We recently published a list of 10 Stocks With At Least $30 Million In Insider Sales Recently. In this article, we are going to take a look at where Waystar Holding Corp. (NASDAQ:WAY) stands against other stocks with at least $30 million in insider sales recently.
Last week, stocks declined in part due to President Donald Trump’s statements on tariffs. This week, the turbulent ride on the stock market continues as stocks react to the President’s comments on a potential recession.
In an interview on Fox News’ “Sunday Morning Futures with Maria Bartiromo” that aired Sunday, Trump discussed the U.S. economy, stating it is “a period of transition,” and did not rule out a possible recession, according to CNN Business. When directly asked if he was expecting one, the President responded, “I hate to predict things like that. There is a period of transition because what we’re doing is very big.”
The very big U.S. indexes reacted to the news, with blue-chip companies dropping by 1%, and the broader market index losing 2%. The NASDAQ, which already entered correction last week, fell another 3% today. Tech stocks were leading the sell-off.
As the market adapts to new political and economic developments, some analysts remain optimistic, with faith in the future adoption of AI technology. During these market fluctuations, insider trading often attracts attention, as executives have valuable insights into their company’s future. For instance, when a CEO or CFO buys company stock, it can signal confidence in the company’s prospects.
On the other hand, selling shares may indicate a lack of confidence, though it’s not always the case. Insiders may sell for reasons like portfolio rebalancing or personal financial needs, and many follow pre-arranged trading plans (10b5-1 plans).
While insider buying or selling can offer useful clues, it should be considered alongside a company’s financial health, industry trends, and market conditions. Research is key to making informed investment decisions.
Today, we’re focusing on stocks that have seen insider sales of at least $30 million since the start of the year. Using Insider Monkey’s insider trading screener, we identified stocks where at least one insider sale reached $30 million or more. While the total value of insider sales for these stocks could be higher, we specifically selected the stocks with the single largest insider sale above $30 million. From this group, we highlighted the 10 stocks with the highest individual insider sales.
Our research has shown that we can outperform the market by imitating the top stock picks of the best hedge funds, focusing on insider trading and stock picks from hedge fund investor newsletters and conferences. Our quarterly newsletter’s strategy selects 14 small-cap and large-cap stocks every quarter and has returned 373.4% since May 2014, beating its benchmark by 218 percentage points (see more details here).
For each stock, we provide details on the highest individual sale, the number of insider sales exceeding $30 million year-to-date, and the company’s current market capitalization.
A modern payment processor with illuminated buttons in a busy financial district.
Waystar Holding Corp. (NASDAQ:WAY)
Highest Individual Sale: $393,205,720.00
Number of Sales Above $30 million: 4
Market Capitalization: $6.44 billion
Waystar Holding develops cloud-based software solutions for healthcare payment processing. Its platform offers a range of services, including revenue capture, patient financial care, denial prevention and recovery, reporting and analytics, financial clearance, and claim and payment management. The Lahi, Utah-based company services around 30,000 clients, representing more than 1 million distinct providers and 16 of 20 institutions on the News Best Hospitals Honor Roll. Waystar’s enterprise-grade platform annually processes over 6 billion healthcare payment transactions, including over $1.8 trillion in annual gross claims and spanning approximately 50% of patients.
Waystar’s recent market survey of 600 healthcare leaders highlights the top revenue cycle management (RCM) trends for 2025. The study shows that AI and advanced automation are key priorities, particularly for patient access and claim management.
For the fourth quarter of 2024, Waystar reported revenue of $244.1 million, up 18% year-over-year. Net income amounted to $19.1 million, compared to a net loss of $14.42 million in the same quarter of 2024. Adjusted EBITDA was $100.2 million, which compared to adjusted EBITDA of $86.2 million in the corresponding period of the prior year.
In 2025 the company expects total revenue between $1.0 billion and $1.016 billion and adjusted EBITDA between $399 and $407 million.
On February 24, one insider sold $393.21 million worth of Waystar shares at a price of $40 per share. Year-to-date, the stock grew 0.68%, currently trading at $36.95 per share. Since the company’s IPO in June last year, Waystar returned 76.59% to its investors.
As per 11 market analysts, Waystar is a “Strong Buy” and its 12-month stock price target is at $41.14, writes Stock Analysis.
Waystar is also among the top 10 health information services stocks outpacing the market in 2025.
Overall, WAY ranks 4th on our list of stocks with at least $30 million in insider sales recently. While we acknowledge the potential of WAY, our conviction lies in the belief that AI stocks hold greater promise for delivering higher returns, and doing so within a shorter time frame. If you are looking for an AI stock that is more promising than WAY but that trades at less than 5 times its earnings, check out our report about the cheapest AI stock.
READ NEXT: 20 Best AI Stocks To Buy Now and 30 Best Stocks to Buy Now According to Billionaires
Disclosure: None. This article is originally published at Insider Monkey.
