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Upturn AI SWOT - About
SKWD 
Skyward Specialty Insurance Group, Inc. Common Stock (SKWD)
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Upturn Advisory Summary
09/12/2025: SKWD (3-star) is currently NOT-A-BUY. Pass it for now.
Upturn Star Rating
Moderate Performance
These Stocks/ETFs, based on Upturn Advisory, typically align with the market average, offering steady but unremarkable returns.
Number of Analysts
12 Analysts rated it
Moderately tracked stock, growing coverage, gaining market and investor attention.
1 Year Target Price $61
1 Year Target Price $61
| 3 | Strong Buy |
| 4 | Buy |
| 5 | Hold |
| 0 | Sell |
| 0 | Strong Sell |
Analysis of Past Performance
Type Stock | Historic Profit 54.43% | Avg. Invested days 61 | Today’s Advisory PASS |
Upturn Star Rating | Upturn Advisory Performance  4.0 | Stock Returns Performance  3.0 |
| Profits based on simulation | Last Close 09/12/2025 |
Key Highlights
Company Size Small-Cap Stock | Market Capitalization 1.87B USD | Price to earnings Ratio 14.58 | 1Y Target Price 61 |
Price to earnings Ratio 14.58 | 1Y Target Price 61 | ||
Volume (30-day avg) 12 | Beta 0.6 | 52 Weeks Range 39.29 - 65.05 | Updated Date 09/14/2025 |
52 Weeks Range 39.29 - 65.05 | Updated Date 09/14/2025 | ||
Dividends yield (FY) - | Basic EPS (TTM) 3.16 |
Earnings Date
Report Date - | When - | Estimate - | Actual - |
Profitability
Profit Margin 10.53% | Operating Margin (TTM) 16.15% |
Management Effectiveness
Return on Assets (TTM) 2.81% | Return on Equity (TTM) 16.26% |
Valuation
Trailing PE 14.58 | Forward PE 11.57 | Enterprise Value 1848156241 | Price to Sales(TTM) 1.49 |
Enterprise Value 1848156241 | Price to Sales(TTM) 1.49 | ||
Enterprise Value to Revenue 1.47 | Enterprise Value to EBITDA - | Shares Outstanding 40486700 | Shares Floating 37426675 |
Shares Outstanding 40486700 | Shares Floating 37426675 | ||
Percent Insiders 12.53 | Percent Institutions 93.61 |
Upturn AI SWOT
Skyward Specialty Insurance Group, Inc. Common Stock
Company Overview
History and Background
Skyward Specialty Insurance Group, Inc. was founded in 2007 as Houston International Insurance Group (HIIG). It rebranded as Skyward Specialty in 2021. The company focuses on specialty insurance lines.
Core Business Areas
- Accident & Health: Provides accident and health insurance products, including medical stop-loss and employer-sponsored benefits.
- Commercial Property: Offers property insurance coverage for businesses.
- Construction: Provides surety bonds and insurance for construction projects.
- Financial Lines: Includes directors and officers liability, professional liability, and other financial risk solutions.
- Global Property & Casualty: Offers global property and casualty insurance products.
- Surety: Provides surety bonds across a diverse set of industries.
- Transactional E&S: Provides specialized insurance for transactional risks, such as mergers and acquisitions.
Leadership and Structure
Andrew Robinson serves as the Chief Executive Officer. The company has a traditional corporate structure with a board of directors and executive leadership team.
Top Products and Market Share
Key Offerings
- Competitors: Berkshire Hathaway Specialty Insurance, Tokio Marine HCC, HM Insurance Group
- Medical Stop-Loss: Protects self-funded employers from catastrophic medical claims. Specific market share data is difficult to ascertain precisely for Skyward, but the overall medical stop-loss market is competitive, with major players like Berkshire Hathaway Specialty Insurance, Tokio Marine HCC, and HM Insurance Group. Revenue is not publicly broken down for individual products, but this is a core segment.
- Competitors: Travelers (TRV), The Hartford (HIG), CNA Surety (CNA)
- Surety Bonds: Provides surety bonds for construction, commercial, and other sectors. The surety market is dominated by Travelers, The Hartford, and CNA Surety. Skyward competes in this space with a diversified portfolio. Revenue is not publicly broken down for individual products, but this is a core segment.
