Skyward Specialty Insurance Group IncSkyward Specialty Insurance Group Inc
Skyward Specialty Insurance Group Inc

Skyward Specialty Insurance Group Inc

SKWD
Financials·Insurance

Skyward Specialty Insurance Group, Inc. is a holding company, which engages in the provision of commercial property and casualty products and solutions on a non-admitted and admitted basis. It specializes in healthcare professional liability, industry solutions, management and professional liability, medical stop-loss, programs and captive solutions, specialty property and liability, and surety. It operates through the following divisions: Accident & Health, Captives, Global Property, Agriculture and Credit (Re)insurance, Construction and Energy Solutions, Professional Lines, Programs, Surety, and Transactional E&S. Skyward Specialty Insurance Group was founded by Stephen Lyndon Way on January 3, 2006 and is headquartered in Houston, TX.

Texas; U.S.A
Market cap
No dataNo data
Revenue
$1.4B+23.2% YoY
Net income
$170M+43.1% YoY
Free cash flow
$402.6M+33.8% YoY

Market

Listed stock
SKWDPriceNasdaq
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Financial performance

Revenue
$1.4B+23.2% YoY
Operating income
$695.2M+16.3% YoY
Net income
$170M+43.1% YoY
Free cash flow
$402.6M+33.8% YoY

Revenue, profit & cash trend

Revenue
Operating income
Net income
Free cash flow
Reference
Revenue: 2021 $550.2M, 2022 $642.4M, 2023 $886M, 2024 $1.2B, 2025 $1.4B. Operating income: 2021 $52.9M, 2022 $273.3M, 2023 $504.1M, 2024 $598M, 2025 $695.2M. Net income: 2021 $38.3M, 2022 $39.4M, 2023 $86M, 2024 $118.8M, 2025 $170M. Free cash flow: 2021 $173.1M, 2022 $206.6M, 2023 $335.1M, 2024 $300.9M, 2025 $402.6M. Reference line: Reference at $0.

Growth & profitability

Revenue growth
23.2%−667 bps YoY
Gross margin
No dataNo data
Operating margin
No dataNo data
FCF margin
No dataNo data

Earnings power over time

Operating income
Net income
Free cash flow
Operating income: 2021-12-31 $52.9M, 2022-12-31 $273.3M, 2023-12-31 $504.1M, 2024-12-31 $598M, 2025-12-31 $695.2M. Net income: 2021-12-31 $38.3M, 2022-12-31 $39.4M, 2023-12-31 $86M, 2024-12-31 $118.8M, 2025-12-31 $170M. Free cash flow: 2021-12-31 $173.1M, 2022-12-31 $206.6M, 2023-12-31 $335.1M, 2024-12-31 $300.9M, 2025-12-31 $402.6M

Growth heatmap

2022202320242025CAGR
Revenue
+16.8%
+37.9%
+29.8%
+23.2%
+26.7%
Gross profit
+102.7%
+65.7%
-6.3%
+16.7%
+38.4%
Operating income
+416.3%
+84.5%
+18.6%
+16.3%
+90.4%
Free cash flow
+19.3%
+62.2%
-10.2%
+33.8%
+23.5%

Earnings quality

Operating cash flow
$408.1M+33.7% YoY
Net income
$170M+43.1% YoY
Free cash flow
$402.6M+33.8% YoY
Diluted EPS
No dataNo data

Cash conversion quality

Operating cash flow
Free cash flow
Net income = 100%
Operating cash flow: 2025-12-31 240%, 2024-12-31 257%, 2023-12-31 393%, 2022-12-31 530%, 2021-12-31 457%. Free cash flow: 2025-12-31 237%, 2024-12-31 253%, 2023-12-31 390%, 2022-12-31 524%, 2021-12-31 452%. Reference line: Net income = 100% at 100%.

Per-share economics

Diluted EPS
Latest
No data
FCF / share
Latest
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Diluted shares
Latest
No data

Financial flexibility

Cash & equivalents
No dataNo data
Total debt
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Net debt
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Current ratio
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Cash Coverage of Debt

Cash / Total debt
No data

Returns

Return on equity
No dataNo data
Return on assets
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Return on invested capital
No dataNo data
Asset turnover
No dataNo data

Return on capital

No data

Valuation

Price to earnings
No dataNo data
Price to sales
No dataNo data
EV / EBITDA
No dataNo data
Free cash flow yield
No dataNo data

Valuation vs its own 5Y history

Metric
Own five-year range
Current
Own 5Y median
Position in own range
Price to earnings
No data
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Price to sales
No data
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EV / EBITDA
No data
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Free cash flow yield
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