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(KFS)

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ADVISORIES YOU CAN VERIFY
QUALITY SIGNAL
1-STAR RATING
PASS

Advisory History & Simulated Performance *

*as per simulation (see disclosures)
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Advisory Performance History (Simulated)Advisory Performance History info

Upturn Advisory & Investor View for KFS

08/17/2026: KFS (1-star) is currently NOT-A-BUY. Pass it for now.

Kingsway Financial Services Inc is a diversified holding company that has transitioned from a traditional insurance business to a strategy focused on acquiring and managing niche operating companies, particularly in the extended warranty sector. Its core strengths lie in its disciplined approach to capital allocation and its ability to identify and improve smaller, cash-flow-generative businesses. The investment story centers on potential growth through ongoing acquisitions and the expansion of its search fund investment portfolio. However, investors must consider risks such as economic sensitivity, execution challenges in integrating new units, and the lack of dividend income. The stock may best suit value-oriented investors who monitor the company's ability to maintain stable cash flows from its subsidiaries.

How to Read the Upturn Advisory

The Upturn Star Rating and the current BUY, SELL, or PASS advisory are generated by Upturn’s AI advisory engine based on proprietary signal analysis, price behavior, advisory history, and historical signal performance.

Company fundamentals, valuation, risks, and news provide supporting context about the business.

Investor Fit

Investor styleFitWhy
Growth investorMixed fitGrowth is episodic based on acquisitions rather than consistent, rapid product adoption.
Momentum investorWeak fitThe stock lacks the consistent high-volume trading trends required for momentum strategies.
Value investorStrong fitInvestors may find value in the company's collection of niche, cash-flow-generating operating assets.
Dividend investorWeak fitThe company does not currently provide a regular dividend to shareholders.
Low-risk investorWeak fitHigh business model complexity and small-cap volatility make it unsuitable for conservative investors.

Risk Profile

Risk factorLevelWhy it matters
Price volatilityHighSmall-cap holding companies often experience significant price swings based on news or sentiment.
Valuation riskMediumValuations are highly dependent on the performance of individual, private-like subsidiaries.
Competition risk (Warranty Sector)Medium / highLarger, better-capitalized competitors can pressure pricing and margins.
Business qualityMediumThe quality of the portfolio is mixed and requires active management to maintain value.
Dividend incomeLow / noneInvestors should not expect income generation from this holding.
Execution riskMedium / highSuccess depends on the company's ability to integrate acquisitions effectively.

Price Behavior

Steep Decline
PRICE PATH

Steep Decline

The stock price has dropped sharply with strong downward pressure.

Moderately Choppy
PRICE STABILITY

Moderately Choppy

The stock has experienced noticeable price swings while retaining some directional structure.

Analysis of Past Performance

Type Stock
Historic Profit 0%
Avg. Invested days 0
Today’s Advisory PASS
Upturn Advisory Rating upturn star rating icon
Upturn Advisory Performance Upturn Advisory Performance icon 0.0
Stock Returns Performance Upturn Returns Performance icon 0.0
Upturn Profits based on simulation icon Profits based on simulation
Upturn last close icon Last Close 08/17/2026

Upturn Scorecard

Upturn Star Rating

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) - shares
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

How Company Makes Money

Business areaWhat it includesRetail investor read
Extended WarrantyService contracts and administration fees for consumer goods.This is a recurring revenue stream based on service contracts.
Operating SubsidiariesIncome from various small-to-medium niche businesses.The company acts as a parent to several smaller, distinct companies.

Analyzing Revenue: Products, Geography and Growth

Revenue by Products

Product revenue - Year on Year

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Valuation

Trailing PE -
Forward PE -
Enterprise Value 468.30M
Price to Sales(TTM) 3.47
Enterprise Value 468.30M
Price to Sales(TTM) 3.47
Enterprise Value to Revenue 4.09
Enterprise Value to EBITDA -
Shares Outstanding 28.43M
Shares Floating 14.70M
Shares Outstanding 28.43M
Shares Floating 14.70M
Percent Insiders 27.86
Percent Institutions 47.03

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About Kingsway Financial Services Inc

Exchange NYSE
Headquarters 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
Full time employees 433

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.