Educational research only—not investment advice or a recommendation. Scores and estimates may use delayed, incomplete, restated, or corrected market and filing data. Independently verify information before making an investment decision.

Kingsway Corporation

KWYNYSE
Wall Street Score · overall investment13/100
$9.66USD$-0.27 (-2.72%)
Company website www.kingsway-financial.com
Headquarters10 S. Riverside Plaza, Chicago, IL, 60606, US
Financial statement currencyUSD · no FX conversion applied
Financial Services · Insurance - Diversified
Price updated todayFinancials updated Oct 23, 2026

KWY · Price history

Price at last available close

$9.66

+$0.47 (+5.11%) 1M

2026-10-28

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Company & revenue

About Kingsway Corporation

Primary reporting period: 2025-12-31 · Research updated Oct 12, 2026. A research update is not a new financial filing.

Who they are

Kingsway Financial Services, Inc. functions as a holding company, primarily delivering financial services. The firm organizes its activities into two principal segments: Extended Warranty and Kingsway Search Xcelerator. The Extended Warranty division encompasses well-regarded enterprises in the automotive and HVAC sectors, consistently expanding its network of high-caliber operating companies through internal growth and judicious mergers and acquisitions.

How they make money

Kingsway Corporation operates as a holding company that acquires and builds businesses using a Search Fund model. It generates revenue through its subsidiaries in the business services and extended warranty industries, focusing on asset-light companies with recurring revenue streams.

Products & services

The company provides extended warranty services and various B2B and B2C business services through its decentralized operating subsidiaries.

Brands & revenue mix

No separate brand or brand-level revenue disclosure was confirmed in the reviewed sources. This does not mean the company has no brands.

Product / operating segments

No reconciled product or operating-segment revenue breakdown is available for the current research period. Company-wide revenue remains separate from segment disclosure.

Geographic revenue

No reconciled geographic revenue breakdown was confirmed for the current research period.

Customer types

Customer concentration

No quantified customer-concentration disclosure is available in the current saved research.

Suppliers, materials & equipment

No supplier relationships were confirmed in the sources reviewed. This does not mean the company has no suppliers.

Strengths

  • Decentralized management modelSource
  • Tax-advantaged corporate structureSource

Risks

  • Dependence on subsidiary management and operational performanceSource
  • Risks associated with the Search Fund acquisition modelSource

Wall Street Score

Overall investment score · Quality, value, risk and opportunity

13

Poor

PoorElite

View category scores →

Company Quality

How good is the actual business—regardless of today’s stock price?

25

Poor

Financial Strength

34

Management

0

Growth Quality

58

Risk / Durability

0

Weak Company · Expensive Stock

Uses financial strength, moat, management, growth quality and durability. It excludes share price, P/E, market cap, intrinsic value and margin of safety.

Opportunity

Opportunity Score · How does the current price compare with estimated value?

30

Avoid

Based on current valuation, company quality, recent trends, and available market signals.

View score details →

Model Outlook

12-month model · What does the model think happens next?

33/100

Building Historical Record

Model Score 33/100 — estimates relative performance potential, distinct from the overall Wall Street Score and the separate Company Quality score.

Probability unavailable — the model has not produced a calibrated probability yet.

Click for full breakdown →

WSS View

The quick read

The overall Wall Street Score is low across its combined quality, valuation and risk inputs. This can reflect an expensive share price, business weaknesses, or both; check Company Quality and the category breakdown before drawing a conclusion.

At today’s price, the WSS valuation framework currently reads as less attractive based on the available valuation and market data.

The model outlook is currently cautious.

What we like
  • •Insider activity signal is favorable
  • •Recent buyback activity is present
What to watch
  • •Elevated debt risk
  • •M&A headline · Aug 6, 2026
  • •Valuation is a weaker part of the current profile
  • •Debt / balance-sheet profile needs attention

Company-specific research

Questions worth answering for KWY

Research inputs 100% complete

These questions are generated from this company's current financial and score data so the page adds context instead of treating the headline score as a stand-alone conclusion.

  • •Can KWY maintain its current revenue growth rate and improve the amount of that revenue that turns into earnings and cash?
  • •How long can KWY fund negative free cash flow using its current cash position before it may need more debt or new shares?
  • •Is KWY's debt load manageable relative to cash generation, interest costs and upcoming maturities?
  • •What specifically needs to improve for KWY to reach sustainable profitability?
  • •What future growth or profitability would be needed to justify KWY's current valuation?
⚠ 2 warningsView warning details
Elevated debt riskM&A headline · Aug 6, 2026
Business analysis: 16 days ago · Fresh

Essential Investment Snapshot

Wall Street Score

13

0–100 · Poor

Opportunity Score

30

0–100 · Poor

Market Cap

$279.5M

P/E Ratio

-32.8

EPS

$-0.30

52-Week High

$15.29

52-Week Low

$8.41

Beta

0.25

Shares Outstanding

27.9M

Total Revenue

$155.0M

Total Debt

$68.4M

Dividend

No current dividend

View dividend history

Liquidation Value / Share

$1.16

Estimated net asset value per share

Momentum & Volatility Signals

Two different market-behavior signals. Momentum measures direction and trend strength. Volatility measures how large and unstable the price moves are, regardless of direction.

