U.S. Insurance Broker Halved in Value in One Year, Chairman Bets $53 Million and Stock Rises 5%

Shares of Ryan Specialty Holdings Inc. (NYSE: RYAN) closed at $33.34 on June 9 on the New York Stock Exchange, up 5.34%. The company’s market capitalization rose by roughly $240 million in a single day to about $4.3 billion (approximately KRW 5.8 trillion).

According to a recent SEC filing, founder and Executive Chairman Patrick G. Ryan purchased 120,000 shares on June 5 at around $32.50 per share, investing about $3.9 million (roughly KRW 5.3 billion). In addition to the initial $300 million buyback, the board approved another $300 million, bringing the total share repurchase program to $600 million (around KRW 400 billion).

Meanwhile, Goldman Sachs, Wells Fargo and Mizuho have recently downgraded their ratings and price targets on RYAN stock, citing weak pricing in the commercial casualty insurance market and downward revisions to 2026 organic growth forecasts.

Founded in 2010, Ryan Specialty Holdings is a U.S. commercial specialty property & casualty insurance broker and underwriting manager. With delegated authority from insurers, it designs complex risk products and connects brokers with carriers. In 2025 the company generated approximately $2.99 billion in revenue, up about 22% year-over-year. In the first quarter of 2026, revenue rose 15% with an organic growth rate of 11.8%, though full-year organic growth is now guided to the mid-single digits.