Simon Wheeler - 22 Aug 2026 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Reporting relationship: EVP, Trupanion International
Issuer ticker: TRUP
Reported as of: 22 Aug 2026
Net transaction value: $0
SEC form: 4
Accepted by SEC: 26 Aug 2026, 18:56:40 UTC
Prior SEC filing: 01 Jun 2026
Source filing: View source filing
Reporting owner signature: /s/ Lauren Welsh as attorney-in-fact for Simon Wheeler

Key filing fact

Simon Wheeler filed Form 4 for TRUPANION, INC. (TRUP) on 26 Aug 2026.

Key facts

This page summarizes Simon Wheeler's Form 4 filing for TRUPANION, INC. (TRUP).
12 reported transactions and 4 derivative rows are listed below.
Accepted by SEC: 26 Aug 2026, 18:56.

Change

Previous filing in this sequence was filed on 01 Jun 2026.
Current net transaction value: $0.

Research use

This tells you what this filing adds before you inspect full transaction and derivative tables.
You can trace every row back to the original SEC filing document.

Evidence

Filed on Form 4

Ownership activity is grounded in SEC Form 4 disclosures.

View source filing

Reporting Owners (1)

CIK 0001966923 Primary reporting owner

WHEELER SIMON

Relationship: EVP, Trupanion International
Address: 4TH FLOOR CHARTER HOUSE, WOODLANDS ROAD, ALTRINCHAM, UNITED KINGDOM
Signature: /s/ Lauren Welsh as attorney-in-fact for Simon Wheeler
Signature date: 26 Aug 2026

Reported non-derivative transactions

Shares, units, or other non-derivative securities reported in this filing.

TRUP transaction

Common Stock

Options Exercise

Transaction value
Shares: +528
Change %: +2.2%
Price
Shares after: 24,767
Date: 22 Aug 2026
Ownership: Direct
Footnotes: F1

TRUP transaction

Common Stock

Tax liability

Transaction value
Shares: -263
Change %: -1.1%
Price: $31.76^*
Shares after: 24,504
Date: 22 Aug 2026
Ownership: Direct
Footnotes: F2

TRUP transaction

Common Stock

Options Exercise

Transaction value
Shares: +385
Change %: +1.6%
Price
Shares after: 24,889
Date: 22 Aug 2026
Ownership: Direct
Footnotes: F1

TRUP transaction

Common Stock

Tax liability

Transaction value
Shares: -192
Change %: -0.77%
Price: $31.76^*
Shares after: 24,697
Date: 22 Aug 2026
Ownership: Direct
Footnotes: F2

TRUP transaction

Common Stock

Options Exercise

Transaction value
Shares: +938
Change %: +3.8%
Price
Shares after: 25,635
Date: 22 Aug 2026
Ownership: Direct
Footnotes: F1

TRUP transaction

Common Stock

Tax liability

Transaction value
Shares: -469
Change %: -1.8%
Price: $31.76^*
Shares after: 25,166
Date: 22 Aug 2026
Ownership: Direct
Footnotes: F2

TRUP transaction

Common Stock

Options Exercise

Transaction value
Shares: +322
Change %: +1.3%
Price
Shares after: 25,488
Date: 25 Aug 2026
Ownership: Direct
Footnotes: F1

TRUP transaction

Common Stock

Tax liability

Transaction value
Shares: -161
Change %: -0.63%
Price: $31.84^*
Shares after: 25,327
Date: 25 Aug 2026
Ownership: Direct
Footnotes: F2

Reported derivative securities

Options, warrants, convertible securities, or similar derivative positions disclosed in the filing.

TRUP transaction Derivative

Restricted Stock Unit (RSU)

Options Exercise

Transaction value
Shares: -528
Change %: -33%
Price: $0.000000^*
Shares after: 1,055
Date: 22 Aug 2026
Ownership: Direct
Underlying class: Common Stock
Underlying amount: 528
Exercise price
Footnotes: F1, F3

TRUP transaction Derivative

Restricted Stock Unit (RSU)

Options Exercise

Transaction value
Shares: -385
Change %: -14%
Price: $0.000000^*
Shares after: 2,310
Date: 22 Aug 2026
Ownership: Direct
Underlying class: Common Stock
Underlying amount: 385
Exercise price
Footnotes: F1, F4

TRUP transaction Derivative

Restricted Stock Unit (RSU)

Options Exercise

Transaction value
Shares: -938
Change %: -14%
Price: $0.000000^*
Shares after: 5,625
Date: 22 Aug 2026
Ownership: Direct
Underlying class: Common Stock
Underlying amount: 938
Exercise price
Footnotes: F1, F5

TRUP transaction Derivative

Restricted Stock Unit (RSU)

Options Exercise

Transaction value
Shares: -322
Change %: -20%
Price: $0.000000^*
Shares after: 1,286
Date: 25 Aug 2026
Ownership: Direct
Underlying class: Common Stock
Underlying amount: 322
Exercise price
Footnotes: F1, F6

^* marks a reported price that did not pass the local price check.

Additional SEC filing notes

Filing notes and footnotes

Explanation of responses 6 footnotes

Footnote F1

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

Footnote F2

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

Footnote F3

On February 27, 2025, the reporting person was granted 4,219 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.

Footnote F4

On February 20, 2026, the reporting person was granted 3,079 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.

Footnote F5

On February 27, 2024, the reporting person was granted 15,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Footnote F6

On August 14, 2023, the reporting person was granted 5,144 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.