Skyward Specialty [SKWD] vs Old Republic [ORI] Detailed Stock Comparison
TLDR: Quick Comparison Summary
Based on 20 vital metrics comparison: Skyward Specialty Insurance Group, Inc. wins in 12 metrics, Old Republic International Corp. wins in 7 metrics, with 0 ties. Skyward Specialty Insurance Group, Inc. appears stronger overall.
View Metrics Details
Vital Metrics Comparison
| Metric | Skyward Specialty Insurance Group, Inc. | Old Republic International Corp. | Better |
|---|---|---|---|
| P/E Ratio (TTM) | 11.36 | 11.51 | Skyward Specialty Insurance Group, Inc. |
| Price-to-Book Ratio | 1.86 | 1.76 | Old Republic International Corp. |
| Debt-to-Equity Ratio | 11.88 | 30.07 | Skyward Specialty Insurance Group, Inc. |
| PEG Ratio | 0.06 | 0.12 | Skyward Specialty Insurance Group, Inc. |
| EV/EBITDA | 7.21 | 8.01 | Skyward Specialty Insurance Group, Inc. |
| Profit Margin (TTM) | 12.00% | 10.24% | Skyward Specialty Insurance Group, Inc. |
| Operating Margin (TTM) | 17.60% | 11.74% | Skyward Specialty Insurance Group, Inc. |
| EBITDA Margin (TTM) | 17.60% | 11.74% | Skyward Specialty Insurance Group, Inc. |
| Return on Equity | 18.86% | 16.31% | Skyward Specialty Insurance Group, Inc. |
| Return on Assets (TTM) | 3.50% | 2.72% | Skyward Specialty Insurance Group, Inc. |
| Free Cash Flow (TTM) | $400.62M | $1.16B | Old Republic International Corp. |
| Dividend Yield | N/A | 9.08% | N/A |
| 1-Year Return | -30.36% | -1.51% | Old Republic International Corp. |
| Price-to-Sales Ratio (TTM) | 1.45 | 1.15 | Old Republic International Corp. |
| Enterprise Value | $1.74B | $10.33B | Old Republic International Corp. |
| EV/Revenue Ratio | 1.23 | 1.13 | Old Republic International Corp. |
| Revenue per Share (TTM) | $35 | $37 | Old Republic International Corp. |
| Earnings per Share (Diluted) | $4.07 | $3.72 | Skyward Specialty Insurance Group, Inc. |
| Beta (Stock Volatility) | 0.60 | 0.77 | Skyward Specialty Insurance Group, Inc. |
| Short % of Float | 3.44% | 4.45% | Skyward Specialty Insurance Group, Inc. |
Skyward Specialty Insurance Group, Inc. vs Old Republic International Corp. Stock Performance Analysis
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Performance Comparison
Short-term Returns
| Stock | 1D | 1W | 1M | 3M | 6M | YTD |
|---|---|---|---|---|---|---|
| Skyward Specialty Insurance Group, Inc. | -3.11% | -6.68% | -2.09% | -11.39% | -5.42% | -12.11% |
| Old Republic International Corp. | -0.24% | -3.47% | -3.77% | -12.58% | -16.10% | -14.40% |
Long-term Returns
| Stock | 1Y | 3Y | 5Y | 10Y | 15Y | 20Y |
|---|---|---|---|---|---|---|
| Skyward Specialty Insurance Group, Inc. | -30.36% | 84.76% | -14.50% | -14.50% | -14.50% | -14.50% |
| Old Republic International Corp. | -1.51% | 50.79% | 41.72% | 96.78% | 210.51% | 74.54% |
Performance & Financial Health Analysis: Skyward Specialty Insurance Group, Inc. vs Old Republic International Corp.
| Metric | SKWD | ORI |
|---|---|---|
| Market Information | ||
| Market Cap | $2.06B | $9.80B |
| Market Cap Category | Mid cap | Mid cap |
| 10 Day Avg. Volume | 429,359 | 1,200,119 |
| 90 Day Avg. Volume | 428,633 | 1,679,160 |
| Last Close | $42.73 | $37.04 |
| 52 Week Range | $40.60 - $65.01 | $35.60 - $46.76 |
| % from 52W High | -34.27% | -20.79% |
| All-Time High | $65.05 (Jun 02, 2025) | $46.76 (Dec 26, 2025) |
| % from All-Time High | -34.31% | -20.79% |
| Growth Metrics | ||
| Quarterly Revenue Growth | 0.27% | 0.19% |
| Quarterly Earnings Growth | 2.00% | 0.96% |
| Financial Health | ||
| Profit Margin (TTM) | 0.12% | 0.10% |
| Operating Margin (TTM) | 0.18% | 0.12% |
| Return on Equity (TTM) | 0.19% | 0.16% |
| Debt to Equity (MRQ) | 11.88 | 30.07 |
| Cash & Liquidity | ||
| Book Value per Share (MRQ) | $24.92 | $24.28 |
| Cash per Share (MRQ) | $9.73 | $7.72 |
| Operating Cash Flow (TTM) | $408.08M | $1.16B |
| Levered Free Cash Flow (TTM) | $-67,062,124 | $-9,261,325,312 |
| Dividends | ||
| Last 12-Month Dividend Yield | N/A | 9.08% |
| Last 12-Month Dividend | $0.00 | $3.69 |
Valuation & Enterprise Metrics Analysis: Skyward Specialty Insurance Group, Inc. vs Old Republic International Corp.
