Waystar Holding Corp.·4

Jun 9, 4:59 PM ET

Bridge T. Craig 4

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

Research Summary

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Waystar (WAY) CTO Bridge T. Craig Sells 12,212 Shares

What Happened Bridge T. Craig, Chief Transformation Officer of Waystar Holding Corp., had 12,212 shares of common stock disposed (withheld) to satisfy tax withholding related to the vesting of Non‑Qualified Stock Options. The transaction was recorded at $19.23 per share for a total value of approximately $234,837. This was a tax‑withholding/sell‑to‑cover action (transaction code F), not an open‑market purchase.

Key Details

  • Transaction date and filing date: June 9, 2026 (filed the same day).
  • Amount: 12,212 shares withheld / disposed at $19.23 per share; total ~$234,837.
  • Transaction code: F (tax withholding to cover tax liability on vesting of options).
  • Footnote F1: Shares were withheld to pay taxes upon vesting of Non‑Qualified Stock Options granted June 6, 2024; the number withheld was based on the actual sale price from a sell‑to‑cover on June 9, 2026.
  • Footnote F2: The filing notes that reported ownership may include unvested RSUs.
  • Shares owned after the transaction: Not specified in the supplied filing excerpt.

Context This was a routine tax‑withholding disposition tied to option vesting (a cashless/sell‑to‑cover mechanism) rather than an independent decision to sell for investment reasons. Such withholdings are common when options or awards vest and do not necessarily indicate insider sentiment about the company.

Insider Transaction Report

Form 4
Period: 2026-06-09
Bridge T. Craig
Chief Transformation Officer
Transactions
  • Tax Payment

    Common Stock

    [F1][F2]
    2026-06-09$19.23/sh12,212$234,837658,556 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_1781038786.xmlPrimary

    FORM 4