Market Dynamics
Industry Overview
The specialty insurance market is characterized by its focus on niche areas and complex risks, offering higher margins but requiring specialized expertise. Growth is driven by increasing complexity of business operations and evolving regulatory environments.
Positioning
Skyward Specialty is positioned as a nimble and specialized underwriter focusing on underserved and complex risks. Its competitive advantage lies in its underwriting expertise and ability to quickly respond to market opportunities.
Total Addressable Market (TAM)
The total addressable market for specialty insurance is estimated to be in the hundreds of billions of dollars. Skyward Specialty is positioned to capture a portion of this TAM by focusing on specific niches and underwriting expertise.
Upturn SWOT Analysis
Strengths
- Specialized Underwriting Expertise
- Nimble and Agile Operations
- Strong Relationships with Brokers
- Diversified Product Portfolio
- Experienced Management Team
Weaknesses
- Smaller Size Compared to Major Competitors
- Limited Brand Recognition
- Dependence on Broker Networks
- Susceptible to Market Volatility
- Relatively short operating history under current brand and structure.
Opportunities
- Expansion into New Geographies
- Development of New Specialty Products
- Leveraging Technology for Efficiency
- Strategic Acquisitions
- Increasing Demand for Specialty Insurance Coverage
Threats
- Increased Competition
- Adverse Regulatory Changes
- Economic Downturn
- Natural Disasters
- Cybersecurity Risks
Competitors and Market Share
Key Competitors
- TRV
- HIG
- CNA
- WRB
Competitive Landscape
Skyward Specialty faces competition from larger, well-established insurers. Its advantage lies in its specialization, agility, and strong broker relationships, enabling it to compete effectively in niche markets.
Growth Trajectory and Initiatives
Historical Growth: Skyward Specialty has demonstrated growth through organic expansion and strategic acquisitions. Its growth is in the specialty insurance area.
Future Projections: Future growth projections depend on market conditions, underwriting performance, and expansion strategies. Analyst estimates vary, but generally reflect continued growth in specialty lines.
Recent Initiatives: Recent initiatives include expanding product offerings, entering new geographies, and investing in technology to enhance underwriting and operational efficiency.
Summary
Skyward Specialty is a smaller, nimble player in the specialty insurance market. Their focus on niche areas and underwriting expertise are key strengths. However, they face challenges due to their size relative to larger competitors and market volatility. Successful execution of their growth strategy and careful risk management are crucial for future success.
Peer Comparison
Sources and Disclaimers
Data Sources:
- Company SEC Filings
- Industry Reports
- Analyst Reports
- Company Website
Disclaimers:
The data and analysis provided are for informational purposes only and should not be considered financial advice. Investment decisions should be based on individual research and consultation with a qualified financial advisor. Market share data is estimated based on available information and may not be precise. All financial figures are subject to change.
AI Summarization is directionally correct and might not be accurate.
Summarized information shown could be a few years old and not current.
Fundamental Rating based on AI could be based on old data.
AI-generated summaries may have inaccuracies (hallucinations). Please verify the information before taking action.
About Skyward Specialty Insurance Group, Inc. Common Stock
Exchange NASDAQ | Headquaters Houston, TX, United States | ||
IPO Launch date 2023-01-13 | CEO & Chairperson of the Board Mr. Andrew Scott Robinson | ||
Sector Financial Services | Industry Insurance - Property & Casualty | Full time employees 580 | Website https://skywardinsurance.com |
Full time employees 580 | Website https://skywardinsurance.com | ||
Skyward Specialty Insurance Group, Inc., an insurance holding company, underwrites commercial property and casualty insurance products in the United States. It offers general liability, excess liability, professional liability, commercial auto, group accident and health, property, surety, agriculture, credit, and workers' compensation insurance products, as well as cannabis insurance. The company was formerly known as Houston International Insurance Group, Ltd. and changed its name to Skyward Specialty Insurance Group, Inc. in November 2020. Skyward Specialty Insurance Group, Inc. was incorporated in 2006 and is headquartered in Houston, Texas.
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