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BEARMAN ASHER

Disclosed activity across 1 company

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19478
SEC CIK
0001622728

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Reported relationships

Latest disclosed role at each company.

CompanyLast reported asReport datePublished
TRUPANION, INC.TRUP · Entity 4822Chief Legal OfficerAugust 22, 2026August 26, 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 August 22, 2026 · Filed August 26, 2026

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Common StockSEC Table I · non-derivativeDirect74,013 Ending reported balance After 2026-08-25 transaction · row 10
10 source rows · reconciled sequence

Row 1 · 2026-08-22 · Exercise / conversion · Acquired 265 · Balance 72,509

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

Row 2 · 2026-08-22 · Tax withholding · Disposed 86 · Balance 72,423

F2: 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.

Row 3 · 2026-08-22 · Exercise / conversion · Acquired 9 · Balance 72,432

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

Row 4 · 2026-08-22 · Tax withholding · Disposed 2 · Balance 72,430

F2: 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.

Row 5 · 2026-08-22 · Exercise / conversion · Acquired 379 · Balance 72,809

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

Row 6 · 2026-08-22 · Tax withholding · Disposed 123 · Balance 72,686

F2: 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.

Row 7 · 2026-08-22 · Exercise / conversion · Acquired 1,832 · Balance 74,518

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

Row 8 · 2026-08-22 · Tax withholding · Disposed 590 · Balance 73,928

F2: 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.

Row 9 · 2026-08-25 · Exercise / conversion · Acquired 125 · Balance 74,053

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

Row 10 · 2026-08-25 · Tax withholding · Disposed 40 · Balance 74,013

F2: 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.

Restricted Stock Unit (RSU)SEC Table II · derivative / convertible security · Expires 2027-02-22Direct531 Reported balance After 2026-08-22 transaction · row 11 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 11 · 2026-08-22 · Exercise / conversion · Disposed 265 · Balance 531

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

F3: On February 27, 2025, the reporting person was granted 2,122 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Restricted Stock Unit (RSU)SEC Table II · derivative / convertible security · Expires 2027-02-22Direct18 Reported balance After 2026-08-22 transaction · row 12 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 12 · 2026-08-22 · Exercise / conversion · Disposed 9 · Balance 18

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

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

Restricted Stock Unit (RSU)SEC Table II · derivative / convertible security · Expires 2027-08-22Direct1,516 Reported balance After 2026-08-22 transaction · row 13 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 13 · 2026-08-22 · Exercise / conversion · Disposed 379 · Balance 1,516

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

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

Restricted Stock Unit (RSU)SEC Table II · derivative / convertible security · Expires 2028-02-22Direct10,992 Reported balance After 2026-08-22 transaction · row 14 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 14 · 2026-08-22 · Exercise / conversion · Disposed 1,832 · Balance 10,992

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

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

Restricted Stock Unit (RSU)SEC Table II · derivative / convertible security · Expires 2027-08-25Direct500 Reported balance After 2026-08-25 transaction · row 15 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 15 · 2026-08-25 · Exercise / conversion · Disposed 125 · Balance 500

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

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

Filing footnotes · ownership attribution and instrument terms

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

F2: 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.

F3: On February 27, 2025, the reporting person was granted 2,122 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

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

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

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

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

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
August 25, 2026 Filed Aug 26, 2026 22:57 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 125 $0.00 $0.00
Disclosure

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

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 500

Underlying: Common Stock · 125 shares

Expires 2027-08-25

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

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

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

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

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:57 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 40 $31.84 $1,273.60
Disclosure

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

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 74,013

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

Read SEC document
August 25, 2026 Filed Aug 26, 2026 22:57 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 125 Not disclosed Not disclosed
Disclosure

