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Kingsway Financial Services Inc (KFS)

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Upturn Advisory Summary
01/09/2026: KFS (1-star) is currently NOT-A-BUY. Pass it for now.
Analysis of Past Performance
Type Stock | Historic Profit 30.27% | Avg. Invested days 31 | Today’s Advisory PASS |
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 in 1993 and has evolved from a diversified financial services company to a specialized provider of insurance and related services. Its history includes various acquisitions and divestitures as it refined its business focus. The company has experienced periods of growth and restructuring as it navigated the dynamic financial services landscape.
Core Business Areas
- Insurance and Related Services: Kingsway Financial Services Inc. primarily operates within the insurance sector, offering a range of insurance products and services. This includes property and casualty insurance, as well as other specialty insurance lines. The company aims to provide comprehensive solutions to its customers.
- Ancillary Services: Beyond core insurance offerings, Kingsway may also provide related services that complement its insurance business, such as claims management, risk assessment, and administrative support. These services are designed to enhance customer experience and operational efficiency.
Leadership and Structure
Kingsway Financial Services Inc. is led by a management team responsible for strategic direction and operational oversight. The organizational structure is designed to support its core insurance and related services operations, with dedicated teams for underwriting, claims, sales, and administration. Specific details on the current leadership team and detailed organizational charts are typically found in the company's investor relations materials.
Top Products and Market Share
Key Offerings
- Property and Casualty Insurance: This segment offers insurance policies covering damage to property and liability for injuries or damages to others. The market share for specific P&C products is highly fragmented and competitive, with major players including State Farm, GEICO, Progressive, and Allstate. Kingsway's market share within this broad category is niche compared to these giants, focusing on specific segments or geographic regions. Revenue from this segment is a primary driver of the company's top line.
- Specialty Insurance Lines: Kingsway may offer specialized insurance products tailored to specific industries or risks that are not adequately covered by standard policies. The market share for these niche products can vary greatly depending on the specific specialty. Competitors in this space are often specialized underwriters. Revenue from these lines contributes to diversification.
Market Dynamics
Industry Overview
The insurance industry in the US is mature and highly competitive, characterized by evolving regulatory landscapes, technological advancements, and changing consumer preferences. The property and casualty segment, in particular, faces challenges related to natural disasters, economic cycles, and increasing claims costs. The demand for insurance is driven by economic activity, population growth, and regulatory requirements.
Positioning
Kingsway Financial Services Inc. positions itself as a provider of specialized insurance solutions, likely targeting specific market niches or customer segments where it can differentiate itself. Its competitive advantages may stem from its underwriting expertise, customer service, or tailored product offerings. However, it faces intense competition from larger, more established insurers with greater brand recognition and resources.
Total Addressable Market (TAM)
The Total Addressable Market (TAM) for the US insurance industry is in the trillions of dollars, with the property and casualty segment representing a significant portion. Kingsway Financial Services Inc. operates within a specific segment of this vast market. Its positioning is that of a smaller, specialized player within a larger, more competitive ecosystem, aiming to capture a defined share of its targeted niches rather than a broad market capture.
Upturn SWOT Analysis
Strengths
- Niche market focus allows for specialized expertise.
- Potential for agility and responsiveness due to smaller size.
- Established relationships with brokers and agents.
Weaknesses
- Limited brand recognition compared to major insurers.
- Smaller capital base, potentially limiting expansion and market penetration.
- Vulnerability to economic downturns and significant catastrophic events.
- Dependence on key distribution channels.
Opportunities
- Growth in emerging insurance technologies (Insurtech).
- Expansion into underserved or specialized market segments.
- Strategic partnerships or acquisitions to broaden offerings or market reach.
- Increasing demand for specialized risk management solutions.
Threats
- Intense competition from larger, well-capitalized insurers.
- Rising claims costs and potential for increased regulatory scrutiny.
- Economic recession impacting demand for insurance products.
- Cybersecurity threats and data breaches.
Competitors and Market Share
Key Competitors
- The Hartford Financial Services Group, Inc. (HIG)
- The Progressive Corporation (PGR)
- Travelers Companies, Inc. (TRV)
- Allstate Corporation (ALL)
Competitive Landscape
Kingsway Financial Services Inc. operates in a highly competitive landscape dominated by larger, established insurers. Its competitive advantage lies in its potential to focus on specialized niches and offer tailored solutions. However, it faces disadvantages in terms of scale, brand recognition, and capital resources compared to its major rivals. The company must leverage its agility and specialized knowledge to compete effectively.
Growth Trajectory and Initiatives
Historical Growth: Kingsway Financial Services Inc.'s historical growth has been influenced by its strategic acquisitions, divestitures, and its performance within the insurance markets it serves. Growth has likely been characterized by periods of expansion followed by consolidation or restructuring as the company adapted to market dynamics. Specific CAGR (Compound Annual Growth Rate) figures would require detailed historical financial data.
Future Projections: Future growth projections for Kingsway Financial Services Inc. would depend on analyst consensus and the company's strategic initiatives. These projections often consider market trends, the company's competitive positioning, and its ability to execute its business plan. For example, if analysts project a X% revenue growth for the next fiscal year, this would be a key projection.
Recent Initiatives: Recent strategic initiatives may include targeted acquisitions to expand into new markets or product lines, investments in technology to enhance efficiency and customer experience, or partnerships aimed at increasing distribution reach. These initiatives are designed to drive future growth and profitability.
Summary
Kingsway Financial Services Inc. is a specialized insurance provider navigating a competitive US market. Its strengths lie in niche focus and agility, while weaknesses include limited brand recognition and capital. Opportunities exist in Insurtech and specialized market expansion, but threats from larger competitors and rising costs are significant. The company's success hinges on its ability to effectively leverage its specialized expertise and execute strategic initiatives to counter competitive pressures and capitalize on market opportunities.
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Sources and Disclaimers
Data Sources:
- Company investor relations materials (e.g., annual reports, quarterly filings)
- Financial data aggregation services (e.g., Bloomberg, Refinitiv, Yahoo Finance - where available and applicable)
- Industry analysis reports
Disclaimers:
The information provided is for informational purposes only and does not constitute financial advice. Market share data and financial metrics are subject to change and may not be exhaustive. Specific numerical data for financial performance, dividends, and shareholder returns requires access to real-time financial databases or the company's latest official filings. Kingsway Financial Services Inc. is not a publicly traded entity with a readily available US stock symbol for broad market comparison as of the last update, making direct market share and competitor analysis challenging for a publicly listed entity.
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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