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Skyward Specialty Insurance Group, Inc. (SKWD) Fundamental Analysis & AI Grade 2026

SKWD Nasdaq Fire, Marine & Casualty Insurance DE CIK: 0001519449
Updated This Month • Analysis: May 12, 2026 • SEC Data: 2026-03-31
Combined AI Grade
C
58% Confidence
N/A
C
58% Conf
Pending
Analysis scheduled

📊 SKWD Key Takeaways

Revenue: $475.9M
Net Margin: 10.5%
Free Cash Flow: $111.1M
Current Ratio: N/A
Debt/Equity: 0.00x
EPS: $1.09
AI Grade: C with 58% confidence
Skyward Specialty Insurance Group, Inc. (SKWD) receives a C fundamental grade with 58% confidence from our AI analysis based on SEC 10-K filings. With revenue of $475.9M, net profit margin of 10.5%, and return on equity (ROE) of 4.1%, Skyward Specialty Insurance Group, Inc. demonstrates mixed fundamentals in the Finance sector. Below is our complete SKWD stock analysis for 2026.

Is Skyward Specialty Insurance Group, Inc. (SKWD) a Good Investment?

Claude

Skyward exhibits severe capital efficiency deterioration, evidenced by a 4.1% ROE and 0.8% ROA coupled with flat net income growth despite an implausible 11,341% revenue expansion, indicating acquisition integration challenges or unsustainable margin compression. While strong free cash flow generation ($111.1M, 23.3% margin) and zero debt provide a financial cushion, the disconnect between explosive top-line growth and stagnant earnings growth raises fundamental questions about the quality and profitability of incremental revenue.

Skyward Specialty Insurance Group, Inc. Key Strengths (SKWD)

Claude
  • + Exceptional free cash flow generation with 23.3% FCF margin provides operational flexibility
  • + Conservative balance sheet with zero debt and $255.9M cash reserves
  • + Positive operating cash flow of $116.5M demonstrates underlying business can generate cash

SKWD Stock Risks: Skyward Specialty Insurance Group, Inc. Investment Risks

Claude
  • ! Critically low ROE of 4.1% and ROA of 0.8% indicate severe capital inefficiency below cost of equity
  • ! Flat net income growth (0.0% YoY) despite 11,341% revenue growth signals deteriorating unit economics or massive integration costs from acquisition
  • ! Net margin of 10.5% and operating margin of 13.0% inadequate for specialty insurance to justify capital deployment at such low returns

Key Metrics to Watch

Claude
  • * Net income trajectory to confirm if revenue growth eventually translates to earnings accretion
  • * Return on Equity trend to determine if current 4.1% improves toward acceptable 10%+ levels
  • * Operating margin stability to ensure 13.0% is sustainable and not subject to further compression

Skyward Specialty Insurance Group, Inc. (SKWD) Financial Metrics & Key Ratios

Revenue
$475.9M
Net Income
$49.7M
EPS (Diluted)
$1.09
Free Cash Flow
$111.1M
Total Assets
$6.5B
Cash Position
$255.9M

💡 AI Analyst Insight

The 23.3% free cash flow margin provides substantial flexibility for dividends, buybacks, and strategic investments. The current ratio below 1.0x warrants monitoring of short-term liquidity.

SKWD Profit Margin, ROE & Profitability Analysis

Gross Margin N/A
Operating Margin 13.0%
Net Margin 10.5%
ROE 4.1%
ROA 0.8%
FCF Margin 23.3%

SKWD vs Finance Sector: How Skyward Specialty Insurance Group, Inc. Compares

How Skyward Specialty Insurance Group, Inc. compares to Finance sector averages

Net Margin
SKWD 10.5%
vs
Sector Avg 25.0%
SKWD Sector
ROE
SKWD 4.1%
vs
Sector Avg 12.0%
SKWD Sector
Current Ratio
SKWD 0.0x
vs
Sector Avg 1.2x
SKWD Sector
Debt/Equity
SKWD 0.0x
vs
Sector Avg 2.0x
SKWD Sector

Sector benchmarks are approximate industry averages. Actual sector performance may vary.

Is Skyward Specialty Insurance Group, Inc. Stock Overvalued? SKWD Valuation Analysis 2026

Based on fundamental analysis, Skyward Specialty Insurance Group, Inc. has mixed fundamental signals relative to the Finance sector in 2026.

Return on Equity
4.1%
Sector avg: 12%
Net Profit Margin
10.5%
Sector avg: 25%
Revenue Growth
N/A
Year-over-year
Debt/Equity
0.00x
Sector avg: 2x

Note: This is a fundamental analysis based on SEC filings. For P/E ratio, price targets, and market-based valuation, consult financial data providers. This is not investment advice.

Skyward Specialty Insurance Group, Inc. Balance Sheet: SKWD Debt, Cash & Liquidity

Current Ratio
N/A
Quick Ratio
N/A
Debt/Equity
0.00x
Debt/Assets
81.3%
Interest Coverage
8.04x
Long-term Debt
N/A

SKWD Revenue & Earnings Growth: 5-Year Financial Trend

SKWD 5-year financial data: Year 2022: Revenue $5.2M, Net Income $38.3M, EPS $1.18. Year 2023: Revenue $6.1M, Net Income $39.4M, EPS $1.21. Year 2024: Revenue $6.7M, Net Income $39.4M, EPS $1.21. Year 2025: Revenue $12.4M, Net Income $86.0M, EPS $2.24.
Revenue
Net Income
EPS (right axis)

5-Year Trend Summary: Skyward Specialty Insurance Group, Inc.'s revenue has grown significantly by 138% over the 5-year period, indicating strong business expansion. The most recent EPS of $2.24 reflects profitable operations.

