{"transactions":[{"id":4639756,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-10-13T22:11:21.000Z","date":"2026-10-09","kind":"sale","planned":true,"acquired":false,"shares":1000,"price":25.84,"value":25840.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"The exercise and sale reported were effected pursuant to a Rule 10b5-1 (c) trading plan adopted by reporting person on May 11, 2026, in order to implement a plan of financial diversification.  Accordingly, the reporting person had no discretion with regard to the timing of the transaction."}],"balance_after":184952,"source":{"system":"sec-edgar","filing":"0001371285-26-000205","document":"wk-form4_1791929479.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000205/wk-form4_1791929479.xml","form_type":"4"}},{"id":4618645,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-09-15T22:55:30.000Z","date":"2026-09-11","kind":"sale","planned":true,"acquired":false,"shares":1000,"price":25,"value":25000.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"The exercise and sale reported were effected pursuant to a Rule 10b5-1 (c) trading plan adopted by reporting person on May 11, 2026, in order to implement a plan of financial diversification.  Accordingly, the reporting person had no discretion with regard to the timing of the transaction."}],"balance_after":185952,"source":{"system":"sec-edgar","filing":"0001371285-26-000201","document":"wk-form4_1789512927.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000201/wk-form4_1789512927.xml","form_type":"4"}},{"id":675017,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-08-26T22:56:25.000Z","date":"2026-08-25","kind":"exercise","planned":false,"acquired":false,"shares":1250,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F7","text":"On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F7","text":"On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":5000,"derivative":{"expiration_date":"2027-08-25","underlying":"Common Stock","underlying_shares":1250},"source":{"system":"sec-edgar","filing":"0001371285-26-000190","document":"wk-form4_1787784982.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":15,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000190/wk-form4_1787784982.xml","form_type":"4"}},{"id":675016,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-08-26T22:56:25.000Z","date":"2026-08-22","kind":"exercise","planned":false,"acquired":false,"shares":8187,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F6","text":"On February 20, 2026, the reporting person was granted 65,497 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F6","text":"On February 20, 2026, the reporting person was granted 65,497 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":49123,"derivative":{"expiration_date":"2028-02-22","underlying":"Common Stock","underlying_shares":8187},"source":{"system":"sec-edgar","filing":"0001371285-26-000190","document":"wk-form4_1787784982.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":14,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000190/wk-form4_1787784982.xml","form_type":"4"}},{"id":675015,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-08-26T22:56:25.000Z","date":"2026-08-22","kind":"exercise","planned":false,"acquired":false,"shares":6250,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F5","text":"On February 27, 2025, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F5","text":"On February 27, 2025, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":12500,"derivative":{"expiration_date":"2027-02-22","underlying":"Common Stock","underlying_shares":6250},"source":{"system":"sec-edgar","filing":"0001371285-26-000190","document":"wk-form4_1787784982.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":13,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000190/wk-form4_1787784982.xml","form_type":"4"}},{"id":675014,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-08-26T22:56:25.000Z","date":"2026-08-22","kind":"exercise","planned":false,"acquired":false,"shares":3042,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On August 19, 2024, the reporting person was granted 48,679 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On August 19, 2024, the reporting person was granted 48,679 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":24340,"derivative":{"expiration_date":"2028-08-22","underlying":"Common Stock","underlying_shares":3042},"source":{"system":"sec-edgar","filing":"0001371285-26-000190","document":"wk-form4_1787784982.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":12,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000190/wk-form4_1787784982.xml","form_type":"4"}},{"id":675013,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-08-26T22:56:25.000Z","date":"2026-08-22","kind":"exercise","planned":false,"acquired":false,"shares":313,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F3","text":"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."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F3","text":"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."}],"balance_after":1875,"derivative":{"expiration_date":"2028-02-22","underlying":"Common Stock","underlying_shares":313},"source":{"system":"sec-edgar","filing":"0001371285-26-000190","document":"wk-form4_1787784982.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":11,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000190/wk-form4_1787784982.xml","form_type":"4"}},{"id":675012,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-08-26T22:56:25.000Z","date":"2026-08-25","kind":"sale","planned":false,"acquired":false,"shares":491,"price":31.84,"value":15633.44,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":186952,"source":{"system":"sec-edgar","filing":"0001371285-26-000190","document":"wk-form4_1787784982.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":10,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000190/wk-form4_1787784982.xml","form_type":"4"}},{"id":675011,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-08-26T22:56:25.000Z","date":"2026-08-25","kind":"exercise","planned":false,"acquired":true,"shares":1250,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":187443,"source":{"system":"sec-edgar","filing":"0001371285-26-000190","document":"wk-form4_1787784982.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":9,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000190/wk-form4_1787784982.xml","form_type":"4"}},{"id":675010,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-08-26T22:56:25.000Z","date":"2026-08-22","kind":"tax_withholding","planned":false,"acquired":false,"shares":3221,"price":31.76,"value":102298.96,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":186193,"source":{"system":"sec-edgar","filing":"0001371285-26-000190","document":"wk-form4_1787784982.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":8,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000190/wk-form4_1787784982.xml","form_type":"4"}},{"id":675009,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-08-26T22:56:25.000Z","date":"2026-08-22","kind":"exercise","planned":false,"acquired":true,"shares":8187,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":189414,"source":{"system":"sec-edgar","filing":"0001371285-26-000190","document":"wk-form4_1787784982.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":7,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000190/wk-form4_1787784982.xml","form_type":"4"}},{"id":675008,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-08-26T22:56:25.000Z","date":"2026-08-22","kind":"tax_withholding","planned":false,"acquired":false,"shares":2459,"price":31.76,"value":78097.84,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":181227,"source":{"system":"sec-edgar","filing":"0001371285-26-000190","document":"wk-form4_1787784982.