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

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 74,053

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

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

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,832 $0.00 $0.00
Disclosure

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

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,992

Underlying: Common Stock · 1,832 shares

Expires 2028-02-22

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

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

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

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

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 379 $0.00 $0.00
Disclosure

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

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,516

Underlying: Common Stock · 379 shares

Expires 2027-08-22

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

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

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

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

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 9 $0.00 $0.00
Disclosure

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

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18

Underlying: Common Stock · 9 shares

Expires 2027-02-22

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

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

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

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

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 265 $0.00 $0.00
Disclosure

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

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 531

Underlying: Common Stock · 265 shares

Expires 2027-02-22

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

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

F3 · derivative.exercise_date: On February 27, 2025, the reporting person was granted 2,122 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F3 · derivative.expiration_date: On February 27, 2025, the reporting person was granted 2,122 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 590 $31.76 $18,738.40
Disclosure

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

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 73,928

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

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 1,832 Not disclosed Not disclosed
Disclosure

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

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 74,518

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

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

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 123 $31.76 $3,906.48
Disclosure

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

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,686

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

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 379 Not disclosed Not disclosed
Disclosure

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

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,809

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

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

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 2 $31.76 $63.52
Disclosure

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

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,430

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

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 9 Not disclosed Not disclosed
Disclosure

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

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,432

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

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

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 86 $31.76 $2,731.36
Disclosure

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

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,423

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

Read SEC document
August 22, 2026 Filed Aug 26, 2026 22:57 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 265 Not disclosed Not disclosed
Disclosure

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

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,509

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

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

Read SEC document
May 25, 2026 Filed May 28, 2026 01:40 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 125 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · derivative · entry 15

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 625

Underlying: Common Stock · 125 shares

Expires 2027-08-25

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

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

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

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

Read SEC document
May 25, 2026 Filed May 28, 2026 01:40 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 40 $21.86 $874.40
Disclosure

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · nonDerivative · entry 10

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,244

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
May 25, 2026 Filed May 28, 2026 01:40 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 125 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · nonDerivative · entry 9

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,284

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 01:40 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,832 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · derivative · entry 14

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,824

Underlying: Common Stock · 1,832 shares

Expires 2028-02-22

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

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

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

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

Read SEC document
May 22, 2026 Filed May 28, 2026 01:40 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 379 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · derivative · entry 13

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,895

Underlying: Common Stock · 379 shares

Expires 2027-08-22

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

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

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

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

Read SEC document
May 22, 2026 Filed May 28, 2026 01:40 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 8 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · derivative · entry 12

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 27

Underlying: Common Stock · 8 shares

Expires 2027-02-22

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

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

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

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

Read SEC document
May 22, 2026 Filed May 28, 2026 01:40 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 265 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · derivative · entry 11

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 796

Underlying: Common Stock · 265 shares

Expires 2027-02-22

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

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

F3 · derivative.exercise_date: On February 27, 2025, the reporting person was granted 2,122 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F3 · derivative.expiration_date: On February 27, 2025, the reporting person was granted 2,122 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
May 22, 2026 Filed May 28, 2026 01:40 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 595 $21.98 $13,078.10
Disclosure

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · nonDerivative · entry 8

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,159

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
May 22, 2026 Filed May 28, 2026 01:40 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 1,832 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · nonDerivative · entry 7

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,754

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 01:40 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 122 $21.98 $2,681.56
Disclosure

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · nonDerivative · entry 6

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,922

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
May 22, 2026 Filed May 28, 2026 01:40 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 379 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · nonDerivative · entry 5

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 71,044

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 01:40 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 2 $21.98 $43.96
Disclosure

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · nonDerivative · entry 4

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,665

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
May 22, 2026 Filed May 28, 2026 01:40 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 8 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · nonDerivative · entry 3

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,667

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 01:40 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 85 $21.98 $1,868.30
Disclosure

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · nonDerivative · entry 2

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,659

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
May 22, 2026 Filed May 28, 2026 01:40 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 265 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000133 · wk-form4_1779932447.xml · nonDerivative · entry 1

