Skyward Specialty [SKWD] vs Chubb [CB] Detailed Stock Comparison

Skyward Specialty Insurance Group, Inc.

NASDAQ
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Chubb Ltd.

NYSE
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TLDR: Quick Comparison Summary

Based on 20 vital metrics comparison: Skyward Specialty Insurance Group, Inc. wins in 8 metrics, Chubb Ltd. wins in 11 metrics, with 0 ties. Chubb Ltd. appears stronger overall.

View Metrics Details

Vital Metrics Comparison

Metric Skyward Specialty Insurance Group, Inc. Chubb Ltd. Better
P/E Ratio (TTM) 11.36 11.64 Skyward Specialty Insurance Group, Inc.
Price-to-Book Ratio 1.86 1.75 Chubb Ltd.
Debt-to-Equity Ratio 11.88 30.94 Skyward Specialty Insurance Group, Inc.
PEG Ratio 0.06 0.42 Skyward Specialty Insurance Group, Inc.
EV/EBITDA 7.21 11.46 Skyward Specialty Insurance Group, Inc.
Profit Margin (TTM) 12.00% 17.29% Chubb Ltd.
Operating Margin (TTM) 17.60% 24.24% Chubb Ltd.
EBITDA Margin (TTM) 17.60% 24.24% Chubb Ltd.
Return on Equity 18.86% 14.34% Skyward Specialty Insurance Group, Inc.
Return on Assets (TTM) 3.50% 3.12% Skyward Specialty Insurance Group, Inc.
Free Cash Flow (TTM) $400.62M $12.82B Chubb Ltd.
Dividend Yield N/A 0.59% N/A
1-Year Return -30.36% 4.89% Chubb Ltd.
Price-to-Sales Ratio (TTM) 1.45 2.16 Skyward Specialty Insurance Group, Inc.
Enterprise Value $1.74B $152.07B Chubb Ltd.
EV/Revenue Ratio 1.23 2.55 Skyward Specialty Insurance Group, Inc.
Revenue per Share (TTM) $35 $150 Chubb Ltd.
Earnings per Share (Diluted) $4.07 $28.29 Chubb Ltd.
Beta (Stock Volatility) 0.60 0.50 Chubb Ltd.
Short % of Float 3.44% 1.03% Chubb Ltd.

Skyward Specialty Insurance Group, Inc. vs Chubb Ltd. Stock Performance Analysis

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SKWD
CB

Performance Comparison

Short-term Returns

Stock1D1W1M3M6MYTD
Skyward Specialty Insurance Group, Inc.-3.11%-6.68%-2.09%-11.39%-5.42%-12.11%
Chubb Ltd.0.15%-2.46%-3.80%-7.55%6.00%0.87%

Long-term Returns

Stock1Y3Y5Y10Y15Y20Y
Skyward Specialty Insurance Group, Inc.-30.36%84.76%-14.50%-14.50%-14.50%-14.50%
Chubb Ltd.4.89%62.06%80.18%144.38%357.75%511.96%

Performance & Financial Health Analysis: Skyward Specialty Insurance Group, Inc. vs Chubb Ltd.

MetricSKWDCB
Market Information
Market Cap i$2.06B$130.19B
Market Cap CategoryMid capLarge cap
10 Day Avg. Volume i429,3591,559,588
90 Day Avg. Volume i428,6331,636,379
Last Close$42.73$312.75
52 Week Range$40.60 - $65.01$264.10 - $345.67
% from 52W High-34.27%-9.52%
All-Time High$65.05 (Jun 02, 2025)$345.67 (Mar 02, 2026)
% from All-Time High-34.31%-9.52%
Growth Metrics
Quarterly Revenue Growth0.27%0.06%
Quarterly Earnings Growth2.00%0.25%
Financial Health
Profit Margin (TTM) i0.12%0.17%
Operating Margin (TTM) i0.18%0.24%
Return on Equity (TTM) i0.19%0.14%
Debt to Equity (MRQ) i11.8830.94
Cash & Liquidity
Book Value per Share (MRQ)$24.92$188.59
Cash per Share (MRQ)$9.73$18.23
Operating Cash Flow (TTM) i$408.08M$12.82B
Levered Free Cash Flow (TTM) i$-67,062,124$12.14B
Dividends
Last 12-Month Dividend Yield iN/A0.59%
Last 12-Month Dividend i$0.00$1.94

Valuation & Enterprise Metrics Analysis: Skyward Specialty Insurance Group, Inc. vs Chubb Ltd.

