise / conversionCommon Stock 106 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000035 · wk-form4_1771985493.xml · nonDerivative · entry 2

RUBIN HOWARD E · CIK 0001613034 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 232,444

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC Exercise / conversionCommon Stock 106 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000035 · wk-form4_1771985493.xml · nonDerivative · entry 1

RUBIN HOWARD E · CIK 0001613034 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 232,338

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC Exercise / conversionRestricted Stock Unit (RSU) · Derivative 638 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000037 · wk-form4_1771985510.xml · derivative · entry 2

POWELL BRADLEY S · CIK 0001201470 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 639

Underlying: Common Stock · 638 shares

Expires 2026-05-22

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 November 14, 2025, the Reporting Person was granted 1,906 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/3rd of the total shares on November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service through each vest date.

F2 · derivative.expiration_date: On November 14, 2025, the Reporting Person was granted 1,906 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/3rd of the total shares on November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service through each vest date.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC Exercise / conversionCommon Stock 638 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000037 · wk-form4_1771985510.xml · nonDerivative · entry 1

POWELL BRADLEY S · CIK 0001201470 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,267

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
Qureshi FawwadChief Financial Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 313 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000040 · wk-form4_1771985534.xml · derivative · entry 10

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,500

Underlying: Common Stock · 313 shares

Expires 2028-02-25

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

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

F6 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 5,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F6 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 5,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
Qureshi FawwadChief Financial Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 5,248 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000040 · wk-form4_1771985534.xml · derivative · entry 9

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 20,990

Underlying: Common Stock · 5,248 shares

Expires 2027-02-22

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

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

F5 · derivative.exercise_date: On February 27, 2025, the reporting person was granted 41,980 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F5 · derivative.expiration_date: On February 27, 2025, the reporting person was granted 41,980 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
Qureshi FawwadChief Financial Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 913 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000040 · wk-form4_1771985534.xml · derivative · entry 8

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 913 shares

Expires 2026-02-22

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

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

F4 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 7,304 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F4 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 7,304 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
Qureshi FawwadChief Financial Officer
Tax withholdingCommon Stock 92 $27.16 $2,498.72
Disclosure

SEC source: 0001371285-26-000040 · wk-form4_1771985534.xml · nonDerivative · entry 6

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,645

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
Qureshi FawwadChief Financial Officer
Exercise / conversionCommon Stock 313 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000040 · wk-form4_1771985534.xml · nonDerivative · entry 5

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,737

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
Qureshi FawwadChief Financial Officer
Tax withholdingCommon Stock 1,467 $27.16 $39,843.72
Disclosure

SEC source: 0001371285-26-000040 · wk-form4_1771985534.xml · nonDerivative · entry 4

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,424

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
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
Qureshi FawwadChief Financial Officer
Exercise / conversionCommon Stock 5,248 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000040 · wk-form4_1771985534.xml · nonDerivative · entry 3

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,891

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
Qureshi FawwadChief Financial Officer
Tax withholdingCommon Stock 270 $27.16 $7,333.20
Disclosure

SEC source: 0001371285-26-000040 · wk-form4_1771985534.xml · nonDerivative · entry 2

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 643

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
Qureshi FawwadChief Financial Officer
Exercise / conversionCommon Stock 913 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000040 · wk-form4_1771985534.xml · nonDerivative · entry 1

Qureshi Fawwad · CIK 0001995789 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 913

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,882 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000042 · wk-form4_1771985550.xml · derivative · entry 10

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,527

Underlying: Common Stock · 1,882 shares

Expires 2027-02-22

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

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

F6 · derivative.exercise_date: On February 27, 2025, the reporting person was granted 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.

F6 · 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
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,354 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000042 · wk-form4_1771985550.xml · derivative · entry 9

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 1,354 shares

Expires 2026-02-22

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

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

F5 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 10,829 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F5 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 10,829 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,250 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000042 · wk-form4_1771985550.xml · derivative · entry 8

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,000

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.

F4 · 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.

F4 · 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
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
MCGIBNEY BRENNAChief Administration Officer
Tax withholdingCommon Stock 1,007 $27.16 $27,350.12
Disclosure

SEC source: 0001371285-26-000042 · wk-form4_1771985550.xml · nonDerivative · entry 6

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,150

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionCommon Stock 1,882 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000042 · wk-form4_1771985550.xml · nonDerivative · entry 5

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,157

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
MCGIBNEY BRENNAChief Administration Officer
Tax withholdingCommon Stock 724 $27.16 $19,663.84
Disclosure

SEC source: 0001371285-26-000042 · wk-form4_1771985550.xml · nonDerivative · entry 4

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,275

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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February 22, 2026 Filed Feb 25, 2026 02:12 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionCommon Stock 1,354 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000042 · wk-form4_1771985550.xml · nonDerivative · entry 3

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,999

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
MCGIBNEY BRENNAChief Administration Officer
Tax withholdingCommon Stock 699 $27.16 $18,984.84
Disclosure