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000190/wk-form4_1787784982.xml","form_type":"4"}},{"id":675007,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-08-26T22:56:25.000Z","date":"2026-08-22","kind":"exercise","planned":false,"acquired":true,"shares":6250,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":183686,"source":{"system":"sec-edgar","filing":"0001371285-26-000190","document":"wk-form4_1787784982.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000190/wk-form4_1787784982.xml","form_type":"4"}},{"id":675006,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-08-26T22:56:25.000Z","date":"2026-08-22","kind":"tax_withholding","planned":false,"acquired":false,"shares":1197,"price":31.76,"value":38016.72,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":177436,"source":{"system":"sec-edgar","filing":"0001371285-26-000190","document":"wk-form4_1787784982.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000190/wk-form4_1787784982.xml","form_type":"4"}},{"id":675005,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-08-26T22:56:25.000Z","date":"2026-08-22","kind":"exercise","planned":false,"acquired":true,"shares":3042,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":178633,"source":{"system":"sec-edgar","filing":"0001371285-26-000190","document":"wk-form4_1787784982.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000190/wk-form4_1787784982.xml","form_type":"4"}},{"id":675004,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-08-26T22:56:25.000Z","date":"2026-08-22","kind":"tax_withholding","planned":false,"acquired":false,"shares":123,"price":31.76,"value":3906.48,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":175591,"source":{"system":"sec-edgar","filing":"0001371285-26-000190","document":"wk-form4_1787784982.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000190/wk-form4_1787784982.xml","form_type":"4"}},{"id":675003,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-08-26T22:56:25.000Z","date":"2026-08-22","kind":"exercise","planned":false,"acquired":true,"shares":313,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":175714,"source":{"system":"sec-edgar","filing":"0001371285-26-000190","document":"wk-form4_1787784982.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000190/wk-form4_1787784982.xml","form_type":"4"}},{"id":687959,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-08-13T22:44:35.000Z","date":"2026-08-11","kind":"sale","planned":true,"acquired":false,"shares":978,"price":29.05,"value":28410.9,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"The exercise and sale reported were effected pursuant to a Rule 10b5-1 (c) trading plan adopted by reporting person on May 11, 2026, in order to implement a plan of financial diversification.  Accordingly, the reporting person had no discretion with regard to the timing of the transaction."}],"balance_after":175401,"source":{"system":"sec-edgar","filing":"0001371285-26-000177","document":"wk-form4_1786661073.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000177/wk-form4_1786661073.xml","form_type":"4"}},{"id":761791,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-05-28T01:41:36.000Z","date":"2026-05-25","kind":"exercise","planned":false,"acquired":false,"shares":1250,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F8","text":"On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F8","text":"On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":6250,"derivative":{"expiration_date":"2027-08-25","underlying":"Common Stock","underlying_shares":1250},"source":{"system":"sec-edgar","filing":"0001371285-26-000140","document":"wk-form4_1779932493.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":15,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000140/wk-form4_1779932493.xml","form_type":"4"}},{"id":761790,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-05-28T01:41:36.000Z","date":"2026-05-22","kind":"exercise","planned":false,"acquired":false,"shares":8187,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F7","text":"On February 20, 2026, the reporting person was granted 65,497 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F7","text":"On February 20, 2026, the reporting person was granted 65,497 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":57310,"derivative":{"expiration_date":"2028-02-22","underlying":"Common Stock","underlying_shares":8187},"source":{"system":"sec-edgar","filing":"0001371285-26-000140","document":"wk-form4_1779932493.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":14,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000140/wk-form4_1779932493.xml","form_type":"4"}},{"id":761789,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-05-28T01:41:36.000Z","date":"2026-05-22","kind":"exercise","planned":false,"acquired":false,"shares":6250,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F6","text":"On February 27, 2025, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F6","text":"On February 27, 2025, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":18750,"derivative":{"expiration_date":"2027-02-22","underlying":"Common Stock","underlying_shares":6250},"source":{"system":"sec-edgar","filing":"0001371285-26-000140","document":"wk-form4_1779932493.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":13,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000140/wk-form4_1779932493.xml","form_type":"4"}},{"id":761788,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-05-28T01:41:36.000Z","date":"2026-05-22","kind":"exercise","planned":false,"acquired":false,"shares":3043,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F5","text":"On August 19, 2024, the reporting person was granted 48,679 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F5","text":"On August 19, 2024, the reporting person was granted 48,679 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":27382,"derivative":{"expiration_date":"2028-08-22","underlying":"Common Stock","underlying_shares":3043},"source":{"system":"sec-edgar","filing":"0001371285-26-000140","document":"wk-form4_1779932493.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":12,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000140/wk-form4_1779932493.xml","form_type":"4"}},{"id":761787,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-05-28T01:41:36.000Z","date":"2026-05-22","kind":"exercise","planned":false,"acquired":false,"shares":312,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"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."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"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."}],"balance_after":2188,"derivative":{"expiration_date":"2028-02-22","underlying":"Common Stock","underlying_shares":312},"source":{"system":"sec-edgar","filing":"0001371285-26-000140","document":"wk-form4_1779932493.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":11,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000140/wk-form4_1779932493.xml","form_type":"4"}},{"id":761786,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-05-28T01:41:36.000Z","date":"2026-05-25","kind":"sale","planned":false,"acquired":false,"shares":491,"price":21.86,"value":10733.26,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F3","text":"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."}],"balance_after":176379,"source":{"system":"sec-edgar","filing":"0001371285-26-000140","document":"wk-form4_1779932493.