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RAWLINGS DARRYL

Disclosed activity across 1 company

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19414
SEC CIK
0001611679

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Reported relationships

Latest disclosed role at each company.

CompanyLast reported asReport datePublished
TRUPANION, INC.TRUP · Entity 4822DirectorAugust 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-derivativeDirect25,151 Reported balance After 2026-08-22 transaction · row 1
1 source row

Row 1 · 2026-08-22 · Exercise / conversion · Acquired 313 · Balance 25,151

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

Restricted Stock Unit (RSU)SEC Table II · derivative / convertible security · Expires 2028-02-22Direct1,875 Reported balance After 2026-08-22 transaction · row 2 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 2 · 2026-08-22 · Exercise / conversion · Disposed 313 · Balance 1,875

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

F2: 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.

Filing footnotes · ownership attribution and instrument terms

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

F2: 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.

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 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: 0001371285-26-000188 · wk-form4_1787784969.xml · derivative · entry 2

RAWLINGS DARRYL · CIK 0001611679 · Director

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.

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

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

Read SEC document
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: 0001371285-26-000188 · wk-form4_1787784969.xml · nonDerivative · entry 1

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,151

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 01:57 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 312 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000143 · wk-form4_1779933418.xml · derivative · entry 2

RAWLINGS DARRYL · CIK 0001611679 · Director

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.

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
May 22, 2026 Filed May 28, 2026 01:57 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 312 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000143 · wk-form4_1779933418.xml · nonDerivative · entry 1

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,838

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

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

F2 · balance_after: The total amount of securities beneficially owned by the reporting person has been adjusted to correct two (2) scrivener's errors. (1) On May 7, 2024, a Form 4 was filed reporting a direct purchase of 20,700 shares by the reporting person; however, such shares were in fact purchased by indirect beneficial owner Kuyashii Primary Equities LLC; and (2) Form 4s were filed on February 26, 2025 and on February 27, 2025 to report tax withholdings in the aggregate amount of 2,994 shares, however there was no tax withholdings at that time because the reporting person was no longer providing services as an employee. 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.

Read SEC document
May 06, 2026 Filed May 9, 2026 01:41 UTC TRUPANION, INC. TRUP · Entity 4822 OtherCommon Stock 1,359 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000100 · wk-form4_1778290877.xml · nonDerivative · entry 1

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By Kuyashii Primary Equities LLC

Disclosed balance after: 1,435,340

F1 · price: The reporting person made a secured loan to a third party with stock pledged as collateral. The loan is to be repaid in installments. On May 6, 2026, after an event of default on the first installment, reporting person demanded delivery of shares attributable to the first installment.

F2 · balance_after: The total amount of securities beneficially owned by Kuyashii Primary Equities LLC has been adjusted to correct a scrivener's error. On May 7, 2024, a Form 4 was filed reporting a direct purchase of 20,700 shares by the reporting person; however, such shares were in fact purchased by Kuyashii Primary Equities LLC. This footnote (2) is made to correct the reporting of beneficial ownership.

Read SEC document
February 25, 2026 Filed Feb 28, 2026 01:03 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 946 $0.00 $0.00
Disclosure

SEC source: 0001371285-26-000058 · wk-form4_1772240585.xml · derivative · entry 2

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 946 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.

F2 · derivative.exercise_date: On February 28, 2022, the Reporting Person was granted 15,132 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.

F2 · derivative.expiration_date: On February 28, 2022, the Reporting Person was granted 15,132 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 Exercise / conversionCommon Stock 946 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-26-000058 · wk-form4_1772240585.xml · nonDerivative · entry 1

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 42,232

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 6,250 $0.00 $0.00
Disclosure

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

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 6,250 shares

Expires 2026-02-22

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

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

F3 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F3 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

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

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

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,500

Underlying: Common Stock · 313 shares

Expires 2028-02-22

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

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

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

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

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

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

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 41,286

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

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

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

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

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 35,036

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

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

Read SEC document
November 25, 2025 Filed Nov 26, 2025 23:27 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 946 $0.00 $0.00
Disclosure

SEC source: 0001611679-25-000008 · wk-form4_1764199667.xml · derivative · entry 2

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 946

Underlying: Common Stock · 946 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.

F2 · derivative.exercise_date: On February 28, 2022, the Reporting Person was granted 15,132 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.

F2 · derivative.expiration_date: On February 28, 2022, the Reporting Person was granted 15,132 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
November 25, 2025 Filed Nov 26, 2025 23:27 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 946 Not disclosed Not disclosed
Disclosure

SEC source: 0001611679-25-000008 · wk-form4_1764199667.xml · nonDerivative · entry 1

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 34,723

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
November 24, 2025 Filed Nov 26, 2025 02:31 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 6,250 $0.00 $0.00
Disclosure

SEC source: 0001611679-25-000006 · wk-form4_1764124263.xml · derivative · entry 4

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,250

Underlying: Common Stock · 6,250 shares

Expires 2026-02-22

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

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

F3 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F3 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
November 24, 2025 Filed Nov 26, 2025 02:31 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 312 $0.00 $0.00
Disclosure

SEC source: 0001611679-25-000006 · wk-form4_1764124263.xml · derivative · entry 3

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,813

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.

