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Root vs Skyward Specialty Insurance Group

Root and Skyward Specialty Insurance Group are similar in size: $1.52bn and $1.42bn of revenue in their latest fiscal years. Root grew faster (29.0% against 23.2%). Skyward Specialty Insurance Group kept more of each dollar of sales as profit: a net margin of 12.0% against 2.7%. Skyward Specialty Insurance Group carries less debt relative to equity (0.0% against 70.5%).

Latest fiscal yearRootROOT, 2025Skyward Specialty Insurance GroupSKWD, 2025
Revenue $1.52bn $1.42bn
Revenue growth 29.0% 23.2%
Net income $40.3m $170m
Operating margin 4.1% —
Net margin 2.7% 12.0%
Return on equity 16.5% 18.9%
Free cash flow $207m $403m
Cash $669m $169m
Total debt $200m $0
Debt to equity 70.5% 0.0%
Dividend per share — —
Dividend yield — —
Share buybacks — —
Employees 1,256 611
Market value $904m $2.72bn
Price vs our value range — —
Moat score 27 (Weak) —
Insider trades, 12 months 0 buys, 13 sales 11 buys, 9 sales

Each figure is from the company's latest annual report and links to the page it comes from. Fiscal years can end on different dates. Market value and the value verdict use the delayed price shown on the stock pages. Not a recommendation.

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Figures from each company's latest annual report filed with the SEC (10-K or 20-F), as reported, with the fiscal year shown. Not investment advice. How we read filings: methodology.