Hawkins, CEO of Waystar, sells $951k in Way stock

Waystar Holding Corp (NASDAQ:WAY) Chief Executive Officer Matthew J. Hawkins, recently sold a total of 25,000 shares of common stock, generating proceeds of $951,976. The sales occurred on September 22 and 23, 2025, with prices ranging from $38.00 to $38.20 per share. The $6.58 billion healthcare technology company maintains strong financials with a "GREAT" overall health score according to InvestingPro analysis, supported by 17% revenue growth and robust liquidity metrics.

According to a Form 4 filing with the Securities and Exchange Commission, Hawkins also exercised options to acquire 25,000 shares of Waystar Holding Corp stock at a price of $4.14 per share. While trading at a relatively high earnings multiple, InvestingPro data shows the company maintains a healthy current ratio of 3.43, indicating strong short-term financial stability.

On June 6, 2025, Hawkins disposed of 46,657 shares to cover tax obligations at a price of $40.55, totaling $1,891,941. For deeper insights into insider trading patterns and comprehensive valuation metrics, access the full Waystar Holding Corp research report on InvestingPro, where 8 additional ProTips await subscribers.

In other recent news, Waystar Holding Corp. has been added to the S&P SmallCap 600 Index, reflecting its substantial presence in the healthcare payment software sector. The company has reported double-digit revenue growth and strong margins since its initial public offering. Additionally, Waystar has secured a favorable repricing of its first lien term loan, reducing the interest rate by 25 basis points, and is adding $250 million in incremental term loans to support its acquisition of Iodine Software. In terms of stock analysis, Citizens JMP initiated coverage on Waystar with a Market Outperform rating and a price target of $48.00, while Baird also began coverage with an Outperform rating and a $44.00 price target. Moreover, Waystar announced that investment funds affiliated with EQT AB, Bain Capital, and the Canada Pension Plan Investment Board plan to sell 18 million shares in a secondary offering. The company itself will not sell any shares or receive proceeds from this transaction. These developments highlight Waystar’s strategic financial maneuvers and the positive outlook from analysts.

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