| Metric | SKWD (Apr 22, 2026) | ORI (Apr 24, 2026) |
|---|---|---|
| Price Ratios | ||
| P/E Ratio (TTM) | 11.36 | 11.51 |
| Forward P/E | 8.47 | 12.41 |
| PEG Ratio | 0.06 | 0.12 |
| Price to Sales (TTM) | 1.45 | 1.15 |
| Price to Book (MRQ) | 1.86 | 1.76 |
| Market Capitalization | ||
| Market Capitalization | $2.06B | $9.80B |
| Enterprise Value | $1.74B | $10.33B |
| Enterprise Value Metrics | ||
| Enterprise to Revenue | 1.23 | 1.13 |
| Enterprise to EBITDA | 7.21 | 8.01 |
| Risk & Other Metrics | ||
| Beta | 0.60 | 0.77 |
| Book Value per Share (MRQ) | $24.92 | $24.28 |
Financial Statements Comparison: Skyward Specialty Insurance Group, Inc. vs Old Republic International Corp.
Financial Metrics
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Revenue
Operating Margin
Profit Margin
Long Term Debt
Income Flow Analysis
Financial Statements Comparison
Income Statement
| Metric | SKWD (2025) | ORI (2025) |
|---|---|---|
| Revenue/Sales | 1.42B | 9.14B |
| Cost of Goods Sold | N/A | N/A |
| COGS % of Revenue | 0.0% | 0.0% |
| Gross Profit | N/A | N/A |
| Gross Margin | 0.0% | 0.0% |
| Research & Development | N/A | N/A |
| Operating Income (EBIT) | N/A | N/A |
| Operating Margin | 0.0% | 0.0% |
| EBITDA | N/A | N/A |
| EBITDA Margin | 0.0% | 0.0% |
| Pre-Tax Income | 216.42M | 1.18B |
| Pre-Tax Income % of Revenue | 15.2% | 13.0% |
| Income Tax | 46.40M | 242.10M |
| Income Tax % of Revenue | 3.3% | 2.6% |
| Net Income (Profit) | 170.03M | 941.90M |
| Profit Margin | 12.0% | 10.3% |
Balance Sheet & Liquidity Metrics
| Metric | SKWD (2025) | ORI (2025) |
|---|---|---|
| Cash & Equivalents | 168.54M | 263.20M |
| Total Current Assets | N/A | N/A |
| Total Current Assets % of Revenue | 0.0% | 0.0% |
| Total Current Liabilities | N/A | N/A |
| Total Current Liabilities % of Revenue | 0.0% | 0.0% |
| Long-Term Debt | 119.98M | 1.59B |
| Long-Term Debt % of Revenue | 8.5% | 17.4% |
| Total Shareholders Equity | 1.01B | 5.93B |
| Retained Earnings | 267.15M | 5.52B |
| Retained Earnings % of Revenue | 18.8% | 60.4% |
| Property, Plant & Equipment | N/A | N/A |
Cash Flow Statement Comparison
| Metric | SKWD (2025) | ORI (2025) |
|---|---|---|
| Operating Cash Flow | -226.34M | 737.60M |
| Operating Cash Flow % of Revenue | -15.9% | 8.1% |
| Capital Expenditures | -5.45M | N/A |
| Free Cash Flow | 400.62M | 1.16B |
| FCF Margin | 28.2% | 12.7% |
| Debt Repayment | -43.00M | 0 |
| Common Stock Repurchase | N/A | -123.80M |
Short Interest & Institutional Ownership Analysis
| Metric | SKWD | ORI |
|---|---|---|
| Shares Short | 1.40M | 8.02M |
| Short Ratio | 2.78 | 4.02 |
| Short % of Float | 3.44% | 4.45% |
| Shares Outstanding | 40.51M | 246.36M |
| Float Shares | 40.69M | 241.89M |
| % Held by Insiders | 8.09% | 7.65% |
| % Held by Institutions | 87.90% | 79.72% |
| % Held by Public | 4.01% | 12.63% |
Dividend Analysis & Yield Comparison: Skyward Specialty Insurance Group, Inc. vs Old Republic International Corp.
| Metric | SKWD | ORI |
|---|---|---|
| Last 12-Month Dividend | $0.00 | $3.69 |
| Last 12-Month Dividend Yield | N/A | 9.08% |
| 3-Year Avg Annual Dividend | $0.00 | $2.59 |
| 3-Year Avg Dividend Yield | N/A | 1.54% |
| 3-Year Total Dividends | $0.00 | $7.78 |
| Ex-Dividend Date | N/A | Mar 09, 2026 |