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Tooth Margaret

Disclosed activity across 1 company

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19483
SEC CIK
0001657025

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CompanyLast reported asReport datePublished
TRUPANION, INC.TRUP · Entity 4822Director · CEOOctober 09, 2026October 13, 2026

Disclosed balances

About these balances

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

TRUPANION, INC.

Report date October 09, 2026 · Filed October 13, 2026

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Common StockSEC Table I · non-derivativeDirect184,952 Reported balance After 2026-10-09 transaction · row 1
1 source row

Row 1 · 2026-10-09 · Sale · Disposed 1,000 · Balance 184,952

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

Filing footnotes · ownership attribution and instrument terms

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

Transaction history

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

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

Transaction dateCompanyActivity / securityShares / unitsReported priceReported valueDetails
October 09, 2026 Filed Oct 13, 2026 22:11 UTC TRUPANION, INC. TRUP · Entity 4822 SaleCommon Stock 1,000 $25.84 $25,840.00
Disclosure

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

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 184,952

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

Read SEC document
September 11, 2026 Filed Sep 15, 2026 22:55 UTC TRUPANION, INC. TRUP · Entity 4822 SaleCommon Stock 1,000 $25.00 $25,000.00
Disclosure

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

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 185,952

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

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:56 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,250 $0.00 $0.00
Disclosure

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

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,000

Underlying: Common Stock · 1,250 shares

Expires 2027-08-25

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

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

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

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

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:56 UTC TRUPANION, INC. TRUP · Entity 4822 SaleCommon Stock 491 $31.84 $15,633.44
Disclosure

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

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 186,952

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

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:56 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 1,250 Not disclosed Not disclosed
Disclosure

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

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 187,443

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

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

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:56 UTC TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 11, 2026 Filed Aug 13, 2026 22:44 UTC TRUPANION, INC. TRUP · Entity 4822 SaleCommon Stock 978 $29.05 $28,410.90
Disclosure

SEC source: 0001371285-26-000177 · wk-form4_1786661073.xml · nonDerivative · entry 1

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 175,401

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

Read SEC document
May 25, 2026 Filed May 28, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,250 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · derivative · entry 15

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,250

Underlying: Common Stock · 1,250 shares

Expires 2027-08-25

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

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

F8 · derivative.exercise_date: On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F8 · derivative.expiration_date: On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
May 25, 2026 Filed May 28, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 SaleCommon Stock 491 $21.86 $10,733.26
Disclosure

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · nonDerivative · entry 10

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 176,379

F3 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
May 25, 2026 Filed May 28, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 1,250 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · nonDerivative · entry 9

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 176,870

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

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

Read SEC document
May 22, 2026 Filed May 28, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 8,187 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · derivative · entry 14

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 57,310

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.

F7 · 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.

F7 · 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
May 22, 2026 Filed May 28, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 6,250 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · derivative · entry 13

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,750

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.

F6 · 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.

F6 · 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
May 22, 2026 Filed May 28, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 3,043 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · derivative · entry 12

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 27,382

Underlying: Common Stock · 3,043 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.

F5 · 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.

F5 · 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
May 22, 2026 Filed May 28, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 312 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · derivative · entry 11

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,188

Underlying: Common Stock · 312 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 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.

F4 · 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
May 22, 2026 Filed May 28, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 3,221 $21.98 $70,797.58
Disclosure

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · nonDerivative · entry 8

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 175,620

F3 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
May 22, 2026 Filed May 28, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 8,187 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · nonDerivative · entry 7

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 178,841

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

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

Read SEC document
May 22, 2026 Filed May 28, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 2,459 $21.98 $54,048.82
Disclosure

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · nonDerivative · entry 6

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 170,654

F3 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
May 22, 2026 Filed May 28, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 6,250 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · nonDerivative · entry 5

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 173,113

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.

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May 22, 2026 Filed May 28, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 1,197 $21.98 $26,310.06
Disclosure

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · nonDerivative · entry 4

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 166,863

F3 · 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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May 22, 2026 Filed May 28, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 3,043 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · nonDerivative · entry 3

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 168,060

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

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

Read SEC document
May 22, 2026 Filed May 28, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 122 $21.98 $2,681.56
Disclosure

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · nonDerivative · entry 2

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 165,017

F3 · shares: This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.