0–100 market signals
Momentum
54/ 100
-5 pts / 5d

Neutral / mixed momentum

5D +0.4% · 20D +1.7% · RSI 56 · Price vs 20D avg +0.7%
Volatility
15/ 100
-0 pts / 5d

Low movement

20D realized vol 22.9% · 60D 38.0% · Acceleration 0.60x
Momentum = Where is it going?

A high momentum score means price has been trending upward with confirming short- and medium-term strength. A low score means downward or weakening momentum.

Volatility = How violently is it moving?

A high volatility score means larger, less stable price swings. It can happen while a stock is rising or falling, so high volatility is not automatically bullish or bearish.

Important: the volatility score above is based on realized price volatility. Implied volatility (IV) comes from options prices and represents the market's expected future movement. Wall Street Score will keep IV separate and will only display it when a verified options-chain feed is available.

Notices for KWY

Detected from reported data — verify before acting.

Historical repurchase activity

Reported cash flows or share-count measures indicate past repurchase activity. This does not verify an active buyback authorization or future purchases.

Elevated debt risk

Interest coverage is below 2x • Free cash flow is negative • Cash covers less than 20% of total debt

M&A headline · Aug 6, 2026

Kingsway Announces Acquisition of Romeo Computer Company, Inc. by Image Solutions — This is a provider-linked headline, not an independently confirmed event. Check the article and company filings for the subject, proposed/completed status, and subsequent updates.

Accesswire

Community Sentiment

0 active · 0 total calls
0% Bullish (0) 0% Bearish (0)

No personal call yet on KWY.

Potential upside factors

  • +Growth opportunities may come from revenue expansion, margin improvement, new products, market-share gains, and stronger cash flow.
  • +Decentralized management model.
  • +Tax-advantaged corporate structure.

Potential downside factors

  • −Debt risk (elevated): Interest coverage is below 2x.
  • −Free cash flow is negative.
  • −Cash covers less than 20% of total debt.
  • −Dependence on subsidiary management and operational performance.

These research factors come from saved company research and financial data, not community votes. They are starting points to verify against filings, not buy or sell recommendations.

Create a free account to make a call.

Scores

Click any score for full breakdown
Wall Street Score
Very Weak13/ 100
Weak (0–50)Fair (51–71)Strong (72+)

Poor

13

Tap for breakdown →

Weak

48

Debt Cost7.0%
Debt Reduction YoY—
Debt / Equity2.48x

Tap for breakdown →

—

Revenue YoY13.4%
Revenue CAGR—
Net Margin-4.7%

Tap for breakdown →

—

Asset Growth YoY—
Liquidation/Share$1.16
Net Assets/MCap0.56x

Tap for breakdown →

Poor

1

Earnings Yield-2.5%
Buyback Yield0.1%
Debt Cost7.0%

Tap for breakdown →

Poor

0

ROIC-15.5%
ROE-25.1%
ROA-3.2%

Tap for breakdown →

—

EPS Growth—
FCF/Share Growth—
Rev/Share Growth—

Tap for breakdown →

Poor

0

Intrinsic Value—
Value Reference—
MOS—

Tap for breakdown →

—

Revenue—
Moat—
Valuation0

Tap for breakdown →

Poor

0

MOS %—
Value Reference—
Deep Discount Reference—

Tap for breakdown →

Poor

25

Interest Coverage-2.6x
ROIC-15.5%
FCF Yield-0.6%

Tap for breakdown →

—

Financial25
Valuation0
Debt48

Tap for breakdown →

Poor

30

Survival Years9.6 yrs
Current Ratio0.42x
FCF Margin-1.2%

Tap for breakdown →

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Score Changes

3 historical score records available

Previous Score

13

Oct 1, 2026

Change

Unchanged

Current Score

13

Oct 23, 2026

Category Changes

Debt0
Capital0
Management0
Valuation0

KWY score was unchanged.

Projected Score

Projected Score

10

Projected Change

-2.7 points

Preliminary comparable-period financial changes suggest decline of approximately 2.7 points. This is a projected estimate, not the official WallStreetScore.

Price vs. Value

Valuation unavailable

Current Price

$9.66

Model Intrinsic Value

—

Difference

—

Margin of Safety

—

Value Reference: —
Deep Discount Reference: —

Intrinsic value is not currently available for this stock, so valuation can't be calculated.

