Form 4: Ryan Specialty Holdings Executive Chairman Buys $14.3M in Stock

Patrick G. Ryan, Executive Chairman and 10% Owner of Ryan Specialty Holdings, Inc., acquired 276,634 shares of Class A Common Stock for approximately $14.3 million.

Summary

• Patrick G. Ryan, Executive Chairman and 10% Owner of Ryan Specialty Holdings, Inc. (RYAN), acquired 276,634 shares of Class A Common Stock.
• The transaction occurred on September 12, 2025, at a weighted average price of $51.8384 per share.
• The total value of the shares purchased is approximately $14,349,959.56.
• The shares were purchased indirectly through the Patrick G. Ryan Living Trust and the Shirley W. Ryan Living Trust, with 50% in each trust.
• Following this transaction, Mr. Ryan indirectly beneficially owns 13,699,959 shares through these trusts and an additional 55,475 shares through other family trusts and entities, totaling 13,755,434 shares.
• The purchases were made in multiple transactions ranging from $51.39 to $52.12 per share and complied with Rule 10b-18.
• The transaction was made pursuant to a Rule 10b5-1(c) plan.

Sentiment

Score: 8

Explanation: The sentiment is highly positive due to a significant insider purchase by the Executive Chairman and a 10% owner, indicating strong confidence in the company's prospects.

Positives

• Executive Chairman and 10% owner Patrick G. Ryan acquired a significant block of 276,634 shares, signaling strong confidence in the company's future prospects.
• The substantial investment of approximately $14.35 million by a key insider demonstrates alignment of management's interests with those of shareholders.
• The transaction was executed under a Rule 10b5-1(c) plan, indicating a pre-planned purchase strategy.

Future Outlook

This Form 4 filing does not contain forward-looking statements or guidance regarding the company's future outlook.

Management Comments

• The significant personal investment by Executive Chairman Patrick G. Ryan underscores his belief in the company's long-term value and strategic direction.

Industry Context

Insider buying, particularly by high-ranking executives and significant owners, is often viewed by the market as a positive signal, indicating management's confidence in the company's future performance and valuation. This transaction aligns with a broader trend where insider purchases can precede periods of positive stock performance.

Related Party Transactions

• The acquisition of shares was made indirectly through the Patrick G. Ryan Living Trust and the Shirley W. Ryan Living Trust, where the reporting person and spouse serve as co-trustees.
• An additional 55,475 shares are held in trusts and other entities for the benefit of the reporting person's family member.

Stakeholder Impact

• Shareholders may view this significant insider purchase as a strong vote of confidence from management, potentially leading to increased investor interest and positive sentiment towards the stock.

Key Dates

Keywords

RYAN, Ryan Specialty Holdings, Patrick G. Ryan, Insider Trading, Stock Purchase, Form 4, Executive Chairman, 10% Owner