Waystar Holding Corp.·4

Jun 9, 4:59 PM ET

Oreskovich Steven M 4

4 · Waystar Holding Corp. · Filed Jun 9, 2026

Research Summary

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Waystar (WAY) CFO Steven Oreskovich Withholds Shares for Taxes

What Happened
Steven M. Oreskovich, CFO of Waystar Holding Corp. (WAY), had 12,583 shares withheld and sold to cover taxes related to the vesting of non-qualified stock options. The shares were disposed at $19.23 per share on June 9, 2026, generating proceeds of $241,971. This was a tax-withholding/sell-to-cover transaction (transaction code F), a routine administrative step rather than an open-market directional sale.

Key Details

  • Transaction date and price: June 9, 2026 — 12,583 shares at $19.23 each.
  • Proceeds: $241,971 (sale to cover tax withholding).
  • Reason: Shares withheld to pay taxes upon vesting of Non‑Qualified Stock Options granted June 6, 2024 (see footnote F1).
  • Beneficial ownership note: Filing indicates inclusion of unvested RSUs in reported holdings (footnote F2).
  • Filing timeliness: Reported on June 9, 2026 (same day as the transaction), indicating a timely Form 4 filing.

Context
This was a cashless/sell-to-cover action to satisfy tax obligations upon option vesting — common for option exercises and not necessarily an indicator of insider sentiment. Transaction code F denotes tax withholding rather than a voluntary sale for investment purposes.

Insider Transaction Report

Form 4
Period: 2026-06-09
Oreskovich Steven M
Chief Financial Officer
Transactions
  • Tax Payment

    Common Stock

    [F1][F2]
    2026-06-09$19.23/sh12,583$241,971424,200 total
Footnotes (2)
  • [F1]The transaction represents shares of common stock withheld to pay taxes upon vesting of Non-Qualified Stock Options granted to the Reporting Person on June 6, 2024. The number of shares withheld was determined based on the actual sale price of shares sold on June 9, 2026 pursuant to a sell-to-cover transaction.
  • [F2]Includes unvested RSUs.
Signature
/s/ Gregory R. Packer, as Attorney-in-Fact|2026-06-09

Documents

1 file
  • 4
    wk-form4_1781038780.xmlPrimary

    FORM 4