Major Stock Sell-Offs at Waystar Holding Corp. by Key Insiders!

New insider activity at Waystar Holding Corp. ( (WAY) ) has taken place on September 16, 2025.

Director Paul G Moskowitz has sold 4,295,139 shares of Waystar Holding Corp. stock, amounting to $168,412,400. Significant shareholder Bain Capital Investors LLC also sold 4,295,139 shares of the company’s stock for the same value of $168,412,400. Additionally, significant shareholder Derby LuxCo S.a r.l. sold 7,766,088 shares, totaling $304,508,310.

Recent Updates on WAY stock

In the last 24 hours, Waystar Holding Corp. announced an underwriting agreement with J.P. Morgan Securities LLC for an offering of 18 million shares of its common stock, which will not generate proceeds for the company itself but may impact the distribution of shares among stakeholders. This strategic move, expected to close on September 12, 2025, is seen as a way to potentially alter shareholder composition without affecting the company’s immediate financial position. Analysts have maintained a positive outlook on Waystar, citing strong financial performance and strategic acquisitions as key growth drivers, although caution is advised due to high P/E ratios and overbought technical indicators suggesting potential short-term overvaluation.

Spark’s Take on WAY Stock

According to Spark, TipRanks’ AI Analyst, WAY is a Outperform.

Waystar Holding Corp. scores well due to its strong financial performance and positive earnings call, which highlight robust revenue growth and strategic initiatives. Technical analysis supports a moderately positive outlook, though the high P/E ratio suggests overvaluation. The absence of a dividend yield and potential regulatory impacts are minor concerns.

To see Spark’s full report on WAY stock, click here.

More about Waystar Holding Corp.

YTD Price Performance: 5.73%

Average Trading Volume: 1,910,148

Technical Sentiment Signal: Hold

Current Market Cap: $6.62B