Insider Buying Spree Signals Confidence in Ryan Specialty’s Upside The latest filing shows Ryan Patrick G JR purchasing 365 shares of Class A common stock at $41.41 on February 20, 2026—a price comfortably above the recent 52‑week low of $37.29 but still below the peak of $77.16. The transaction is part of a broader pattern of incremental purchases by G JR, who has steadily added shares since late 2025 as the stock traded in the $55‑$70 range. The most recent large purchase on February 23—24,000 shares at $39.94—augmented his holdings to over 426,000 shares, a 68% increase from the preceding period. This disciplined buying, executed through trusts, suggests that the investor is betting on a rebound from the current dip rather than a short‑term spike.

Implications for Investors and the Company’s Outlook Ryan Specialty’s valuation remains elevated: a price‑to‑earnings ratio of 89.19 and a price‑to‑book ratio of 15.78 imply that the market is pricing in significant future growth. The insider buying spree reinforces that sentiment, as executives often buy when they believe the market undervalues the company. For investors, the move signals that management retains conviction in the company’s strategic initiatives—particularly its specialty insurance platforms and global expansion. The fact that the purchase price is above the closing price of $39.02 on February 22 suggests that insiders are willing to pay premium levels, perhaps anticipating an earnings turnaround or a strategic acquisition that could lift the stock. However, the 43.68% year‑to‑date decline and the recent earnings miss mean that caution is warranted; the stock’s high valuation may prove difficult to sustain without clear earnings growth.

A Profile of Ryan Patrick G JR G JR’s trading history is characterized by modest, incremental purchases rather than large, speculative trades. From December 2025 through February 2026, he added between 4 and 100 shares at prices ranging from $55 to $71, with occasional larger blocks in late February 2026. His holdings have grown from 256,000 shares in early 2025 to over 428,000 shares in March 2026, indicating a long‑term investment horizon. The use of trusts to hold shares and the consistent “holding” filings suggest a structured approach to managing his stake, likely tied to vesting schedules or strategic alignment with company goals. Compared to other insiders—such as CEO Timothy W. Turner’s significant buying of 129,964 shares at $53.61 on December 12, 2025—G JR’s activity appears more conservative but equally committed to the company’s trajectory.

Conclusion The recent insider purchases by Ryan Patrick G JR reflect confidence in Ryan Specialty’s potential to recover from a steep price decline and capitalize on its high valuation. For investors, the insider activity should be viewed as a positive signal, though it must be weighed against the company’s earnings challenges and the broader financial sector’s volatility. If Ryan Specialty can deliver on its growth initiatives—particularly within its specialty insurance portfolio—these insider trades could foreshadow a meaningful rebound for the stock.

DateOwnerTransaction TypeSharesPrice per ShareSecurity
2026-02-20RYAN PATRICK G JR ()Buy365.0041.41Class A Common Stock
2026-02-23RYAN PATRICK G JR ()Buy24,000.0039.94Class A Common Stock
2026-02-23RYAN PATRICK G JR ()Buy1,500.0040.20Class A Common Stock