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":10,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000140/wk-form4_1779932493.xml","form_type":"4"}},{"id":761785,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-05-28T01:41:36.000Z","date":"2026-05-25","kind":"exercise","planned":false,"acquired":true,"shares":1250,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":176870,"source":{"system":"sec-edgar","filing":"0001371285-26-000140","document":"wk-form4_1779932493.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":9,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000140/wk-form4_1779932493.xml","form_type":"4"}},{"id":761784,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-05-28T01:41:36.000Z","date":"2026-05-22","kind":"tax_withholding","planned":false,"acquired":false,"shares":3221,"price":21.98,"value":70797.58,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F3","text":"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."}],"balance_after":175620,"source":{"system":"sec-edgar","filing":"0001371285-26-000140","document":"wk-form4_1779932493.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":8,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000140/wk-form4_1779932493.xml","form_type":"4"}},{"id":761783,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-05-28T01:41:36.000Z","date":"2026-05-22","kind":"exercise","planned":false,"acquired":true,"shares":8187,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":178841,"source":{"system":"sec-edgar","filing":"0001371285-26-000140","document":"wk-form4_1779932493.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":7,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000140/wk-form4_1779932493.xml","form_type":"4"}},{"id":761782,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-05-28T01:41:36.000Z","date":"2026-05-22","kind":"tax_withholding","planned":false,"acquired":false,"shares":2459,"price":21.98,"value":54048.82,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F3","text":"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."}],"balance_after":170654,"source":{"system":"sec-edgar","filing":"0001371285-26-000140","document":"wk-form4_1779932493.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000140/wk-form4_1779932493.xml","form_type":"4"}},{"id":761781,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-05-28T01:41:36.000Z","date":"2026-05-22","kind":"exercise","planned":false,"acquired":true,"shares":6250,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":173113,"source":{"system":"sec-edgar","filing":"0001371285-26-000140","document":"wk-form4_1779932493.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000140/wk-form4_1779932493.xml","form_type":"4"}},{"id":761780,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-05-28T01:41:36.000Z","date":"2026-05-22","kind":"tax_withholding","planned":false,"acquired":false,"shares":1197,"price":21.98,"value":26310.06,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F3","text":"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."}],"balance_after":166863,"source":{"system":"sec-edgar","filing":"0001371285-26-000140","document":"wk-form4_1779932493.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000140/wk-form4_1779932493.xml","form_type":"4"}},{"id":761779,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-05-28T01:41:36.000Z","date":"2026-05-22","kind":"exercise","planned":false,"acquired":true,"shares":3043,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":168060,"source":{"system":"sec-edgar","filing":"0001371285-26-000140","document":"wk-form4_1779932493.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000140/wk-form4_1779932493.xml","form_type":"4"}},{"id":761778,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-05-28T01:41:36.000Z","date":"2026-05-22","kind":"tax_withholding","planned":false,"acquired":false,"shares":122,"price":21.98,"value":2681.56,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F3","text":"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."}],"balance_after":165017,"source":{"system":"sec-edgar","filing":"0001371285-26-000140","document":"wk-form4_1779932493.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000140/wk-form4_1779932493.xml","form_type":"4"}},{"id":761777,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-05-28T01:41:36.000Z","date":"2026-05-22","kind":"exercise","planned":false,"acquired":true,"shares":312,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"balance_after","element":"sharesOwnedFollowingTransaction","label":"F2","text":"This footnote corrects an administrative error in the reporting of previously disclosed holdings. The total number of securities beneficially owned and as reported in Table I has been adjusted accordingly to reflect the reporting person's current beneficial ownership as of the transaction date."}],"balance_after":165139,"source":{"system":"sec-edgar","filing":"0001371285-26-000140","document":"wk-form4_1779932493.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000140/wk-form4_1779932493.xml","form_type":"4"}},{"id":877262,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-02-28T01:03:19.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":false,"shares":1250,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":7500,"derivative":{"expiration_date":"2027-08-25","underlying":"Common Stock","underlying_shares":1250},"source":{"system":"sec-edgar","filing":"0001371285-26-000060","document":"wk-form4_1772240597.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000060/wk-form4_1772240597.xml","form_type":"4"}},{"id":877261,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-02-28T01:03:19.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":false,"shares":3266,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F3","text":"On February 28, 2022, the Reporting Person was granted 52,250 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F3","text":"On February 28, 2022, the Reporting Person was granted 52,250 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":0,"derivative":{"expiration_date":"2026-02-25","underlying":"Common Stock","underlying_shares":3266},"source":{"system":"sec-edgar","filing":"0001371285-26-000060","document":"wk-form4_1772240597.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000060/wk-form4_1772240597.xml","form_type":"4"}},{"id":877260,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-02-28T01:03:19.000Z","date":"2026-02-25","kind":"tax_withholding","planned":false,"acquired":false,"shares":491,"price":26.7,"value":13109.7,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":164829,"source":{"system":"sec-edgar","filing":"0001371285-26-000060","document":"wk-form4_1772240597.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000060/wk-form4_1772240597.xml","form_type":"4"}},{"id":877259,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-02-28T01:03:19.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":true,"shares":1250,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":165320,"source":{"system":"sec-edgar","filing":"0001371285-26-000060","document":"wk-form4_1772240597.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000060/wk-form4_1772240597.xml","form_type":"4"}},{"id":877258,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-02-28T01:03:19.000Z","date":"2026-02-25","kind":"tax_withholding","planned":false,"acquired":false,"shares":1285,"price":26.7,"value":34309.5,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":164070,"source":{"system":"sec-edgar","filing":"0001371285-26-000060","document":"wk-form4_1772240597.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000060/wk-form4_1772240597.xml","form_type":"4"}},{"id":877257,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-02-28T01:03:19.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":true,"shares":3266,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":165355,"source":{"system":"sec-edgar","filing":"0001371285-26-000060","document":"wk-form4_1772240597.