Read SEC document
May 22, 2026 Filed May 28, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 312 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000140 · wk-form4_1779932493.xml · nonDerivative · entry 1

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 165,139

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

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

F2 · balance_after: This footnote corrects an administrative error in the reporting of previously disclosed holdings. The total number of securities beneficially owned and as reported in Table I has been adjusted accordingly to reflect the reporting person's current beneficial ownership as of the transaction date.

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February 25, 2026 Filed Feb 28, 2026 01:03 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,250 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000060 · wk-form4_1772240597.xml · derivative · entry 6

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,500

Underlying: Common Stock · 1,250 shares

Expires 2027-08-25

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

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

F4 · derivative.exercise_date: On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F4 · derivative.expiration_date: On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

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February 25, 2026 Filed Feb 28, 2026 01:03 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 3,266 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000060 · wk-form4_1772240597.xml · derivative · entry 5

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 3,266 shares

Expires 2026-02-25

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

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

F3 · derivative.exercise_date: On February 28, 2022, the Reporting Person was granted 52,250 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F3 · derivative.expiration_date: On February 28, 2022, the Reporting Person was granted 52,250 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 25, 2026 Filed Feb 28, 2026 01:03 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 491 $26.70 $13,109.70
Disclosure

SEC source: 0001371285-26-000060 · wk-form4_1772240597.xml · nonDerivative · entry 4

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 164,829

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 25, 2026 Filed Feb 28, 2026 01:03 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 1,250 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000060 · wk-form4_1772240597.xml · nonDerivative · entry 3

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 165,320

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

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

Read SEC document
February 25, 2026 Filed Feb 28, 2026 01:03 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 1,285 $26.70 $34,309.50
Disclosure

SEC source: 0001371285-26-000060 · wk-form4_1772240597.xml · nonDerivative · entry 2

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 164,070

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

Read SEC document
February 25, 2026 Filed Feb 28, 2026 01:03 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 3,266 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000060 · wk-form4_1772240597.xml · nonDerivative · entry 1

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 165,355

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 3,042 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000034 · wk-form4_1771985485.xml · derivative · entry 13

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,425

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.

F7 · 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.

F7 · 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
February 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 6,250 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000034 · wk-form4_1771985485.xml · derivative · entry 12

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,000

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.

F6 · 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.

F6 · 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
February 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 313 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000034 · wk-form4_1771985485.xml · derivative · entry 11

Tooth Margaret · CIK 0001657025 · Director · CEO

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.

F5 · 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.

F5 · 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 TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 6,250 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000034 · wk-form4_1771985485.xml · derivative · entry 10

Tooth Margaret · CIK 0001657025 · Director · CEO

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.

F4 · 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.

F4 · 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 TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 740 $27.16 $20,098.40
Disclosure

SEC source: 0001371285-26-000034 · wk-form4_1771985485.xml · nonDerivative · entry 8

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 162,089

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 3,042 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000034 · wk-form4_1771985485.xml · nonDerivative · entry 7

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 162,829

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 1,521 $27.16 $41,310.36
Disclosure

SEC source: 0001371285-26-000034 · wk-form4_1771985485.xml · nonDerivative · entry 6

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 159,787

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 6,250 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000034 · wk-form4_1771985485.xml · nonDerivative · entry 5

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 161,308

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 92 $27.16 $2,498.72
Disclosure

SEC source: 0001371285-26-000034 · wk-form4_1771985485.xml · nonDerivative · entry 4

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 155,058

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 313 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000034 · wk-form4_1771985485.xml · nonDerivative · entry 3

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 155,150

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

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

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:11 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 1,707 $27.16 $46,362.12
Disclosure

SEC source: 0001371285-26-000034 · wk-form4_1771985485.xml · nonDerivative · entry 2

Tooth Margaret · CIK 0001657025 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 154,837

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.