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

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

Read SEC document
November 24, 2025 Filed Nov 26, 2025 02:31 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 6,250 Not disclosed Not disclosed
Disclosure

SEC source: 0001611679-25-000006 · wk-form4_1764124263.xml · nonDerivative · entry 2

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 33,777

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
November 24, 2025 Filed Nov 26, 2025 02:31 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 312 Not disclosed Not disclosed
Disclosure

SEC source: 0001611679-25-000006 · wk-form4_1764124263.xml · nonDerivative · entry 1

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 27,527

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
November 20, 2025 Filed Nov 20, 2025 23:32 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionStock Option (right to buy) · Derivative 2,000 $0.00 Strike: $14.95 $0.00
Disclosure

SEC source: 0001611679-25-000004 · wk-form4_1763681541.xml · derivative · entry 2

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 2,000 shares

Expires 2026-08-08

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_date: The option was granted on August 8, 2016 and is fully vested.

Read SEC document
November 20, 2025 Filed Nov 20, 2025 23:32 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 2,000 $14.95 $29,900.00
Disclosure

SEC source: 0001611679-25-000004 · wk-form4_1763681541.xml · nonDerivative · entry 1

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 27,215

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.

Read SEC document
September 04, 2025 Filed Sep 5, 2025 23:37 UTC TRUPANION, INC. TRUP · Entity 4822 SaleCommon Stock 30,369 $44.70 $1,357,500.37
Disclosure

SEC source: 0001371285-25-000229 · wk-form4_1757115467.xml · nonDerivative · entry 2

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By Kuyashii Primary Equities LLC

Disclosed balance after: 1,413,281

F2 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $44.43 to $44.96 per share, inclusive. The reporting person undertakes to provide to the issuer, any security holder of the issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote (2).

Read SEC document
September 03, 2025 Filed Sep 5, 2025 23:37 UTC TRUPANION, INC. TRUP · Entity 4822 SaleCommon Stock 19,631 $44.79 $879,225.38
Disclosure

SEC source: 0001371285-25-000229 · wk-form4_1757115467.xml · nonDerivative · entry 1

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By Kuyashii Primary Equities LLC

Disclosed balance after: 1,443,650

F1 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $44.75 to $45.21 per share, inclusive. The reporting person undertakes to provide to the issuer, any security holder of the issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote (1).

Read SEC document
August 25, 2025 Filed Aug 28, 2025 01:54 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 946 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000222 · wk-form4_1756346092.xml · derivative · entry 13

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,892

Underlying: Common Stock · 946 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.

F6 · derivative.exercise_date: On February 28, 2022, the Reporting Person was granted 15,132 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.

F6 · derivative.expiration_date: On February 28, 2022, the Reporting Person was granted 15,132 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
August 25, 2025 Filed Aug 28, 2025 01:54 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 946 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000222 · wk-form4_1756346092.xml · nonDerivative · entry 6

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,215

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, 2025 Filed Aug 28, 2025 01:54 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 313 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000222 · wk-form4_1756346092.xml · derivative · entry 12

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,125

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
August 22, 2025 Filed Aug 28, 2025 01:54 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 6,250 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000222 · wk-form4_1756346092.xml · derivative · entry 11

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,500

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
August 22, 2025 Filed Aug 28, 2025 01:54 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 313 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000222 · wk-form4_1756346092.xml · nonDerivative · entry 5

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,269

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, 2025 Filed Aug 28, 2025 01:54 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 6,250 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000222 · wk-form4_1756346092.xml · nonDerivative · entry 4

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 23,956

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: Gives effect to transfer of 634,172 shares to a limited liability company, indirectly, wholly-owned by the reporting person and reporting person's spouse.

Read SEC document
May 22, 2025 Filed Aug 28, 2025 01:54 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 945 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000222 · wk-form4_1756346092.xml · derivative · entry 10

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,838

Underlying: Common Stock · 945 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.

F6 · derivative.exercise_date: On February 28, 2022, the Reporting Person was granted 15,132 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.

F6 · derivative.expiration_date: On February 28, 2022, the Reporting Person was granted 15,132 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
May 22, 2025 Filed Aug 28, 2025 01:54 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 312 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000222 · wk-form4_1756346092.xml · derivative · entry 9

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,438

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.