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000060/wk-form4_1772240597.xml","form_type":"4"}},{"id":884799,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-02-25T02:11:28.000Z","date":"2026-02-22","kind":"exercise","planned":false,"acquired":false,"shares":3042,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F7","text":"On August 19, 2024, the reporting person was granted 48,679 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F7","text":"On August 19, 2024, the reporting person was granted 48,679 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":30425,"derivative":{"expiration_date":"2028-08-22","underlying":"Common Stock","underlying_shares":3042},"source":{"system":"sec-edgar","filing":"0001371285-26-000034","document":"wk-form4_1771985485.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":13,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000034/wk-form4_1771985485.xml","form_type":"4"}},{"id":884798,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-02-25T02:11:28.000Z","date":"2026-02-22","kind":"exercise","planned":false,"acquired":false,"shares":6250,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F6","text":"On February 27, 2025, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F6","text":"On February 27, 2025, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":25000,"derivative":{"expiration_date":"2027-02-22","underlying":"Common Stock","underlying_shares":6250},"source":{"system":"sec-edgar","filing":"0001371285-26-000034","document":"wk-form4_1771985485.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":12,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000034/wk-form4_1771985485.xml","form_type":"4"}},{"id":884797,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-02-25T02:11:28.000Z","date":"2026-02-22","kind":"exercise","planned":false,"acquired":false,"shares":313,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F5","text":"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."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F5","text":"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."}],"balance_after":2500,"derivative":{"expiration_date":"2028-02-22","underlying":"Common Stock","underlying_shares":313},"source":{"system":"sec-edgar","filing":"0001371285-26-000034","document":"wk-form4_1771985485.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":11,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000034/wk-form4_1771985485.xml","form_type":"4"}},{"id":884796,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-02-25T02:11:28.000Z","date":"2026-02-22","kind":"exercise","planned":false,"acquired":false,"shares":6250,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"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."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"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."}],"balance_after":0,"derivative":{"expiration_date":"2026-02-22","underlying":"Common Stock","underlying_shares":6250},"source":{"system":"sec-edgar","filing":"0001371285-26-000034","document":"wk-form4_1771985485.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":10,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000034/wk-form4_1771985485.xml","form_type":"4"}},{"id":884795,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2026-02-25T02:11:28.000Z","date":"2026-02-20","kind":"grant","planned":false,"acquired":true,"shares":65497,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F3","text":"On February 20, 2026, the reporting person was granted 65,497 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F3","text":"On February 20, 2026, the reporting person was granted 65,497 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":65497,"derivative":{"expiration_date":"2028-02-22","underlying":"Common Stock","underlying_shares":65497},"source":{"system":"sec-edgar","filing":"0001371285-26-000034","document":"wk-form4_1771985485.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":9,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000034/wk-form4_1771985485.xml","form_type":"4"}},{"id":884794,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-02-25T02:11:28.000Z","date":"2026-02-22","kind":"tax_withholding","planned":false,"acquired":false,"shares":740,"price":27.16,"value":20098.4,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":162089,"source":{"system":"sec-edgar","filing":"0001371285-26-000034","document":"wk-form4_1771985485.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":8,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000034/wk-form4_1771985485.xml","form_type":"4"}},{"id":884793,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-02-25T02:11:28.000Z","date":"2026-02-22","kind":"exercise","planned":false,"acquired":true,"shares":3042,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":162829,"source":{"system":"sec-edgar","filing":"0001371285-26-000034","document":"wk-form4_1771985485.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":7,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000034/wk-form4_1771985485.xml","form_type":"4"}},{"id":884792,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-02-25T02:11:28.000Z","date":"2026-02-22","kind":"tax_withholding","planned":false,"acquired":false,"shares":1521,"price":27.16,"value":41310.36,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":159787,"source":{"system":"sec-edgar","filing":"0001371285-26-000034","document":"wk-form4_1771985485.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000034/wk-form4_1771985485.xml","form_type":"4"}},{"id":884791,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-02-25T02:11:28.000Z","date":"2026-02-22","kind":"exercise","planned":false,"acquired":true,"shares":6250,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":161308,"source":{"system":"sec-edgar","filing":"0001371285-26-000034","document":"wk-form4_1771985485.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000034/wk-form4_1771985485.xml","form_type":"4"}},{"id":884790,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-02-25T02:11:28.000Z","date":"2026-02-22","kind":"tax_withholding","planned":false,"acquired":false,"shares":92,"price":27.16,"value":2498.72,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":155058,"source":{"system":"sec-edgar","filing":"0001371285-26-000034","document":"wk-form4_1771985485.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000034/wk-form4_1771985485.xml","form_type":"4"}},{"id":884789,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-02-25T02:11:28.000Z","date":"2026-02-22","kind":"exercise","planned":false,"acquired":true,"shares":313,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":155150,"source":{"system":"sec-edgar","filing":"0001371285-26-000034","document":"wk-form4_1771985485.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000034/wk-form4_1771985485.xml","form_type":"4"}},{"id":884788,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-02-25T02:11:28.000Z","date":"2026-02-22","kind":"tax_withholding","planned":false,"acquired":false,"shares":1707,"price":27.16,"value":46362.12,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":154837,"source":{"system":"sec-edgar","filing":"0001371285-26-000034","document":"wk-form4_1771985485.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000034/wk-form4_1771985485.xml","form_type":"4"}},{"id":884787,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2026-02-25T02:11:28.000Z","date":"2026-02-22","kind":"exercise","planned":false,"acquired":true,"shares":6250,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":156544,"source":{"system":"sec-edgar","filing":"0001371285-26-000034","document":"wk-form4_1771985485.