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TRUPANION, INC.·4

May 27, 9:40 PM ET

BEARMAN ASHER 4

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

Research Summary

AI-generated summary of this filing

Updated

TRUP (Trupanion) Chief Legal Officer Asher Bearman Receives RSUs

What Happened

  • Asher Bearman, Chief Legal Officer of Trupanion, had restricted stock units (RSUs) convert into 2,609 shares of common stock on vesting dates May 22 and May 25, 2026. The conversion entries are recorded as derivative exercises (code M) with $0.00 per-share acquisition price (these are vested RSUs, not open-market purchases).
  • To satisfy income tax withholding, the issuer withheld 844 of those shares (reported as code F dispositions) for a total withholding value of $18,546. Total cash recorded for the withheld shares equals ~$18.5K. This was a vesting/tax-withholding event, not an open-market sale.

Key Details

  • Transaction dates: May 22, 2026 (majority of conversions and withholdings) and May 25, 2026 (125 RSUs converted; 40 shares withheld).
  • Shares converted (acquired): 2,609 total (265 + 8 + 379 + 1,832 on 5/22; 125 on 5/25).
  • Shares withheld for taxes (disposed): 844 total (85 + 2 + 122 + 595 on 5/22; 40 on 5/25) for $18,546 reported.
  • Footnotes: RSUs convert one-for-one to common stock (F1); the filing notes the shares were withheld by the issuer to satisfy tax withholding (F2). Multiple RSU grants and vesting schedules are cited (F3–F7).
  • Filing timing: Form filed May 27, 2026. The last reported transaction was May 25, 2026, so the filing appears to have been submitted within the usual two-business-day window after the final transaction date.
  • Ownership after transaction: Not specified in the provided data.

Context

  • These entries reflect RSU vesting and issuer tax withholding (a common, routine event). The reporting codes used: M = exercise/conversion of derivative (RSU vesting), F = payment of exercise price or tax liability (share withholding). This was not an open-market sale or purchase; withheld shares were remitted to the issuer to cover taxes, not sold on the market.
  • As an officer (not a 10% owner), this filing is standard compensation-related reporting and does not by itself indicate a buy/sell signal.

Insider Transaction Report

Form 4
Period: 2026-05-22
TRUPANION, INC.TRUP
BEARMAN ASHER
Chief Legal Officer
Transactions
  • Exercise/Conversion

    Common Stock

    [F1]
    2026-05-22+265→ 70,744 total
  • Tax Payment

    Common Stock

    [F2]
    2026-05-22$21.98/sh−85$1,868→ 70,659 total
  • Exercise/Conversion

    Common Stock

    [F1]
    2026-05-22+8→ 70,667 total
  • Tax Payment

    Common Stock

    [F2]
    2026-05-22$21.98/sh−2$44→ 70,665 total
  • Exercise/Conversion

    Common Stock

    [F1]
    2026-05-22+379→ 71,044 total
  • Tax Payment

    Common Stock

    [F2]
    2026-05-22$21.98/sh−122$2,682→ 70,922 total
  • Exercise/Conversion

    Common Stock

    [F1]
    2026-05-22+1,832→ 72,754 total
  • Tax Payment

    Common Stock

    [F2]
    2026-05-22$21.98/sh−595$13,078→ 72,159 total
  • Exercise/Conversion

    Common Stock

    [F1]
    2026-05-25+125→ 72,284 total
  • Tax Payment

    Common Stock

    [F2]
    2026-05-25$21.86/sh−40$874→ 72,244 total
  • Exercise/Conversion

    Restricted Stock Unit (RSU)

    [F1][F3]
    2026-05-22−265→ 796 total
    Exp: 2027-02-22→ Common Stock (265 underlying)
  • Exercise/Conversion

    Restricted Stock Unit (RSU)

    [F1][F4]
    2026-05-22−8→ 27 total
    Exp: 2027-02-22→ Common Stock (8 underlying)
  • Exercise/Conversion

    Restricted Stock Unit (RSU)

    [F1][F5]
    2026-05-22−379→ 1,895 total
    Exp: 2027-08-22→ Common Stock (379 underlying)
  • Exercise/Conversion

    Restricted Stock Unit (RSU)

    [F1][F6]
    2026-05-22−1,832→ 12,824 total
    Exp: 2028-02-22→ Common Stock (1,832 underlying)
  • Exercise/Conversion

    Restricted Stock Unit (RSU)

    [F1][F7]
    2026-05-25−125→ 625 total
    Exp: 2027-08-25→ Common Stock (125 underlying)
Footnotes (7)
  • [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 27, 2025, the reporting person was granted 2,122 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.
  • [F4]On February 27, 2025, the reporting person was granted 70 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.
  • [F5]On August 15, 2025, the reporting person was granted 3,032 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on November 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.
  • [F6]On February 20, 2026, the reporting person was granted 14,656 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.
  • [F7]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|2026-05-27

Documents

1 file
  • 4
    wk-form4_1779932447.xmlPrimary

    FORM 4