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
May 22, 2025 Filed Aug 28, 2025 01:54 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 6,250 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000222 · wk-form4_1756346092.xml · derivative · entry 8

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,750

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
May 22, 2025 Filed Aug 28, 2025 01:54 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 945 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000222 · wk-form4_1756346092.xml · nonDerivative · entry 3

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 651,878

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, 2025 Filed Aug 28, 2025 01:54 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 312 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000222 · wk-form4_1756346092.xml · nonDerivative · entry 2

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 650,933

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, 2025 Filed Aug 28, 2025 01:54 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 6,250 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000222 · wk-form4_1756346092.xml · nonDerivative · entry 1

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 650,621

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, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 946 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000067 · wk-form4_1740703988.xml · derivative · entry 6

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,783

Underlying: Common Stock · 946 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.

F4 · derivative.exercise_date: On February 28, 2022, the Reporting Person was granted 15,132 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.

F4 · derivative.expiration_date: On February 28, 2022, the Reporting Person was granted 15,132 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, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 2,738 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000067 · wk-form4_1740703988.xml · derivative · entry 5

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 2,738 shares

Expires 2025-02-25

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 22, 2021, the Reporting Person was granted 43,804 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, 2022, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F3 · derivative.expiration_date: On February 22, 2021, the Reporting Person was granted 43,804 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, 2022, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 25, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 230 $34.12 $7,847.60
Disclosure

SEC source: 0001371285-25-000067 · wk-form4_1740703988.xml · nonDerivative · entry 4

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 644,371

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, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 946 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000067 · wk-form4_1740703988.xml · nonDerivative · entry 3

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 644,601

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, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 666 $34.12 $22,723.92
Disclosure

SEC source: 0001371285-25-000067 · wk-form4_1740703988.xml · nonDerivative · entry 2

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 643,655

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, 2025 Filed Feb 28, 2025 00:53 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 2,738 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000067 · wk-form4_1740703988.xml · nonDerivative · entry 1

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 644,321

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 24, 2025 Filed Feb 27, 2025 01:13 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 1,250 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000040 · wk-form4_1740618818.xml · derivative · entry 6

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,750

Underlying: Common Stock · 1,250 shares

Expires 2028-02-25

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

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

F4 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 5,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

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 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 24, 2025 Filed Feb 27, 2025 01:13 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 6,250 $0.00 $0.00
Disclosure

SEC source: 0001371285-25-000040 · wk-form4_1740618818.xml · derivative · entry 5

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,000

Underlying: Common Stock · 6,250 shares

Expires 2026-02-22

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

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

F3 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

F3 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
February 24, 2025 Filed Feb 27, 2025 01:13 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 370 $33.41 $12,361.70
Disclosure

SEC source: 0001371285-25-000040 · wk-form4_1740618818.xml · nonDerivative · entry 4

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 641,583

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 24, 2025 Filed Feb 27, 2025 01:13 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 1,250 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000040 · wk-form4_1740618818.xml · nonDerivative · entry 3

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 641,953

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 24, 2025 Filed Feb 27, 2025 01:13 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 1,728 $33.41 $57,732.48
Disclosure

SEC source: 0001371285-25-000040 · wk-form4_1740618818.xml · nonDerivative · entry 2

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 640,703

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 24, 2025 Filed Feb 27, 2025 01:13 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 6,250 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-25-000040 · wk-form4_1740618818.xml · nonDerivative · entry 1

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 642,431

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
November 25, 2024 Filed Nov 28, 2024 02:48 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 2,738 $0.00 $0.00
Disclosure

SEC source: 0001371285-24-000305 · wk-form4_1732762086.xml · derivative · entry 8

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,738

Underlying: Common Stock · 2,738 shares

Expires 2025-02-25

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

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

F4 · derivative.exercise_date: On February 22, 2021, the Reporting Person was granted 43,804 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, 2022, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

F4 · derivative.expiration_date: On February 22, 2021, the Reporting Person was granted 43,804 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, 2022, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Read SEC document
November 25, 2024 Filed Nov 28, 2024 02:48 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionRestricted Stock Unit (RSU) · Derivative 946 $0.00 $0.00
Disclosure

SEC source: 0001371285-24-000305 · wk-form4_1732762086.xml · derivative · entry 7

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,729

Underlying: Common Stock · 946 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 15,132 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 15,132 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
November 25, 2024 Filed Nov 28, 2024 02:48 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 1,077 $53.46 $57,576.42
Disclosure

SEC source: 0001371285-24-000305 · wk-form4_1732762086.xml · nonDerivative · entry 4

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 632,108

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
November 25, 2024 Filed Nov 28, 2024 02:48 UTC TRUPANION, INC. TRUP · Entity 4822 Exercise / conversionCommon Stock 2,738 Not disclosed Not disclosed
Disclosure

SEC source: 0001371285-24-000305 · wk-form4_1732762086.xml · nonDerivative · entry 3

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 633,185

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
November 25, 2024 Filed Nov 28, 2024 02:48 UTC TRUPANION, INC. TRUP · Entity 4822 Tax withholdingCommon Stock 372 $53.46 $19,887.12
Disclosure

SEC source: 0001371285-24-000305 · wk-form4_1732762086.xml · nonDerivative · entry 2

RAWLINGS DARRYL · CIK 0001611679 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 630,447

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.