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128526000034/wk-form4_1771985485.xml","form_type":"4"}},{"id":960968,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Stock Option (right to buy)","published_at":"2025-12-23T00:26:26.000Z","date":"2025-12-19","kind":"exercise","planned":true,"acquired":false,"shares":8000,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F1","text":"The exercise and sales reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"This stock option grant is fully vested."}],"balance_after":0,"derivative":{"exercise_price":8.93,"expiration_date":"2025-12-21","underlying":"Common Stock","underlying_shares":8000},"source":{"system":"sec-edgar","filing":"0001657025-25-000015","document":"wk-form4_1766449583.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000015/wk-form4_1766449583.xml","form_type":"4"}},{"id":960967,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-12-23T00:26:26.000Z","date":"2025-12-19","kind":"sale","planned":true,"acquired":false,"shares":1605,"price":37.9095,"value":60844.7475,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F1","text":"The exercise and sales reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."},{"field":"price","element":"transactionPricePerShare","label":"F3","text":"The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $37.5300 to $38.4700 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."}],"balance_after":150294,"source":{"system":"sec-edgar","filing":"0001657025-25-000015","document":"wk-form4_1766449583.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000015/wk-form4_1766449583.xml","form_type":"4"}},{"id":960966,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-12-23T00:26:26.000Z","date":"2025-12-19","kind":"sale","planned":true,"acquired":false,"shares":8000,"price":37.8756,"value":303004.8,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F1","text":"The exercise and sales reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."},{"field":"price","element":"transactionPricePerShare","label":"F2","text":"The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $37.4600 to $38.4700 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."}],"balance_after":151899,"source":{"system":"sec-edgar","filing":"0001657025-25-000015","document":"wk-form4_1766449583.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000015/wk-form4_1766449583.xml","form_type":"4"}},{"id":960965,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-12-23T00:26:26.000Z","date":"2025-12-19","kind":"exercise","planned":true,"acquired":true,"shares":8000,"price":8.93,"value":71440.0,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F1","text":"The exercise and sales reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."}],"balance_after":159899,"source":{"system":"sec-edgar","filing":"0001657025-25-000015","document":"wk-form4_1766449583.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000015/wk-form4_1766449583.xml","form_type":"4"}},{"id":986959,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Stock Option (right to buy)","published_at":"2025-11-26T23:27:25.000Z","date":"2025-11-25","kind":"exercise","planned":true,"acquired":false,"shares":8000,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F3","text":"The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F6","text":"This stock option grant is fully vested."}],"balance_after":8000,"derivative":{"exercise_price":8.93,"expiration_date":"2025-12-21","underlying":"Common Stock","underlying_shares":8000},"source":{"system":"sec-edgar","filing":"0001657025-25-000013","document":"wk-form4_1764199642.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":10,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000013/wk-form4_1764199642.xml","form_type":"4"}},{"id":986958,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2025-11-26T23:27:25.000Z","date":"2025-11-25","kind":"exercise","planned":true,"acquired":false,"shares":3266,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F5","text":"On February 28, 2022, the Reporting Person was granted 52,250 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F5","text":"On February 28, 2022, the Reporting Person was granted 52,250 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":3266,"derivative":{"expiration_date":"2026-02-25","underlying":"Common Stock","underlying_shares":3266},"source":{"system":"sec-edgar","filing":"0001657025-25-000013","document":"wk-form4_1764199642.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":9,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000013/wk-form4_1764199642.xml","form_type":"4"}},{"id":986957,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2025-11-26T23:27:25.000Z","date":"2025-11-25","kind":"exercise","planned":true,"acquired":false,"shares":1250,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":8750,"derivative":{"expiration_date":"2027-08-25","underlying":"Common Stock","underlying_shares":1250},"source":{"system":"sec-edgar","filing":"0001657025-25-000013","document":"wk-form4_1764199642.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":8,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000013/wk-form4_1764199642.xml","form_type":"4"}},{"id":986956,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-11-26T23:27:25.000Z","date":"2025-11-25","kind":"sale","planned":true,"acquired":false,"shares":1803,"price":35.31,"value":63663.93,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F3","text":"The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."}],"balance_after":151899,"source":{"system":"sec-edgar","filing":"0001657025-25-000013","document":"wk-form4_1764199642.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":7,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000013/wk-form4_1764199642.xml","form_type":"4"}},{"id":986955,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-11-26T23:27:25.000Z","date":"2025-11-25","kind":"sale","planned":true,"acquired":false,"shares":8000,"price":35.31,"value":282480.0,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F3","text":"The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."}],"balance_after":153702,"source":{"system":"sec-edgar","filing":"0001657025-25-000013","document":"wk-form4_1764199642.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000013/wk-form4_1764199642.xml","form_type":"4"}},{"id":986954,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-11-26T23:27:25.000Z","date":"2025-11-25","kind":"exercise","planned":true,"acquired":true,"shares":8000,"price":8.93,"value":71440.0,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F3","text":"The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."}],"balance_after":161702,"source":{"system":"sec-edgar","filing":"0001657025-25-000013","document":"wk-form4_1764199642.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000013/wk-form4_1764199642.xml","form_type":"4"}},{"id":986953,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-11-26T23:27:25.000Z","date":"2025-11-25","kind":"tax_withholding","planned":true,"acquired":false,"shares":1285,"price":35.36,"value":45437.6,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":153702,"source":{"system":"sec-edgar","filing":"0001657025-25-000013","document":"wk-form4_1764199642.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000013/wk-form4_1764199642.xml","form_type":"4"}},{"id":986952,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-11-26T23:27:25.000Z","date":"2025-11-25","kind":"exercise","planned":true,"acquired":true,"shares":3266,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":154987,"source":{"system":"sec-edgar","filing":"0001657025-25-000013","document":"wk-form4_1764199642.