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Upturn AI SWOT - About
Kingsway Financial Services Inc (KFS)

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Upturn Advisory Summary
11/05/2025: KFS (1-star) is a SELL. SELL since 4 days. Simulated Profits (-2.00%). Updated daily EoD!
Analysis of Past Performance
Type Stock | Historic Profit 30.27% | Avg. Invested days 31 | Today’s Advisory SELL |
Upturn Star Rating ![]() | Upturn Advisory Performance | Stock Returns Performance |
Key Highlights
Company Size Small-Cap Stock | Market Capitalization 398.02M USD | Price to earnings Ratio - | 1Y Target Price 1 |
Price to earnings Ratio - | 1Y Target Price 1 | ||
Volume (30-day avg) - | Beta 0.28 | 52 Weeks Range 7.06 - 14.38 | Updated Date 06/29/2025 |
52 Weeks Range 7.06 - 14.38 | Updated Date 06/29/2025 | ||
Dividends yield (FY) - | Basic EPS (TTM) -0.39 |
Earnings Date
Report Date - | When - | Estimate - | Actual - |
Profitability
Profit Margin -8.72% | Operating Margin (TTM) -5.19% |
Management Effectiveness
Return on Assets (TTM) -0.47% | Return on Equity (TTM) -43.17% |
Valuation
Trailing PE - | Forward PE - | Enterprise Value 468298582 | Price to Sales(TTM) 3.47 |
Enterprise Value 468298582 | Price to Sales(TTM) 3.47 | ||
Enterprise Value to Revenue 4.09 | Enterprise Value to EBITDA - | Shares Outstanding 28430100 | Shares Floating 14695476 |
Shares Outstanding 28430100 | Shares Floating 14695476 | ||
Percent Insiders 27.86 | Percent Institutions 47.03 |
Upturn AI SWOT
Kingsway Financial Services Inc

Company Overview
History and Background
Kingsway Financial Services Inc. was founded to focus on non-standard auto insurance and related services. Over time, it has evolved through acquisitions and divestitures to become a diversified holding company.
Core Business Areas
- Insurance: Primarily focused on non-standard auto insurance, providing coverage to drivers who may have difficulty obtaining insurance elsewhere.
- Other Investments: Kingsway also holds various other investments, diversifying its revenue streams.
Leadership and Structure
Details regarding current leadership and organizational structure are often fluid as the company is actively undergoing changes.
Top Products and Market Share
Key Offerings
- Non-Standard Auto Insurance: Insurance coverage for high-risk drivers. Market share data is fragmented due to the niche nature of the market. Competitors include Direct General, The General, and other regional non-standard auto insurers.
- Lease Program Insurance: Covers the costs associated with the lease program of commercial vehicles. Market share data is fragmented due to the niche nature of the market. Competitors include Direct General, The General, and other regional non-standard auto insurers.
Market Dynamics
Industry Overview
The insurance industry is highly competitive and regulated, impacted by factors like economic conditions, regulatory changes, and technological advancements.
Positioning
Kingsway is positioned as a provider of specialized insurance solutions. Its competitive advantages include its expertise in the non-standard auto insurance market.
Total Addressable Market (TAM)
The TAM for specialty insurance is significant, but fragmented. Kingsway's positioning allows it to target specific segments within this market.
Upturn SWOT Analysis
Strengths
- Niche Market Focus
- Specialized Expertise
- Diversified Investments
Weaknesses
- Concentration in non-standard auto insurance
- Fluctuating Investment Performance
- Limited Brand Recognition
Opportunities
- Expanding into new niche insurance markets
- Leveraging technology for improved efficiency
- Acquiring complementary businesses
Threats
- Increased competition in non-standard auto insurance
- Regulatory changes impacting insurance rates
- Economic downturn affecting insurance demand
Competitors and Market Share
Key Competitors
- GNCO
- KMPR
- FFHL
Competitive Landscape
Kingsway competes with larger, more established insurance companies. Its success depends on its ability to differentiate itself through specialized products and services.
Growth Trajectory and Initiatives
Historical Growth: Kingsway Financial Services Inc's growth has been influenced by acquisitions, divestitures, and market conditions.
Future Projections: Projections for Kingsway Financial Services Inc's future growth are not readily available.
Recent Initiatives: Highlight recent strategic initiatives undertaken by Kingsway Financial Services Inc are not readily available.
Summary
Kingsway Financial Services Inc is a holding company with investments primarily in the insurance sector. Its focus on non-standard auto insurance provides a niche market, but also presents concentration risk. Diversification through other investments is a positive, though performance varies. Navigating regulatory changes and competition are crucial for future growth.
Similar Stocks
Sources and Disclaimers
Data Sources:
- SEC Filings
- Company Website
- Third-Party Financial Analysis
Disclaimers:
This analysis is based on publicly available information and is not financial advice. Market share data is 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 Kingsway Financial Services Inc
Exchange NYSE | Headquaters Chicago, IL, United States | ||
IPO Launch date 1996-10-08 | President, CEO & Director Mr. John Taylor-Maloney Fitzgerald | ||
Sector Consumer Cyclical | Industry Auto & Truck Dealerships | Full time employees 433 | Website https://kingsway-financial.com |
Full time employees 433 | Website https://kingsway-financial.com | ||
Kingsway Financial Services Inc. through its subsidiaries, engages in the extended warranty and business services in the United States. It operates through two segments: Extended Warranty and Kingsway Search Xcelerator. The Extended Warranty segment markets, sells, and administers vehicle service agreements and related products for new and used automobiles, motorcycles, and ATVs. This segment also markets and distributes warranty products to manufacturers, distributors, and installers of heating, ventilation and air conditioning, standby generator, commercial LED lighting, and commercial refrigeration equipment; and provides equipment breakdown and maintenance support services to companies, as well as after-market vehicle protection services. Its Kingsway Search Xcelerator segment offers outsourced finance and human resources consulting services, including operational accounting, such as bookkeeping, accounting, financial reporting, and analysis and strategic finance services; technical accounting comprising initial public offerings, Securities and Exchange Commission reporting, and international consolidation services; human resources, workforce management, and compliance support services; and advisory services. This segment also provides financial executive services for project and interim staffing engagements; search services for permanent placements; healthcare staffing services to acute healthcare facilities for short-term and day-to-day needs of hospitals; software products for the management needs of all types of shared-ownership properties; and fully managed outsourced cardiac telemetry services, as well as provides mobile monitors to the hospitals. It offers its products and services through credit unions and dealers. Kingsway Financial Services Inc. was incorporated in 1989 and is headquartered in Chicago, Illinois.

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