Waystar (WAY) News Today

Shares of Waystar Holding Corp. (NASDAQ:WAY) are trading lower today as multiple insider sales and a sizable secondary offering raise dilution concerns, partially offset by excitement around the company’s upcoming AI showcase. Here’s what investors need to know:

• Positive Sentiment: Waystar will spotlight its new AI-driven payment automation and analytics features at the sold-out True North client conference from September 15–17, underscoring its innovation pipeline heading into FY 2026. Read more
• Neutral Sentiment: An article noted that Louisville’s largest firms are increasingly led remotely—a broader corporate governance trend that does not directly impact Lehi-based Waystar’s operations. Read more
• Negative Sentiment: CTO Christopher Schremser sold 8,623 shares at an average price of $40.49 on September 10, trimming his stake by 2%. Read more
• Negative Sentiment: CFO Steven Oreskovich sold 16,666 shares at $40.49 apiece on September 10, reducing his holding by 4.5%. SEC filing
• Negative Sentiment: Insider Eric (Ric) Sinclair III sold 19,404 shares at an average of $40.03 on September 8, decreasing his stake by nearly 4%. Read more
• Negative Sentiment: Director T. Craig Bridge offloaded 85,000 shares at $40.06 each on September 8, cutting his position by 12.7% for proceeds of $3.4 million. Read more
• Negative Sentiment: Certain selling stockholders—including EQT AB, Bain Capital and CPP Investments—priced an 18 million-share secondary offering at $39.40 per share, raising dilution concerns. Read more