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000013/wk-form4_1764199642.xml","form_type":"4"}},{"id":986951,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-11-26T23:27:25.000Z","date":"2025-11-25","kind":"tax_withholding","planned":true,"acquired":false,"shares":491,"price":35.36,"value":17361.76,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":151721,"source":{"system":"sec-edgar","filing":"0001657025-25-000013","document":"wk-form4_1764199642.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000013/wk-form4_1764199642.xml","form_type":"4"}},{"id":986950,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-11-26T23:27:25.000Z","date":"2025-11-25","kind":"exercise","planned":true,"acquired":true,"shares":1250,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":152212,"source":{"system":"sec-edgar","filing":"0001657025-25-000013","document":"wk-form4_1764199642.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000013/wk-form4_1764199642.xml","form_type":"4"}},{"id":988684,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2025-11-26T02:30:59.000Z","date":"2025-11-24","kind":"exercise","planned":false,"acquired":false,"shares":6250,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F6","text":"On February 27, 2025, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F6","text":"On February 27, 2025, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":31250,"derivative":{"expiration_date":"2027-02-22","underlying":"Common Stock","underlying_shares":6250},"source":{"system":"sec-edgar","filing":"0001657025-25-000011","document":"wk-form4_1764124256.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":12,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000011/wk-form4_1764124256.xml","form_type":"4"}},{"id":988683,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2025-11-26T02:30:59.000Z","date":"2025-11-24","kind":"exercise","planned":false,"acquired":false,"shares":3042,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F5","text":"On August 19, 2024, the reporting person was granted 48,679 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F5","text":"On August 19, 2024, the reporting person was granted 48,679 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":33467,"derivative":{"expiration_date":"2028-08-22","underlying":"Common Stock","underlying_shares":3042},"source":{"system":"sec-edgar","filing":"0001657025-25-000011","document":"wk-form4_1764124256.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":11,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000011/wk-form4_1764124256.xml","form_type":"4"}},{"id":988682,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2025-11-26T02:30:59.000Z","date":"2025-11-24","kind":"exercise","planned":false,"acquired":false,"shares":6250,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"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."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"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."}],"balance_after":6250,"derivative":{"expiration_date":"2026-02-22","underlying":"Common Stock","underlying_shares":6250},"source":{"system":"sec-edgar","filing":"0001657025-25-000011","document":"wk-form4_1764124256.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":10,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000011/wk-form4_1764124256.xml","form_type":"4"}},{"id":988681,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2025-11-26T02:30:59.000Z","date":"2025-11-24","kind":"exercise","planned":false,"acquired":false,"shares":312,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F3","text":"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."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F3","text":"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."}],"balance_after":2813,"derivative":{"expiration_date":"2028-02-22","underlying":"Common Stock","underlying_shares":312},"source":{"system":"sec-edgar","filing":"0001657025-25-000011","document":"wk-form4_1764124256.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":9,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000011/wk-form4_1764124256.xml","form_type":"4"}},{"id":988680,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-11-26T02:30:59.000Z","date":"2025-11-24","kind":"tax_withholding","planned":false,"acquired":false,"shares":2459,"price":35.4,"value":87048.6,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":150962,"source":{"system":"sec-edgar","filing":"0001657025-25-000011","document":"wk-form4_1764124256.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":8,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000011/wk-form4_1764124256.xml","form_type":"4"}},{"id":988679,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-11-26T02:30:59.000Z","date":"2025-11-24","kind":"exercise","planned":false,"acquired":true,"shares":6250,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":153421,"source":{"system":"sec-edgar","filing":"0001657025-25-000011","document":"wk-form4_1764124256.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":7,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000011/wk-form4_1764124256.xml","form_type":"4"}},{"id":988678,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-11-26T02:30:59.000Z","date":"2025-11-24","kind":"tax_withholding","planned":false,"acquired":false,"shares":1197,"price":35.4,"value":42373.8,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":147171,"source":{"system":"sec-edgar","filing":"0001657025-25-000011","document":"wk-form4_1764124256.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000011/wk-form4_1764124256.xml","form_type":"4"}},{"id":988677,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-11-26T02:30:59.000Z","date":"2025-11-24","kind":"exercise","planned":false,"acquired":true,"shares":3042,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":148368,"source":{"system":"sec-edgar","filing":"0001657025-25-000011","document":"wk-form4_1764124256.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000011/wk-form4_1764124256.xml","form_type":"4"}},{"id":988676,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-11-26T02:30:59.000Z","date":"2025-11-24","kind":"tax_withholding","planned":false,"acquired":false,"shares":2459,"price":35.4,"value":87048.6,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":145326,"source":{"system":"sec-edgar","filing":"0001657025-25-000011","document":"wk-form4_1764124256.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000011/wk-form4_1764124256.xml","form_type":"4"}},{"id":988675,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-11-26T02:30:59.000Z","date":"2025-11-24","kind":"exercise","planned":false,"acquired":true,"shares":6250,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":147785,"source":{"system":"sec-edgar","filing":"0001657025-25-000011","document":"wk-form4_1764124256.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000011/wk-form4_1764124256.xml","form_type":"4"}},{"id":988674,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-11-26T02:30:59.000Z","date":"2025-11-24","kind":"tax_withholding","planned":false,"acquired":false,"shares":122,"price":35.4,"value":4318.8,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":141535,"source":{"system":"sec-edgar","filing":"0001657025-25-000011","document":"wk-form4_1764124256.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000011/wk-form4_1764124256.xml","form_type":"4"}},{"id":988673,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-11-26T02:30:59.000Z","date":"2025-11-24","kind":"exercise","planned":false,"acquired":true,"shares":312,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":141657,"source":{"system":"sec-edgar","filing":"0001657025-25-000011","document":"wk-form4_1764124256.