SKWD Revenue Growth, EPS Growth & YoY Performance

Revenue Growth
N/A
Year-over-year
Net Income Growth
N/A
Year-over-year
EPS Growth
N/A
Earnings per share
FCF Margin
23.3%
Free cash flow / Revenue

SKWD Quarterly Earnings & Performance

Quarterly financial performance data for Skyward Specialty Insurance Group, Inc. including revenue, net income, and earnings per share.
Quarter Revenue Net Income EPS
Q1 2026 $3.0M $42.1M $1.01
Q3 2025 $1.8M $36.7M $0.89
Q2 2025 $2.1M $31.0M $0.75
Q1 2025 $2.0M $36.8M $0.90
Q3 2024 $1.8M $21.7M $0.57
Q2 2024 $2.1M $19.5M $0.51
Q1 2024 $1.5M $15.6M $0.42
Q3 2023 $1.4M -$2.4M $-0.15

Data sourced from SEC EDGAR 10-Q quarterly filings. Figures may represent quarterly or cumulative values.

Skyward Specialty Insurance Group, Inc. Dividends, Buybacks & Capital Allocation

Operating Cash Flow
$116.5M
Cash generated from operations
Stock Buybacks
$8.7M
Shares repurchased (TTM)
Capital Expenditures
$5.5M
Investment in assets
Dividends
None
No dividend program

SKWD SEC Filings: Latest 10-K & 10-Q Analysis

Access official SEC EDGAR filings for Skyward Specialty Insurance Group, Inc. (CIK: 0001519449)

📋 Recent SEC Filings

Date Form Document Action
May 21, 2026 4 xslF345X06/form4-05212026_090517.xml View →
May 12, 2026 4 xslF345X06/form4-05122026_080553.xml View →
May 11, 2026 8-K skwd-20260511.htm View →
May 11, 2026 10-Q skwd-20260331.htm View →
May 8, 2026 4 xslF345X06/form4-05082026_080503.xml View →

Frequently Asked Questions about SKWD

What is the AI rating for SKWD?

Skyward Specialty Insurance Group, Inc. (SKWD) has an AI grade of C with 58% confidence, based on fundamental analysis of SEC EDGAR filings.

What are SKWD's key strengths?

Claude: Exceptional free cash flow generation with 23.3% FCF margin provides operational flexibility. Conservative balance sheet with zero debt and $255.9M cash reserves.

What are the risks of investing in SKWD?

Claude: Critically low ROE of 4.1% and ROA of 0.8% indicate severe capital inefficiency below cost of equity. Flat net income growth (0.0% YoY) despite 11,341% revenue growth signals deteriorating unit economics or massive integration costs from acquisition.

What is SKWD's revenue and growth?

Skyward Specialty Insurance Group, Inc. reported revenue of $475.9M.

Does SKWD pay dividends?

Skyward Specialty Insurance Group, Inc. does not currently pay dividends.

Where can I find SKWD SEC filings?

Official SEC filings for Skyward Specialty Insurance Group, Inc. (CIK: 0001519449) including 10-K, 10-Q, and 8-K reports are available on SEC EDGAR.

What is SKWD's EPS?

Skyward Specialty Insurance Group, Inc. has a diluted EPS of $1.09.

How is the AI analysis conducted?

Two independent AI systems — Claude (Anthropic) and ChatGPT (OpenAI) — analyze SEC EDGAR filings including 10-K annual reports and 10-Q quarterly reports. Each AI evaluates financial health, profitability ratios, balance sheet strength, and growth metrics. The combined grade reflects both perspectives for balanced insights.

What is SKWD's fundamental grade?

Based on our AI fundamental analysis in May 2026, Skyward Specialty Insurance Group, Inc. has a C grade with 58% confidence. Review the strengths and risks sections above for full context. This is not investment advice.

Is SKWD stock overvalued or undervalued?

Valuation metrics for SKWD: ROE of 4.1% (sector avg: 12%), net margin of 10.5% (sector avg: 25%). Compare these metrics with sector averages to assess valuation.

What is SKWD's AI grade for 2026?

Our dual AI analysis gives Skyward Specialty Insurance Group, Inc. a combined C grade for 2026. Revenue is data pending, with profitability at or below sector average. Always conduct your own research.

What is SKWD's free cash flow?

Skyward Specialty Insurance Group, Inc.'s operating cash flow is $116.5M, with capital expenditures of $5.5M. FCF margin is 23.3%.

How does SKWD compare to other Finance stocks?

Vs Finance sector averages: Net margin 10.5% (avg: 25%), ROE 4.1% (avg: 12%), current ratio N/A (avg: 1.2).

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Disclaimer: This analysis is generated by Claude AI (Anthropic) and ChatGPT (OpenAI) based on publicly available SEC EDGAR filings. It does not include stock price data and should not be considered financial advice. All fundamental data is sourced from SEC public domain filings. Always conduct your own research and consult with a qualified financial advisor before making investment decisions.
Data Source: SEC EDGAR | Analysis Date: May 12, 2026 | Data as of: 2026-03-31 | Powered by Claude AI