Financial Charts

Revenue

2025$0$35M$70M$105M$140M

Additional Metrics

Operating Cash Flow

2025-$3002-$3001-$3000-$2999-$2998

Total Debt

2025$0$20M$40M$60M$80M

Total Assets

2025$0$60M$120M$180M$240M

Net Margin %

No data
Monetary values in USD. Share counts in raw units.

Free includes 3 annual periods plus available TTM; Premium includes up to 10 annual periods. History depends on available company filings. Swipe the table horizontally to see older periods. A dash means unavailable, not zero.

Line ItemTTM2025
Revenue$155.0M$136.7M
Cost of Revenue$85.9M$76.2M
Gross Profit$69.1M$60.6M
Research & Development$0.00$0.00
SG&A Expenses$67.7M$61.2M
Operating Expenses$73.8M$74.6M
EBITDA$7.0M$670K
Operating Income-$10.2M-$14.0M
Interest Expense$5.7M$5.4M
Income Before Tax-$9.3M-$14.0M
Income Tax Expense-$3.2M-$3.8M
Net Income-$7.3M-$10.7M
Basic EPS$-0.30$-0.43
Basic Shares28.62M27.86M
Diluted Shares28.62M27.86M

Earnings Summary

Estimated earnings date:Nov 5, 2026
Estimated EPS: Estimate unavailable.Estimated revenue: Estimate unavailable.
Jun 30, 2026Q2FY2026

Revenue

$39.4M

Estimate unavailable.

Revenue Beat/Miss

Not available (no estimate stored)

EPS

-$0.03

Estimate unavailable.

EPS Beat/Miss

Not available (no estimate stored)

Debt Change

+11.8%

Cash Change

-39.0%

Margin Change

+9.0 pp

Debt and cash show percentage changes versus the comparison period; margin shows the change in percentage points (pp). These are company-wide changes, not per-share amounts.

Financial Changes Since Prior Period

What Improved

  • Margins expanded

What Weakened

  • Cash position declined
  • Debt increased

Potential Score Impact

Positive indicators included revenue growth, net income margin. Pressure indicators included EPS growth, cash levels, debt levels. These factors may support or pressure the Revenue, Management, Financial, and Debt categories; this summary does not claim that the stored scores changed.

Stored Earnings Analysis

Revenue increased 25.4%. EPS declined 76.9%. Cash declined 39.0%. Total debt increased 11.8%. Net income margin improved by 9.0 percentage points.

Earnings-Call Transcript

Earnings-call transcript analysis is not currently available.

These results may influence future scores when the next evaluation is completed.

Earnings data: 121 days ago · Stale

Insider Activity

Guru / Smart Money

Guru Score

Smart Money

Number of Gurus

Total Guru Value

Avg Portfolio Weight

Largest Holder

Largest Holder %

New Positions

Increased Positions

Reduced Positions

Exited Positions

Net Guru Sentiment

Short Interest

Government disclosed trading activity is available on the Smart Money directory. Filings may be delayed and may not represent complete current holdings.

Dividend History

Dividend data is not available yet. Missing data does not mean this company pays no dividend.

Conservative Projected Values

3 Years

$———.——

Premium

5 Years

$———.——

Premium

10 Years

$———.——

Premium

Conservative Projection Rate

——%

Premium

Conservative Projected Values — price projections derived from actual 10-year adjusted historical returns, conservatively adjusted and capped at 8% annually. These are distinct from the Outperformance Model Score and WallStreetScore.

Conservative Projected Values

Premium unlocks the 3-year, 5-year, and 10-year conservative projected values with full calculation breakdowns based on actual historical returns.

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Historical Outperformance Record

Premium includes stored forecasts and any available evaluated results. Completed results, win rates and calibrated probabilities are shown only when supported records exist; access does not create historical outcomes.

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Historical Trends

3 historical records
Sep 7, 26Oct 1, 26Oct 23, 260255075100

Historical Score Chart

3 of 3 records shown

Wall Street Score

Sep 7, 26Oct 1, 26Oct 23, 260255075100

Debt Score

Sep 7, 26Oct 1, 26Oct 23, 260255075100

Revenue Score

No data

Asset Score

No data

Capital Score

Sep 7, 26Oct 1, 26Oct 23, 260255075100

Management Score

Sep 7, 26Oct 1, 26Oct 23, 260255075100

Moat Score

No data

Valuation Score

Sep 7, 26Oct 1, 26Oct 23, 260255075100

Buffett Score

No data

Intrinsic Value

No data

Value Reference

No data

Margin of Safety %

No data

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News

Rumor Mill · KWY

Corporate developments & opportunities

Explore market →

No reviewed developments match this filter.

Evidence credibility is not a forecast of stock performance. Rumor Mill is separate from the WSS score.

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