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000011/wk-form4_1764124256.xml","form_type":"4"}},{"id":1012041,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Stock Option (right to buy)","published_at":"2025-10-29T23:04:43.000Z","date":"2025-10-27","kind":"exercise","planned":true,"acquired":false,"shares":6000,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F1","text":"The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"This stock option grant is fully vested."}],"balance_after":16000,"derivative":{"exercise_price":8.93,"expiration_date":"2025-12-21","underlying":"Common Stock","underlying_shares":6000},"source":{"system":"sec-edgar","filing":"0001657025-25-000009","document":"wk-form4_1761779080.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000009/wk-form4_1761779080.xml","form_type":"4"}},{"id":1012040,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-10-29T23:04:43.000Z","date":"2025-10-27","kind":"sale","planned":true,"acquired":false,"shares":2884,"price":43.7424,"value":126153.0816,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F1","text":"The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."},{"field":"price","element":"transactionPricePerShare","label":"F3","text":"The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $43.5700 to $44.0500 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 (3)."}],"balance_after":141345,"source":{"system":"sec-edgar","filing":"0001657025-25-000009","document":"wk-form4_1761779080.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000009/wk-form4_1761779080.xml","form_type":"4"}},{"id":1012039,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-10-29T23:04:43.000Z","date":"2025-10-27","kind":"sale","planned":true,"acquired":false,"shares":6000,"price":43.7233,"value":262339.8,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F1","text":"The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."},{"field":"price","element":"transactionPricePerShare","label":"F2","text":"The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $43.4200 to $44.0500 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)."}],"balance_after":144229,"source":{"system":"sec-edgar","filing":"0001657025-25-000009","document":"wk-form4_1761779080.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000009/wk-form4_1761779080.xml","form_type":"4"}},{"id":1012038,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-10-29T23:04:43.000Z","date":"2025-10-27","kind":"exercise","planned":true,"acquired":true,"shares":6000,"price":8.93,"value":53580.0,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F1","text":"The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."}],"balance_after":150229,"source":{"system":"sec-edgar","filing":"0001657025-25-000009","document":"wk-form4_1761779080.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000009/wk-form4_1761779080.xml","form_type":"4"}},{"id":1030536,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-10-01T01:41:01.000Z","date":"2025-09-25","kind":"sale","planned":true,"acquired":false,"shares":2961,"price":41.8786,"value":124002.5346,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F1","text":"On September 29, 2025 a Form 4 was filed to report a sale of 2,961 shares as part of a 10b5-1 plan, but the 10b5-1 footnote was inadvertently omitted for that transaction. The Form 4 also reported other transactions that do not require amendment.  The only change reported by this amendment is to clarify in the footnote that the reported transaction was part of a 10b5-1 plan. The proper footnote reads as follows: The sale reported was effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."},{"field":"price","element":"transactionPricePerShare","label":"F2","text":"The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $41.4400 to $42.1200 per share, inclusive. The reporting person undertakes to provide 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)."}],"balance_after":144229,"source":{"system":"sec-edgar","filing":"0001657025-25-000007","document":"wk-form4a_1759282858.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000007/wk-form4a_1759282858.xml","form_type":"4/A","original_submission_date":"2025-09-29"}},{"id":1031183,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Stock Option (right to buy)","published_at":"2025-09-29T20:53:08.000Z","date":"2025-09-25","kind":"exercise","planned":true,"acquired":false,"shares":6000,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F1","text":"The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"This stock option grant is fully vested."}],"balance_after":22000,"derivative":{"exercise_price":8.93,"expiration_date":"2025-12-21","underlying":"Common Stock","underlying_shares":6000},"source":{"system":"sec-edgar","filing":"0001657025-25-000005","document":"wk-form4_1759179186.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000005/wk-form4_1759179186.xml","form_type":"4"}},{"id":1031182,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-09-29T20:53:08.000Z","date":"2025-09-25","kind":"sale","planned":true,"acquired":false,"shares":2961,"price":41.8786,"value":124002.5346,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F3","text":"The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $41.4400 to $42.1200 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)."}],"balance_after":144229,"source":{"system":"sec-edgar","filing":"0001657025-25-000005","document":"wk-form4_1759179186.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000005/wk-form4_1759179186.xml","form_type":"4"}},{"id":1031181,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-09-29T20:53:08.000Z","date":"2025-09-25","kind":"sale","planned":true,"acquired":false,"shares":6000,"price":41.8859,"value":251315.4,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F1","text":"The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."},{"field":"price","element":"transactionPricePerShare","label":"F2","text":"The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $41.4400 to $42.1400 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)."}],"balance_after":147190,"source":{"system":"sec-edgar","filing":"0001657025-25-000005","document":"wk-form4_1759179186.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000005/wk-form4_1759179186.xml","form_type":"4"}},{"id":1031180,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-09-29T20:53:08.000Z","date":"2025-09-25","kind":"exercise","planned":true,"acquired":true,"shares":6000,"price":8.93,"value":53580.0,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F1","text":"The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."}],"balance_after":153190,"source":{"system":"sec-edgar","filing":"0001657025-25-000005","document":"wk-form4_1759179186.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000165702525000005/wk-form4_1759179186.xml","form_type":"4"}},{"id":1054512,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2025-08-28T01:30:27.000Z","date":"2025-08-25","kind":"exercise","planned":false,"acquired":false,"shares":3265,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 28, 2022, the Reporting Person was granted 52,250 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 28, 2022, the Reporting Person was granted 52,250 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":6532,"derivative":{"expiration_date":"2026-02-25","underlying":"Common Stock","underlying_shares":3265},"source":{"system":"sec-edgar","filing":"0001371285-25-000218","document":"wk-form4_1756344624.