Steve Weinrauch - 22 May 2026 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Reporting relationship: EVP, North Am & Vet Strategy
Issuer ticker: TRUP
Reported as of: 22 May 2026
Net transaction value: $0
SEC form: 4
Accepted by SEC: 27 May 2026, 21:41:07 UTC
Prior SEC filing: 27 Feb 2026
Next SEC filing: 09 Jun 2026
Source filing: View source filing
Reporting owner signature: /s/ Lauren Welsh as attorney-in-fact for Steve Weinrauch

Key filing fact

Steve Weinrauch filed Form 4 for TRUPANION, INC. (TRUP) on 27 May 2026.

Key facts

This page summarizes Steve Weinrauch's Form 4 filing for TRUPANION, INC. (TRUP).
12 reported transactions and 4 derivative rows are listed below.
Accepted by SEC: 27 May 2026, 21:41.

Change

Previous filing in this sequence was filed on 27 Feb 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 0001968590 Primary reporting owner

WEINRAUCH STEVE

Relationship: EVP, North Am & Vet Strategy
Address: 6100 4TH AVENUE S, SUITE 200, SEATTLE
Signature: /s/ Lauren Welsh as attorney-in-fact for Steve Weinrauch
Signature date: 27 May 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: +2,932
Change %: +4%
Price
Shares after: 75,491
Date: 22 May 2026
Ownership: Direct
Footnotes: F1

TRUP transaction

Common Stock

Tax liability

Transaction value
Shares: -713
Change %: -0.94%
Price: $21.98^*
Shares after: 74,778
Date: 22 May 2026
Ownership: Direct
Footnotes: F2

TRUP transaction

Common Stock

Options Exercise

Transaction value
Shares: +1,532
Change %: +2%
Price
Shares after: 76,310
Date: 22 May 2026
Ownership: Direct
Footnotes: F1

TRUP transaction

Common Stock

Tax liability

Transaction value
Shares: -373
Change %: -0.49%
Price: $21.98^*
Shares after: 75,937
Date: 22 May 2026
Ownership: Direct
Footnotes: F2

TRUP transaction

Common Stock

Options Exercise

Transaction value
Shares: +40
Change %: +0.05%
Price
Shares after: 75,977
Date: 25 May 2026
Ownership: Direct
Footnotes: F1

TRUP transaction

Common Stock

Tax liability

Transaction value
Shares: -9
Change %: -0.01%
Price: $21.86^*
Shares after: 75,968
Date: 25 May 2026
Ownership: Direct
Footnotes: F2

TRUP transaction

Common Stock

Options Exercise

Transaction value
Shares: +353
Change %: +0.46%
Price
Shares after: 76,321
Date: 25 May 2026
Ownership: Direct
Footnotes: F1

TRUP transaction

Common Stock

Tax liability

Transaction value
Shares: -85
Change %: -0.11%
Price: $21.86^*
Shares after: 76,236
Date: 25 May 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: -2,932
Change %: -25%
Price: $0.000000^*
Shares after: 8,795
Date: 22 May 2026
Ownership: Direct
Underlying class: Common Stock
Underlying amount: 2,932
Exercise price
Footnotes: F1, F3

TRUP transaction Derivative

Restricted Stock Unit (RSU)

Options Exercise

Transaction value
Shares: -1,532
Change %: -12%
Price: $0.000000^*
Shares after: 10,728
Date: 22 May 2026
Ownership: Direct
Underlying class: Common Stock
Underlying amount: 1,532
Exercise price
Footnotes: F1, F4

TRUP transaction Derivative

Restricted Stock Unit (RSU)

Options Exercise

Transaction value
Shares: -40
Change %: -25%
Price: $0.000000^*
Shares after: 122
Date: 25 May 2026
Ownership: Direct
Underlying class: Common Stock
Underlying amount: 40
Exercise price
Footnotes: F1, F5

TRUP transaction Derivative

Restricted Stock Unit (RSU)

Options Exercise

Transaction value
Shares: -353
Change %: -17%
Price: $0.000000^*
Shares after: 1,768
Date: 25 May 2026
Ownership: Direct
Underlying class: Common Stock
Underlying amount: 353
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 23,453 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 12,260 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, 2023, the reporting person was granted 649 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, 2024, 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 5,655 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.