Sec Form 4 Filing - Li Wei @ TRUPANION, INC. - 2023-08-25

FORM 4 Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934, Section 17(a) of the Public Utility Holding Company Act of 1935 or Section 30(h) of the Investment Company Act of 1940

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1. Name and Address of Reporting Person Li Wei 2. Issuer Name and Ticker or Trading Symbol TRUPANION, INC. [ TRUP] 5. Relationship of Reporting Person(s) to Issuer (Check all applicable) _____ Director _____ 10% Owner X __ Officer (give title below) _____ Other (specify below) Interim CFO (Last) (First) (Middle) 6100 4TH AVENUE SOUTH, SUITE 400 3. Date of Earliest Transaction (MM/DD/YY) 08/25/2023 (Street) SEATTLE, WA98108 4. If Amendment, Date Original Filed (MM/DD/YY) 6. Individual or Joint/Group Filing (Check Applicable Line) __ X __ Form filed by One Reporting Person _____ Form filed by More than One Reporting Person (City) (State) (Zip)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned 1.Title of Security (Instr. 3) 2. Transaction Date (MM/DD/YY) 2A. Deemed Execution Date, if any (MM/DD/YY) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4) Code V Amount (A) or (D) Price Common Stock 08/25/2023 M 12 A 4,444 D Common Stock 08/25/2023 F 2 ( 2 ) D $ 29.88 4,442 D Common Stock 08/25/2023 M 81 A 4,523 D Common Stock 08/25/2023 F 19 ( 2 ) D $ 29.88 4,504 D Common Stock 08/25/2023 M 307 A 4,811 D Common Stock 08/25/2023 F 74 ( 2 ) D $ 29.88 4,737 D Common Stock 08/25/2023 M 7 A 4,744 D Common Stock 08/25/2023 F 1 ( 2 ) D $ 29.88 4,743 D Common Stock 08/25/2023 M 195 A 4,938 D Common Stock 08/25/2023 F 47 ( 2 ) D $ 29.88 4,891 D Common Stock 08/25/2023 M 23 A 4,914 D Common Stock 08/25/2023 F 5 D $ 29.88 4,909 D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned ( e.g. , puts, calls, warrants, options, convertible securities) 1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (MM/DD/YY) 3A. Deemed Execution Date, if any (MM/DD/YY) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4, and 5) 6. Date Exercisable and Expiration Date (MM/DD/YY) 7. Title and Amount of Underlying Securities (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of Derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form of Derivative Security: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4) Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares Restricted Stock Unit (RSU) ( 1 ) 08/25/2023 M 12 ( 3 ) ( 3 ) Common Stock 12 $ 0 13 D Restricted Stock Unit (RSU) ( 1 ) 08/25/2023 M 81 ( 4 ) ( 4 ) Common Stock 81 $ 0 161 D Restricted Stock Unit (RSU) ( 1 ) 08/25/2023 M 307 ( 5 ) ( 5 ) Common Stock 307 $ 0 1,845 D Restricted Stock Unit (RSU) ( 1 ) 08/25/2023 M 7 ( 6 ) ( 6 ) Common Stock 7 $ 0 51 D Restricted Stock Unit (RSU) ( 1 ) 08/25/2023 M 195 ( 7 ) ( 7 ) Common Stock 195 $ 0 1,950 D Restricted Stock Unit (RSU) ( 1 ) 08/25/2023 M 23 ( 8 ) ( 8 ) Common Stock 23 $ 0 67 D

Reporting Owners Reporting Owner Name / Address Relationships Director 10% Owner Officer Other Li Wei 6100 4TH AVENUE SOUTH SUITE 400 SEATTLE, WA98108 Interim CFO Signatures /s/ Lauren Welsh as attorney-in-fact for Wei Li 08/29/2023 Signature of Reporting Person Date

Explanation of Responses:

( 1 )Restricted stock units convert into common stock on a one-for-one basis. ( 2 )This Form 4 discloses the shares of common stock that have been sold by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units. ( 3 )On November 12, 2018, the reporting person was granted 198 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on November 25, 2019, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. ( 4 )On April 3, 2020, the reporting person was granted 1,289 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on February 25, 2021, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. ( 5 )On February 22, 2021, the reporting person was granted 4,919 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on February 25, 2022, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. ( 6 )On May 10, 2021, the reporting person was granted 117 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on May 25, 2022, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. ( 7 )On February 28, 2022, the reporting person was granted 3,121 restricted stock units (RSUs). The RSUs vested and converted into 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. ( 8 )On August 12, 2022, the reporting person was granted 90 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, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.

* If the form is filed by more than one reporting person, see Instruction 4(b)(v).

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