BEARMAN ASHER 4

4 · TRUPANION, INC. · Filed Feb 27, 2026

AI-generated summary of this filing

Updated Feb 28, 2026

Trupanion (TRUP) CLO Asher Bearman Receives RSUs; Shares Withheld

What Happened

Asher Bearman, Chief Legal Officer of Trupanion (TRUP), had restricted stock units (RSUs) convert to common stock on February 25, 2026. A total of 305 RSUs vested (180 + 125).
To satisfy tax withholding obligations, the issuer withheld 116 shares (68 + 48) at $26.70 per share, generating proceeds of $1,816 and $1,282 respectively (total $3,098). The RSU conversions show $0 exercise price, consistent with RSUs converting one-for-one into common shares.
This was not an open-market sale by the reporting person; it appears to be routine tax withholding upon vesting.

Key Details

Transaction date: February 25, 2026; Form 4 filed February 27, 2026 (appears timely).
Vesting/conversion: 305 RSUs converted to 305 common shares (180 + 125).
Shares withheld for taxes: 116 shares at $26.70 each (68 and 48) — total tax withholding value $3,098.
Net new shares retained by the insider from this vesting: 189 shares (305 vested minus 116 withheld).
Footnotes: F1 — RSUs convert 1:1 to common stock. F2 — Withholding disclosed is issuer action to satisfy tax remittance and does not represent a sale by the reporting person. F3/F4 — describe original RSU grant schedules (2022 and 2023 grants).
Shares owned after transaction: Not specified in the provided filing.

Context

These entries reflect RSU vesting and issuer withholding for taxes (a common, routine event), not an open-market sale or purchase. The conversion shows no exercise price (typical for RSUs). For retail investors, such withholdings are administrative and don’t necessarily signal insider sentiment about the company’s shares.

Form 4

Period: 2026-02-25

Chief Legal Officer

Transactions

Exercise/Conversion
Common Stock
[F1]
2026-02-25+180→ 70,470 total
Tax Payment
Common Stock
[F2]
2026-02-25$26.70/sh−68$1,816→ 70,402 total
Exercise/Conversion
Common Stock
[F1]
2026-02-25+125→ 70,527 total
Tax Payment
Common Stock
[F2]
2026-02-25$26.70/sh−48$1,282→ 70,479 total
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F3]
2026-02-25−180→ 0 total
Exp: 2026-02-25→ Common Stock (180 underlying)
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F4]
2026-02-25−125→ 750 total
Exp: 2027-08-25→ Common Stock (125 underlying)

Footnotes (4)

[F1]Restricted stock units convert into common stock on a one-for-one basis.
[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.
[F3]On February 28, 2022, the Reporting Person was granted 2,881 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
[F4]On August 14, 2023, the Reporting Person was granted 1,999 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 August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Signature

/s/ Lauren Welsh as attorney-in-fact for Asher Bearman|2026-02-27

1 file