Waystar Holding Corp. SEC Filings

Waystar Holding Corp. (WAY) reported an insider transaction by its Chief Technology Officer. On 10/10/2025, the officer exercised stock options for 8,623 shares at $4.14 per share and sold 8,623 shares at a weighted average price of $36.2072. The sales occurred in multiple trades ranging from $35.66 to $37.22.

Following these transactions, the officer beneficially owned 422,371 shares directly, which includes unvested RSUs. The officer also held 86,240 stock options after the transactions. The activity occurred automatically under a Rule 10b5-1(c) trading plan adopted on December 6, 2024.

Waystar Holding Corp. filed a Form D notice reporting a completed exempt offering with total proceeds of $620,835,415. The filing shows the offering was made under Rule 506(b) of Regulation D and indicates the first sale date as 2025-10-01. The issuer reports 102 total investors and $0 remaining to be sold, indicating the full amount has been sold.

The Form D lists multiple executive officers and directors at the company’s principal place of business in Lehi, Utah. The filing reports $0 in sales commissions and finders’ fees and states no proceeds were used to pay executive officers, directors, or promoters. The issuer certified reliance on the Regulation D exemption and signed the notice on 2025-10-10.

Advent International affiliates filed a Schedule 13D on Waystar Holding Corp. (WAY), reporting beneficial ownership of 11,059,899 shares of Common Stock, representing 5.8% of the class.

The stake relates to Waystar’s acquisition of Iodine Software, for which the issuer paid $458,598,270 in cash and issued 16,639,920 shares; closing was announced on October 1, 2025. The calculation of ownership references 174,146,070 shares outstanding as of September 11, 2025, increased by the merger share issuance.

Affiliates entered a lock-up for 18 months after the Closing Date, and Advent LP gained the right to nominate one director while it and permitted transferees hold at least 5%; the Board was expanded to 13 and Lauren Young was appointed. After 18 months, Advent may initiate up to two short-form demand registrations and/or shelf take-downs, has piggyback rights, and Waystar will, upon request, amend its shelf to include Advent’s merger shares.

Lauren Young filed an initial Form 3 reporting her relationship to Waystar Holding Corp. (WAY) as a Director with an event date of 10/01/2025. The filing states no securities are beneficially owned by the reporting person and includes an exhibit power of attorney. The form was signed by an attorney‑in‑fact on 10/02/2025.

Waystar Holding Corp. filed an Form 8-K reporting Amendment No. 12 to its First Lien Credit Agreement dated October 1, 2025. The amendment lists Waystar Technologies, Inc. as borrower, certain subsidiaries as guarantors, and JPMorgan Chase Bank, N.A. as Administrative Agent, Collateral Agent, and Issuing Bank. A press release dated October 1, 2025 accompanies the filing and the document is signed by Gregory R. Packer, Chief Legal Officer of Waystar Holding Corp.

Matthew J. Hawkins, Chief Executive Officer and Director of Waystar Holding Corp. (WAY), reported multiple insider transactions. On 06/06/2025 he had 46,657 shares disposed at an average price of $40.55, resulting in reported beneficial ownership of 717,474 shares (which includes unvested RSUs). Subsequent automatic transactions under a plan intended to satisfy Rule 10b5-1 conditions show acquisitions of 12,200 and 12,800 shares on 09/22/2025 and 09/23/2025 at a $4.14 option price (with related sales at weighted average prices of about $38.08). The filing discloses holdings of exercisable stock options with a $4.14 exercise price and additional equity held indirectly through two grantor retained annuity trusts totaling 593,135 options reported indirectly.

Waystar Holding Corp. insider transactions by Chief Business Officer Eric L. Sinclair III. The reporting person acquired 9,701 shares by exercising options at an exercise price of $4.14 and immediately acquired an equal number of underlying shares. The report also shows sale of 9,701 shares of common stock at a weighted-average price of $37.6343, executed across multiple transactions in a price range of $37.24 to $38.14. Following these transactions the reporting person beneficially owned 484,527 shares before the sale and 474,826 shares after. Some holdings include unvested RSUs and the option grants are currently vested. The acquisitions occurred pursuant to an internal plan intended to satisfy Rule 10b5-1(c) conditions.

Form 144 filed for Waystar Holding Corp. (WAY) discloses a proposed sale of 50,000 common shares to be effected on 09/22/2025 through Morgan Stanley Smith Barney on NASDAQ with an aggregate market value of $1,890,000.00. The shares were acquired on 09/22/2025 by exercise of stock options and paid for in cash. The filing also reports two prior 10b5-1 sales by the same account: 46,667 shares on 07/15/2025 for $1,785,540.12 and 46,667 shares on 08/12/2025 for $1,617,577.89. The 50,000-share notice represents approximately 0.0287% of the issuer's reported 174,238,972 outstanding shares. The filer certifies there is no undisclosed material adverse information and references Rule 10b5-1 planning where applicable.

Waystar Holding Corp. insider transactions reported on Form 4: Paul G. Moskowitz, a Bain Capital partner and Waystar director/10% owner, disclosed disposals of common stock tied to a registered public offering on 09/12/2025. The report shows 4,295,139 shares sold at $39.21 and 516,371 shares transferred in distributions, leaving the Bain Capital entities with 13,243,539 shares beneficially owned after the transactions. Some distributed shares are subject to lock-up restrictions until November 11, 2025, except as permitted by J.P. Morgan Securities.