MetricSKWD (Apr 22, 2026)CB (Apr 24, 2026)
Price Ratios
P/E Ratio (TTM) i11.3611.64
Forward P/E i8.4711.29
PEG Ratio i0.060.42
Price to Sales (TTM) i1.452.16
Price to Book (MRQ) i1.861.75
Market Capitalization
Market Capitalization i$2.06B$130.19B
Enterprise Value i$1.74B$152.07B
Enterprise Value Metrics
Enterprise to Revenue i1.232.55
Enterprise to EBITDA i7.2111.46
Risk & Other Metrics
Beta i0.600.50
Book Value per Share (MRQ) i$24.92$188.59

Financial Statements Comparison: Skyward Specialty Insurance Group, Inc. vs Chubb Ltd.

Financial Metrics

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Revenue

Operating Margin

Profit Margin

Long Term Debt

Income Flow Analysis

Financial Statements Comparison

Income Statement

MetricSKWD (2025)CB (2025)
Revenue/Sales i1.42B59.78B
Cost of Goods Sold iN/AN/A
COGS % of Revenue i0.0%0.0%
Gross Profit iN/AN/A
Gross Margin i0.0%0.0%
Research & Development iN/AN/A
Operating Income (EBIT) iN/AN/A
Operating Margin i0.0%0.0%
EBITDA iN/AN/A
EBITDA Margin i0.0%0.0%
Pre-Tax Income i216.42M13.04B
Pre-Tax Income % of Revenue i15.2%21.8%
Income Tax i46.40M2.42B
Income Tax % of Revenue i3.3%4.1%
Net Income (Profit) i170.03M10.62B
Profit Margin i12.0%17.8%

Balance Sheet & Liquidity Metrics

MetricSKWD (2025)CB (2025)
Cash & Equivalents i168.54M2.27B
Total Current Assets iN/AN/A
Total Current Assets % of Revenue i0.0%0.0%
Total Current Liabilities iN/AN/A
Total Current Liabilities % of Revenue i0.0%0.0%
Long-Term Debt i119.98M15.73B
Long-Term Debt % of Revenue i8.5%26.3%
Total Shareholders Equity i1.01B79.78B
Retained Earnings i267.15M69.95B
Retained Earnings % of Revenue i18.8%117.0%
Property, Plant & Equipment iN/AN/A

Cash Flow Statement Comparison

MetricSKWD (2025)CB (2025)
Operating Cash Flow i-226.34M9.94B
Operating Cash Flow % of Revenue i-15.9%16.6%
Capital Expenditures i-5.45MN/A
Free Cash Flow i400.62M12.82B
FCF Margin i28.2%21.4%
Debt Repayment i-43.00M-800.00M
Common Stock Repurchase iN/A-3.69B

Short Interest & Institutional Ownership Analysis

MetricSKWDCB
Shares Short i1.40M3.98M
Short Ratio i2.782.17
Short % of Float i3.44%1.03%
Shares Outstanding i40.51M391.10M
Float Shares i40.69M353.59M
% Held by Insiders i8.09%9.45%
% Held by Institutions i87.90%84.38%
% Held by Public i4.01%6.17%

Dividend Analysis & Yield Comparison: Skyward Specialty Insurance Group, Inc. vs Chubb Ltd.

MetricSKWDCB
Last 12-Month Dividend i$0.00$1.94
Last 12-Month Dividend Yield iN/A0.59%
3-Year Avg Annual Dividend i$0.00$3.01
3-Year Avg Dividend Yield iN/A0.35%
3-Year Total Dividends i$0.00$9.02
Ex-Dividend DateN/AMar 13, 2026