RYAN SPECIALTY HOLDINGS, INC. vs WILLIS TOWERS WATSON PLC, two Insurance Brokers stocks. A side-by-side on valuation, growth, margins, returns, and what each price is betting.
A diversified global advisor meets a leveraged specialty distributor: Willis Towers Watson brokers and advises at $25.5B; Ryan Specialty is a wholesale specialist a fraction its size at $4.3B. Willis is the cleaner earner: a 20.68% return on equity and a 16.84% net margin, against Ryan's 8.92% and a thin 3.44%. Ryan hits back on cash, a 14.43% free-cash yield to Willis's 6.15%, but funds itself with far more debt, 2.93 times equity against 0.78. Willis trades at 15.59 times earnings and 3.16 times book; Ryan carries no clean earnings multiple here, so its 3.51 times book sets the price. Willis Towers Watson is the diversified advisory broker, Ryan Specialty the leveraged wholesale distributor, and their balance sheets and multiples reflect the difference.
Comparison updated 2026-07-11.
| Metric | RYAN | WTW |
|---|---|---|
| Price | $40.41 | $289.63 |
| Market cap | $4.4B | $27.8B |
| Sector | Financial Services | Financial Services |
| Stage | Growth | Mature |
| P/E | — | 17.0 |
| P/B | 3.64 | 3.45 |
| P/S | 1.41 | 2.81 |
| EV/EBITDA | 15.6 | 14.0 |
| Revenue growth | +19.1% | +1.3% |
| Operating margin | 11.9% | 18.6% |
| Net margin | 3.4% | 16.8% |
| Return on equity | 8.9% | 20.7% |
| Return on assets | 1.0% | 5.6% |
| Dividend yield | — | 1.3% |
| Debt / equity | 2.93 | 0.78 |
| Current ratio | 1.02 | 1.19 |
| Piotroski F (quality) | 5 / 9 | 4 / 9 |
Each week boothcheck ranks the stocks whose prices are betting on the most. Read the most stretched bets archive →
boothcheck is also on Android. Get the app on Google Play →
The stronger value is highlighted per metric where one is strictly better on that single number; it is not an overall verdict on either company. For informational and research purposes only. Not investment advice. Not a recommendation to buy, sell, or hold any security. boothcheck is not a registered investment adviser. Past performance does not guarantee future results.