SEC source: 0001371285-26-000042 · wk-form4_1771985550.xml · nonDerivative · entry 2

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,645

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
MCGIBNEY BRENNAChief Administration Officer
Exercise / conversionCommon Stock 1,250 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000042 · wk-form4_1771985550.xml · nonDerivative · entry 1

MCGIBNEY BRENNA · CIK 0001966925 · Chief Administration Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,344

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
DREYER EMILYChief Revenue Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,340 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000038 · wk-form4_1771985518.xml · derivative · entry 7

DREYER EMILY · CIK 0001966922 · Chief Revenue Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,362

Underlying: Common Stock · 1,340 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 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 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

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February 22, 2026 Filed Feb 25, 2026 02:12 UTC
DREYER EMILYChief Revenue Officer
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 2,249 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000038 · wk-form4_1771985518.xml · derivative · entry 6

DREYER EMILY · CIK 0001966922 · Chief Revenue Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 2,249 shares

Expires 2026-02-22

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

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

F4 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 17,991 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F4 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 17,991 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
DREYER EMILYChief Revenue Officer
Tax withholdingCommon Stock 397 $27.16 $10,782.52
Disclosure

SEC source: 0001371285-26-000038 · wk-form4_1771985518.xml · nonDerivative · entry 4

DREYER EMILY · CIK 0001966922 · Chief Revenue Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 42,037

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
DREYER EMILYChief Revenue Officer
Exercise / conversionCommon Stock 1,340 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000038 · wk-form4_1771985518.xml · nonDerivative · entry 3

DREYER EMILY · CIK 0001966922 · Chief Revenue Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 42,434

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
DREYER EMILYChief Revenue Officer
Tax withholdingCommon Stock 666 $27.16 $18,088.56
Disclosure

SEC source: 0001371285-26-000038 · wk-form4_1771985518.xml · nonDerivative · entry 2

DREYER EMILY · CIK 0001966922 · Chief Revenue Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 41,094

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC
DREYER EMILYChief Revenue Officer
Exercise / conversionCommon Stock 2,249 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000038 · wk-form4_1771985518.xml · nonDerivative · entry 1

DREYER EMILY · CIK 0001966922 · Chief Revenue Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 41,760

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC Exercise / conversionRestricted Stock Unit (RSU) · Derivative 6,250 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000033 · wk-form4_1771985479.xml · derivative · entry 4

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 6,250 shares

Expires 2026-02-22

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

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

F3 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 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, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F3 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 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, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC Exercise / conversionRestricted Stock Unit (RSU) · Derivative 313 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000033 · wk-form4_1771985479.xml · derivative · entry 3

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,500

Underlying: Common Stock · 313 shares

Expires 2028-02-22

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

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

F2 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 5,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F2 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 5,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC Exercise / conversionCommon Stock 6,250 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000033 · wk-form4_1771985479.xml · nonDerivative · entry 2

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 41,286

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC Exercise / conversionCommon Stock 313 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000033 · wk-form4_1771985479.xml · nonDerivative · entry 1

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 35,036

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC
WHEELER SIMONEVP, Trupanion International
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 527 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000036 · wk-form4_1771985502.xml · derivative · entry 10

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,110

Underlying: Common Stock · 527 shares

Expires 2027-02-22

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

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

F6 · derivative.exercise_date: On February 27, 2025, the reporting person was granted 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.

F6 · 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
February 22, 2026 Filed Feb 25, 2026 02:11 UTC
WHEELER SIMONEVP, Trupanion International
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,526 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000036 · wk-form4_1771985502.xml · derivative · entry 9

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,324

Underlying: Common Stock · 1,526 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
February 22, 2026 Filed Feb 25, 2026 02:11 UTC
WHEELER SIMONEVP, Trupanion International
Exercise / conversionRestricted Stock Unit (RSU) · Derivative 938 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000036 · wk-form4_1771985502.xml · derivative · entry 8

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,176

Underlying: Common Stock · 938 shares

Expires 2026-02-22

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

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

F4 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 12,203 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F4 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 12,203 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC
WHEELER SIMONEVP, Trupanion International
Tax withholdingCommon Stock 247 $27.16 $6,708.52
Disclosure

SEC source: 0001371285-26-000036 · wk-form4_1771985502.xml · nonDerivative · entry 6

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 22,916

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC
WHEELER SIMONEVP, Trupanion International
Exercise / conversionCommon Stock 527 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000036 · wk-form4_1771985502.xml · nonDerivative · entry 5

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 23,163

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC
WHEELER SIMONEVP, Trupanion International
Tax withholdingCommon Stock 717 $27.16 $19,473.72
Disclosure

SEC source: 0001371285-26-000036 · wk-form4_1771985502.xml · nonDerivative · entry 4

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 22,636

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC
WHEELER SIMONEVP, Trupanion International
Exercise / conversionCommon Stock 1,526 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000036 · wk-form4_1771985502.xml · nonDerivative · entry 3

WHEELER SIMON · CIK 0001966923 · EVP, Trupanion International

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 23,353

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

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

Read SEC document

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