Home 
Today's Top Picks 
Top Performers 
Watchlist 
My Robo Portfolios 
ETF Zone 
Help & Tutorial - Chart
- Upturn Summary
- Highlights
- Valuation
Upturn AI SWOT - About
SKWD 
Skyward Specialty Insurance Group, Inc. Common Stock (SKWD)
- BUY Advisory
- SELL Advisory (Profit)
- SELL Advisory (Loss)
- Profit
- Loss
- Pass (Skip investing)
Stock price based on last close (see disclosures)
- ALL
- 1Y
- 1M
- 1W
Upturn Advisory Summary
11/10/2025: 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 $61.4
1 Year Target Price $61.4
| 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 11/10/2025 |
Key Highlights
Company Size Small-Cap Stock | Market Capitalization 1.92B USD | Price to earnings Ratio 14.09 | 1Y Target Price 61.4 |
Price to earnings Ratio 14.09 | 1Y Target Price 61.4 | ||
Volume (30-day avg) 12 | Beta 0.56 | 52 Weeks Range 41.28 - 65.05 | Updated Date 11/9/2025 |
52 Weeks Range 41.28 - 65.05 | Updated Date 11/9/2025 | ||
Dividends yield (FY) - | Basic EPS (TTM) 3.37 |
Earnings Date
Report Date 2025-10-29 | When - | Estimate 0.57 | Actual 1.05 |
Profitability
Profit Margin 10.57% | Operating Margin (TTM) 16.33% |
Management Effectiveness
Return on Assets (TTM) 2.87% | Return on Equity (TTM) 16.06% |
Valuation
Trailing PE 14.09 | Forward PE 11.51 | Enterprise Value 1838034577 | Price to Sales(TTM) 1.44 |
Enterprise Value 1838034577 | Price to Sales(TTM) 1.44 | ||
Enterprise Value to Revenue 1.46 | Enterprise Value to EBITDA - | Shares Outstanding 40487365 | Shares Floating 37427330 |
Shares Outstanding 40487365 | Shares Floating 37427330 | ||
Percent Insiders 12.53 | Percent Institutions 92.31 |
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 to Skyward Specialty in 2021, reflecting its focus on specialty insurance markets. The company has grown through acquisitions and organic expansion.
Core Business Areas
- Specialty Property: Provides property insurance coverage for commercial properties, including coverage for natural disasters, fire, and other perils.
- Accident & Health: Offers accident and health insurance products, including medical stop-loss, travel insurance, and other supplemental health coverage.
- Casualty: Provides casualty insurance coverage, including general liability, professional liability, and workers' compensation insurance.
- Surety: Offers surety bonds, including contract surety, commercial surety, and fidelity bonds.
Leadership and Structure
Andrew Robinson serves as the Chief Executive Officer. The company has a board of directors and operates with a functional organizational structure across its various specialty lines.
Top Products and Market Share
Key Offerings
- Accident & Health: Provides medical stop-loss coverage, protecting employers from large healthcare claims. Market share data not readily available. Competitors include Berkshire Hathaway Specialty Insurance and Swiss Re Corporate Solutions.
- Professional Liability: Offers errors and omissions (E&O) insurance to protect professionals from liability claims. Market share data not readily available. Competitors include Chubb and Travelers.
- Excess & Surplus Lines: Provides customized insurance solutions for risks not typically covered by standard insurance policies. Market share data not readily available. Competitors include Lexington Insurance Company (AIG) and Nationwide.
Market Dynamics
Industry Overview
The specialty insurance market is characterized by higher premiums, specialized risks, and less commoditized products compared to standard insurance. Demand is driven by increasing complexity and regulatory requirements.
Positioning
Skyward Specialty focuses on niche and underserved markets within the specialty insurance industry, allowing it to command higher premiums and avoid direct competition with larger insurers.
Total Addressable Market (TAM)
The total specialty insurance market is estimated to be $100+ billion. Skyward Specialty's niche focus positions it to capture a small but profitable share of this market.
Upturn SWOT Analysis
Strengths
- Specialized expertise in niche insurance markets
- Strong underwriting discipline
- Experienced management team
- Diversified product offerings
- Agile and responsive to market changes
Weaknesses
- Smaller size compared to larger competitors
- Relatively limited brand recognition
- Dependence on key personnel
- Higher expense ratio compared to industry averages
Opportunities
- Expanding into new specialty insurance markets
- Leveraging technology to improve efficiency
- Acquiring smaller, complementary businesses
- Capitalizing on increasing regulatory complexity
Threats
- Increased competition from larger insurers
- Economic downturn impacting demand for insurance
- Changes in regulatory environment
- Catastrophic events leading to large losses
- Rising reinsurance costs
Competitors and Market Share
Key Competitors
- WR Berkley Corporation (WRB)
- RLI Corp. (RLI)
- Kinsale Capital Group, Inc. (KNSL)
Competitive Landscape
Skyward Specialty competes with larger, more established insurers but differentiates itself through its focus on niche markets and customized solutions. Its smaller size allows for greater agility but also limits its resources.
Major Acquisitions
NOVAeSIG
- Year: 2023
- Acquisition Price (USD millions): 47.5
- Strategic Rationale: Expands Skyward Specialty's presence in the transactional risk insurance market.
Growth Trajectory and Initiatives
Historical Growth: Skyward Specialty has grown organically and through acquisitions. Data required from financial reports for accurate details.
Future Projections: Analyst estimates are not readily available, but future growth is expected to come from expanding into new markets and improving operational efficiency.
Recent Initiatives: Recent strategic initiatives include investing in technology and expanding its distribution network.
Summary
Skyward Specialty Insurance Group is a smaller, niche-focused insurer with solid expertise in specialty markets. It benefits from its agility and specialized underwriting, but is challenged by competition from larger companies. Recent acquisitions and strategic initiatives aim to bolster growth, but the company needs to manage its expense ratio and brand recognition. Future growth will depend on its ability to leverage its niche expertise and capitalize on market opportunities while mitigating external threats.
Similar Stocks
Sources and Disclaimers
Data Sources:
- Company Website
- SEC Filings
- Market Research Reports
- Earnings Call Transcripts
- Third-Party Financial Data Providers
Disclaimers:
This analysis is based on publicly available information and is for informational purposes only. It is not investment advice. Market share data is based on estimates and may not be precise.
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.
Note: This website is maintained by Upturn Corporation, which is an investment adviser registered with the U.S. Securities and Exchange Commission. Such registration does not imply a certain level of skill or training. Investing in securities has risks. Past performance is no guarantee of future returns. No assurance is provided as to any particular investment return, and you may lose money using our services. You are strongly advised to consult appropriate counsel before making any investments in companies you learn about through our services. You should obtain appropriate legal, tax, investment, accounting, and other advice that takes into account your investment portfolio and overall financial situation. You are solely responsible for conducting due diligence on a potential investment. We do not affect trades for you. You will select your own broker through which to transact. Investments are not FDIC insured, they are not guaranteed, and they may lose value. Please see the Privacy Policy, Terms of Use, and Disclosure for more information.