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,744

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

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

Read SEC document
February 25, 2026 Filed Feb 28, 2026 01:02 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 125 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000055 · wk-form4_1772240567.xml · derivative · entry 6

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 750

Underlying: Common Stock · 125 shares

Expires 2027-08-25

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

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

F4 · derivative.exercise_date: On August 14, 2023, the Reporting Person was granted 1,999 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F4 · derivative.expiration_date: On August 14, 2023, the Reporting Person was granted 1,999 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 25, 2026 Filed Feb 28, 2026 01:02 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 180 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000055 · wk-form4_1772240567.xml · derivative · entry 5

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 180 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 2,881 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 2,881 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 01:02 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 48 $26.70 $1,281.60
Disclosure

SEC source: 0001371285-26-000055 · wk-form4_1772240567.xml · nonDerivative · entry 4

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,479

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

Read SEC document
February 25, 2026 Filed Feb 28, 2026 01:02 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 125 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000055 · wk-form4_1772240567.xml · nonDerivative · entry 3

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,527

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

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

Read SEC document
February 25, 2026 Filed Feb 28, 2026 01:02 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 68 $26.70 $1,815.60
Disclosure

SEC source: 0001371285-26-000055 · wk-form4_1772240567.xml · nonDerivative · entry 2

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,402

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

Read SEC document
February 25, 2026 Filed Feb 28, 2026 01:02 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 180 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000055 · wk-form4_1772240567.xml · nonDerivative · entry 1

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,470

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 TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 379 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000039 · wk-form4_1771985526.xml · derivative · entry 13

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,274

Underlying: Common Stock · 379 shares

Expires not disclosed

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

F7 · derivative.expiration_date: On August 15, 2025, the reporting person was granted 3,032 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on November 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 9 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000039 · wk-form4_1771985526.xml · derivative · entry 12

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 35

Underlying: Common Stock · 9 shares

Expires 2027-02-22

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

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

F6 · derivative.exercise_date: On February 27, 2025, the reporting person was granted 70 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F6 · derivative.expiration_date: On February 27, 2025, the reporting person was granted 70 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 266 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000039 · wk-form4_1771985526.xml · derivative · entry 11

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,061

Underlying: Common Stock · 266 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 2,122 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F5 · derivative.expiration_date: On February 27, 2025, the reporting person was granted 2,122 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 22, 2026 Filed Feb 25, 2026 02:12 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 973 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000039 · wk-form4_1771985526.xml · derivative · entry 10

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 973 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 7,777 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 7,777 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 TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 142 $27.16 $3,856.72
Disclosure

SEC source: 0001371285-26-000039 · wk-form4_1771985526.xml · nonDerivative · entry 8

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,290

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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 TRUPANION, INC. TRUP · Entity 4822 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 20, 2026 Filed Feb 25, 2026 02:12 UTC TRUPANION, INC. TRUP · Entity 4822 GrantRestricted Stock Unit (RSU) · Derivative 14,656 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000039 · wk-form4_1771985526.xml · derivative · entry 9

BEARMAN ASHER · CIK 0001622728 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,656

Underlying: Common Stock · 14,656 shares

Expires 2028-02-22

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

F3 · derivative.exercise_date: On February 20, 2026, the reporting person was granted 14,656 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F3 · derivative.expiration_date: On February 20, 2026, the reporting person was granted 14,656 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 28, 2022 Filed Mar 2, 2022 00:31 UTC TRUPANION, INC. TRUP · Entity 4822 GrantRestricted Stock Unit (RSU) · Derivative 203 $0.00 $0.00
Disclosure

SEC source: 0001371285-22-000061 · wf-form4_164618104342977.xml · derivative · entry 16

BEARMAN ASHER · CIK 0001622728 · EVP, Business Development

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 203

Underlying: Common Stock · 203 shares

Expires not disclosed

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

F9 · derivative.exercise_date: This RSU is fully vested on grant date.

F9 · derivative.expiration_date: This RSU is fully vested on grant date.

Read SEC document

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