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128525000218/wk-form4_1756344624.xml","form_type":"4"}},{"id":1054511,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2025-08-28T01:30:27.000Z","date":"2025-08-25","kind":"exercise","planned":false,"acquired":false,"shares":1250,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F3","text":"On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F3","text":"On August 14, 2023, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":10000,"derivative":{"expiration_date":"2027-08-25","underlying":"Common Stock","underlying_shares":1250},"source":{"system":"sec-edgar","filing":"0001371285-25-000218","document":"wk-form4_1756344624.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128525000218/wk-form4_1756344624.xml","form_type":"4"}},{"id":1054510,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-08-28T01:30:27.000Z","date":"2025-08-25","kind":"tax_withholding","planned":false,"acquired":false,"shares":1284,"price":45.83,"value":58845.72,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":147190,"source":{"system":"sec-edgar","filing":"0001371285-25-000218","document":"wk-form4_1756344624.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128525000218/wk-form4_1756344624.xml","form_type":"4"}},{"id":1054509,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-08-28T01:30:27.000Z","date":"2025-08-25","kind":"exercise","planned":false,"acquired":true,"shares":3265,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":148474,"source":{"system":"sec-edgar","filing":"0001371285-25-000218","document":"wk-form4_1756344624.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128525000218/wk-form4_1756344624.xml","form_type":"4"}},{"id":1054508,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-08-28T01:30:27.000Z","date":"2025-08-25","kind":"tax_withholding","planned":false,"acquired":false,"shares":491,"price":45.83,"value":22502.53,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":145209,"source":{"system":"sec-edgar","filing":"0001371285-25-000218","document":"wk-form4_1756344624.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128525000218/wk-form4_1756344624.xml","form_type":"4"}},{"id":1054507,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-08-28T01:30:27.000Z","date":"2025-08-25","kind":"exercise","planned":false,"acquired":true,"shares":1250,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":145700,"source":{"system":"sec-edgar","filing":"0001371285-25-000218","document":"wk-form4_1756344624.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128525000218/wk-form4_1756344624.xml","form_type":"4"}},{"id":1055635,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2025-08-26T22:21:40.000Z","date":"2025-08-22","kind":"exercise","planned":false,"acquired":false,"shares":6250,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F6","text":"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."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F6","text":"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."}],"balance_after":12500,"derivative":{"expiration_date":"2026-02-22","underlying":"Common Stock","underlying_shares":6250},"source":{"system":"sec-edgar","filing":"0001371285-25-000205","document":"wk-form4_1756246896.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":12,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128525000205/wk-form4_1756246896.xml","form_type":"4"}},{"id":1055634,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2025-08-26T22:21:40.000Z","date":"2025-08-22","kind":"exercise","planned":false,"acquired":false,"shares":6250,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F5","text":"On February 27, 2025, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F5","text":"On February 27, 2025, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":37500,"derivative":{"expiration_date":"2027-02-22","underlying":"Common Stock","underlying_shares":6250},"source":{"system":"sec-edgar","filing":"0001371285-25-000205","document":"wk-form4_1756246896.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":11,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128525000205/wk-form4_1756246896.xml","form_type":"4"}},{"id":1055633,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2025-08-26T22:21:40.000Z","date":"2025-08-22","kind":"exercise","planned":false,"acquired":false,"shares":313,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"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."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"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."}],"balance_after":3125,"derivative":{"expiration_date":"2028-02-22","underlying":"Common Stock","underlying_shares":313},"source":{"system":"sec-edgar","filing":"0001371285-25-000205","document":"wk-form4_1756246896.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":10,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128525000205/wk-form4_1756246896.xml","form_type":"4"}},{"id":1055632,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Restricted Stock Unit (RSU)","published_at":"2025-08-26T22:21:40.000Z","date":"2025-08-22","kind":"exercise","planned":false,"acquired":false,"shares":12170,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F3","text":"On August 19, 2024, the reporting person was granted 48,679 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 22,\n2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F3","text":"On August 19, 2024, the reporting person was granted 48,679 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 22,\n2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date."}],"balance_after":36509,"derivative":{"expiration_date":"2028-08-22","underlying":"Common Stock","underlying_shares":12170},"source":{"system":"sec-edgar","filing":"0001371285-25-000205","document":"wk-form4_1756246896.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":9,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128525000205/wk-form4_1756246896.xml","form_type":"4"}},{"id":1055631,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-08-26T22:21:40.000Z","date":"2025-08-22","kind":"tax_withholding","planned":false,"acquired":false,"shares":2459,"price":46.63,"value":114663.17,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":144450,"source":{"system":"sec-edgar","filing":"0001371285-25-000205","document":"wk-form4_1756246896.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":8,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128525000205/wk-form4_1756246896.xml","form_type":"4"}},{"id":1055630,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-08-26T22:21:40.000Z","date":"2025-08-22","kind":"exercise","planned":false,"acquired":true,"shares":6250,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Restricted stock units convert into common stock on a one-for-one basis."}],"balance_after":146909,"source":{"system":"sec-edgar","filing":"0001371285-25-000205","document":"wk-form4_1756246896.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":7,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128525000205/wk-form4_1756246896.xml","form_type":"4"}},{"id":1055629,"issuer":{"id":4822,"kind":"organization","name":"TRUPANION, INC.","symbol":"TRUP"},"owners":[{"id":19483,"kind":"person","name":"Tooth Margaret","position":1,"cik":"0001657025","reported_name":"Tooth Margaret","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CEO"}}],"security":"Common Stock","published_at":"2025-08-26T22:21:40.000Z","date":"2025-08-22","kind":"tax_withholding","planned":false,"acquired":false,"shares":2459,"price":46.63,"value":114663.17,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F2","text":"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."}],"balance_after":140659,"source":{"system":"sec-edgar","filing":"0001371285-25-000205","document":"wk-form4_1756246896.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1657025/000137128525000205/wk-form4_1756246896.xml","form_type":"4"}}],"next_cursor":"2025-08-26T22:21:40.000000Z,1055629"}