- Chart
- Upturn Summary
- Highlights
- Valuation
- About
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
12/31/2025: SKWD (3-star) is a STRONG-BUY. BUY since 9 days. Simulated Profits (-1.33%). Updated daily EoD!
1 Year Target Price $63.5
1 Year Target Price $63.5
| 3 | Strong Buy |
| 4 | Buy |
| 5 | Hold |
| 0 | Sell |
| 0 | Strong Sell |
Analysis of Past Performance
Type Stock | Historic Profit 52.37% | Avg. Invested days 53 | Today’s Advisory Strong Buy |
Upturn Star Rating ![]() | Upturn Advisory Performance | Stock Returns Performance |
Key Highlights
Company Size Mid-Cap Stock | Market Capitalization 2.07B USD | Price to earnings Ratio 15.17 | 1Y Target Price 63.5 |
Price to earnings Ratio 15.17 | 1Y Target Price 63.5 | ||
Volume (30-day avg) 12 | Beta 0.54 | 52 Weeks Range 41.28 - 65.05 | Updated Date 01/2/2026 |
52 Weeks Range 41.28 - 65.05 | Updated Date 01/2/2026 | ||
Dividends yield (FY) - | Basic EPS (TTM) 3.37 |
Earnings Date
Report Date - | When - | Estimate - | Actual - |
Profitability
Profit Margin 10.57% | Operating Margin (TTM) 17.14% |
Management Effectiveness
Return on Assets (TTM) 2.92% | Return on Equity (TTM) 16.06% |
Valuation
Trailing PE 15.17 | Forward PE 11.24 | Enterprise Value 2028802225 | Price to Sales(TTM) 1.55 |
Enterprise Value 2028802225 | Price to Sales(TTM) 1.55 | ||
Enterprise Value to Revenue 1.52 | Enterprise Value to EBITDA - | Shares Outstanding 40487365 | Shares Floating 37437047 |
Shares Outstanding 40487365 | Shares Floating 37437047 | ||
Percent Insiders 12.43 | Percent Institutions 94.56 |
Upturn AI SWOT
Skyward Specialty Insurance Group, Inc. Common Stock

Company Overview
History and Background
Skyward Specialty Insurance Group, Inc. (SKWD) was founded in 2006. The company has evolved into a specialized insurance provider, focusing on underserved markets and niche risks. Key milestones include its IPO in January 2023, which provided capital for growth and expanded its public profile.
Core Business Areas
- Specialty Lines: Skyward offers a range of specialty insurance products, including surety, professional liability, commercial auto, and property insurance. These are often designed for businesses with unique or complex risk profiles that may not be adequately served by standard insurance carriers.
- Assumed Reinsurance: The company also engages in assumed reinsurance, where it accepts a portion of the risk from other insurance companies, diversifying its portfolio and enhancing its underwriting capabilities.
Leadership and Structure
Skyward Specialty Insurance Group, Inc. is led by a management team with extensive experience in the insurance industry. The organizational structure is designed to support its specialty focus, with dedicated underwriting teams and risk management expertise for each of its core business segments.
Top Products and Market Share
Key Offerings
- Surety Bonds: Skyward provides a comprehensive suite of surety products, including contract surety, commercial surety, and specialty surety bonds. Competitors include large national surety providers and other specialty surety underwriters. Specific market share data for this niche product is not readily available, but it's a core area for the company.
- Professional Liability: This segment offers coverage for various professional service providers against claims of errors and omissions. Key competitors include established professional liability insurers. Again, specific market share figures are not publicly detailed but it's a significant segment.
- Commercial Auto: Skyward underwrites commercial auto insurance for businesses with specialized vehicle fleets or operations that carry higher risks. Competitors range from large commercial insurers to other specialty auto providers. Market share within this specific niche is not widely disclosed.
Market Dynamics
Industry Overview
The specialty insurance market is characterized by its focus on niche risks and underserved segments. It offers higher potential for profitability due to specialized underwriting expertise but also carries its own set of challenges, including regulatory complexities and the need for strong risk management.
Positioning
Skyward Specialty Insurance Group is positioned as a nimble and specialized insurer, adept at identifying and serving markets that larger, more commoditized insurers may overlook. Its competitive advantages lie in its deep underwriting expertise, flexible approach, and focus on technology to enhance efficiency and risk assessment.
Total Addressable Market (TAM)
The total addressable market for specialty insurance is substantial and growing, driven by increasing complexity in business operations and evolving risk landscapes. While precise TAM figures for every niche are difficult to aggregate, the broader specialty insurance market is valued in the hundreds of billions of dollars globally. Skyward is positioned to capture a growing share within its targeted segments by offering tailored solutions and superior service.
Upturn SWOT Analysis
Strengths
- Deep underwriting expertise in niche markets
- Agile and responsive operational structure
- Focus on technology and data analytics
- Experienced management team
Weaknesses
- Relatively smaller scale compared to large insurance conglomerates
- Reliance on a few core product lines
- Brand recognition may be lower than established players
Opportunities
- Continued growth in underserved specialty insurance markets
- Expansion of product offerings and geographic reach
- Leveraging technology for improved underwriting and claims processing
- Strategic partnerships and acquisitions
Threats
- Increased competition from both established and emerging specialty insurers
- Unforeseen economic downturns impacting policy demand
- Adverse claims development or catastrophic events
- Regulatory changes impacting the insurance industry
Competitors and Market Share
Key Competitors
- The Hartford Financial Services Group, Inc. (HIG)
- Chubb Limited (CB)
- Travelers Companies, Inc. (TRV)
- Markel Group Inc. (MKL)
Competitive Landscape
Skyward's advantage lies in its focused approach to niche markets, which often carry higher premiums and less intense competition than broad insurance lines. However, it faces significant challenges from larger, more established players with greater financial resources, brand recognition, and established distribution channels. Skyward must continually differentiate itself through specialized expertise and agility.
Growth Trajectory and Initiatives
Historical Growth: Skyward has shown a pattern of organic growth and strategic expansion within its specialty insurance niches. The IPO in 2023 is a significant marker of its growth ambitions and provided the financial impetus for further development.
Future Projections: Future growth projections for Skyward Specialty Insurance Group, Inc. are typically based on analyst estimates, which consider market trends, company strategy, and industry outlook. These projections often point to continued revenue expansion fueled by its ability to penetrate specialized markets and potentially through strategic acquisitions.
Recent Initiatives: Recent initiatives likely include investments in technology to enhance underwriting and claims processing, expansion into new specialty lines or geographic territories, and efforts to broaden its distribution network through broker partnerships.
Summary
Skyward Specialty Insurance Group, Inc. is a focused player in the specialty insurance market, leveraging deep underwriting expertise and technology to serve niche segments. Its recent IPO has provided a strong foundation for growth. While it faces competition from larger insurers, its agility and specialization offer a competitive edge. Continued success will depend on disciplined underwriting, strategic expansion, and effective risk management in an evolving market.
Similar Stocks
Sources and Disclaimers
Data Sources:
- Company investor relations filings (e.g., SEC filings)
- Financial news and data providers (e.g., Bloomberg, Refinitiv)
- Industry analysis reports
Disclaimers:
This analysis is based on publicly available information and AI-driven insights. It is not intended as financial advice. Investors should conduct their own due diligence and consult with a qualified financial advisor before making investment decisions. Market share data and financial metrics are estimates and 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.

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.
Home 

