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Kingsway Corporation (KWY)
NYSE:KWY
US Market
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Kingsway Corporation (KWY) AI Stock Analysis

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KWY

Kingsway Corporation

(NYSE:KWY)

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Neutral 51 (OpenAI - 5.2)
Rating:51Neutral
Price Target:
$11.00
▼(-16.48% Downside)
Action:Reiterated
Date:05/19/26
The score is primarily constrained by weak financial performance (ongoing losses and volatile/free-cash-flow weakness) and a bearish technical setup (below key moving averages with negative MACD). These are partially offset by a positive earnings-call outlook with strong Q1 growth and improved adjusted EBITDA, plus supportive corporate actions (rebrand and portfolio capital recycling).
Positive Factors
KSX segment acceleration
Sustained, very strong KSX top-line and record adjusted EBITDA show the business has scalable demand and improving operating leverage. This durable segment momentum can materially lift consolidated margins and cash generation over the next several quarters, supporting reinvestment and M&A.
Negative Factors
Loss-making with negative margins
Persistent negative net margins mean the company still destroys GAAP earnings even as EBITDA improves. Over time this constrains equity accumulation, limits retained earnings for reinvestment, and raises reliance on external capital until underlying EBIT turns sustainably positive.
Read all positive and negative factors
Positive Factors
Negative Factors
KSX segment acceleration
Sustained, very strong KSX top-line and record adjusted EBITDA show the business has scalable demand and improving operating leverage. This durable segment momentum can materially lift consolidated margins and cash generation over the next several quarters, supporting reinvestment and M&A.
Read all positive factors

Kingsway Corporation (KWY) vs. SPDR S&P 500 ETF (SPY)

Kingsway Corporation Business Overview & Revenue Model

Company Description
Kingsway Financial Services, Inc. operates as a holding company. The firm engages in the provision of financial services. It operates through the following segments: Extended Warranty and Kingsway Search Xcelerator. The Extended Warranty segment i...
How the Company Makes Money
KFS makes money primarily through the operating income and cash flows generated by its subsidiaries rather than by selling a single product at the parent-company level. Key revenue streams typically include: (1) Service and administrative fees ear...

Kingsway Corporation Financial Statement Overview

Summary
Revenue growth is positive (TTM +7.5%) and leverage has improved (debt-to-equity ~1.2x vs ~2.5x previously), but overall financial quality is held back by ongoing losses (TTM net margin -7.0%, negative EBIT), negative returns to shareholders, and volatile/weak free cash flow (TTM FCF slightly negative and sharply worse vs prior period).
Income Statement
48
Neutral
Balance Sheet
52
Neutral
Cash Flow
33
Negative
Breakdown
Income Statement
Total Revenue
Gross Profit
EBITDA
Net Income
Balance Sheet
Total Assets
Cash, Cash Equivalents and Short-Term Investments
Total Debt
Total Liabilities
Stockholders Equity
Cash Flow
Free Cash Flow
Operating Cash Flow
Investing Cash Flow
Financing Cash Flow

Kingsway Corporation Technical Analysis

Technical Analysis Sentiment
Negative
Last Price13.17
Price Trends
50DMA
10.94
Negative
100DMA
11.79
Negative
200DMA
12.84
Negative
Market Momentum
MACD
-0.25
Positive
RSI
35.24
Neutral
STOCH
9.53
Positive
Evaluating momentum and price trends is crucial in stock analysis to make informed investment decisions. For KWY, the sentiment is Negative. The current price of 13.17 is above the 20-day moving average (MA) of 10.86, above the 50-day MA of 10.94, and above the 200-day MA of 12.84, indicating a bearish trend. The MACD of -0.25 indicates Positive momentum. The RSI at 35.24 is Neutral, neither overbought nor oversold. The STOCH value of 9.53 is Positive, not indicating any strong overbought or oversold conditions. Overall, these indicators collectively point to a Negative sentiment for KWY.

Kingsway Corporation Risk Analysis

Kingsway Corporation disclosed 41 risk factors in its most recent earnings report. Kingsway Corporation reported the most risks in the "Finance & Corporate" category.
Finance & Corporate - Financial and accounting risks. Risks related to the execution of corporate activity and strategy
Latest Risks Added 0 New Risks

Kingsway Corporation Peers Comparison

Overall Rating
UnderperformOutperform
Sector (61)
Financial Indicators
Name
Overall Rating
Market Cap
P/E Ratio
ROE
Dividend Yield
Revenue Growth
EPS Growth
71
Outperform
$534.99M24.035.71%0.90%-35.80%
61
Neutral
$18.38B12.79-2.54%3.03%1.52%-15.83%
57
Neutral
$304.45M-11.83-61.46%-4.18%43.09%
51
Neutral
$296.12M-30.20-31.35%28.77%-6.91%
50
Neutral
$476.18M-14.8748.78%79.27%98.99%
48
Neutral
$100.46M-0.70-2.60%-2.67%-1336.84%
48
Neutral
$65.62M-0.91-38.32%41.94%72.15%
* Consumer Cyclical Sector Average
Performance Comparison
Ticker
Company Name
Price
Change
% Change
KWY
Kingsway Corporation
10.06
-2.42
-19.39%
CRMT
America's Car-Mart
11.88
-35.28
-74.81%
CARS
Cars
9.65
-0.61
-5.95%
RDNW
RideNow Group
7.81
6.02
336.31%
UXIN
Uxin
2.15
-2.28
-51.47%
VRM
Vroom, Inc.
12.06
-11.46
-48.72%

Kingsway Corporation Corporate Events

Business Operations and StrategyDelistings and Listing ChangesShareholder Meetings
Kingsway Rebrands as Kingsway Corporation, Debuts Ticker KWY
Positive
May 19, 2026
On May 18, 2026, Kingsway Financial Services Inc. formally changed its corporate name to Kingsway Corporation after shareholders approved the move at the 2026 Annual Meeting, with related amendments to its charter and bylaws made solely to reflect...
Business Operations and StrategyM&A Transactions
Kingsway Financial Exits Trinity Warranty in Management Buyout
Positive
May 11, 2026
Kingsway Financial Services has exited Trinity Warranty Solutions, a U.S. provider of warranty products and equipment breakdown and maintenance services for HVAC, standby generators, commercial LED lighting and refrigeration equipment, where Trini...
Business Operations and StrategyExecutive/Board Changes
Kingsway Financial Names Adam Patinkin Board Chairman
Positive
Mar 16, 2026
On March 16, 2026, Kingsway Financial Services Inc. announced that its board of directors has elected Adam J. Patinkin as chairman of the board, succeeding long-time chairman Terence M. Kavanagh, who will remain on the board as vice-chairman. The ...
Glossary
BuyA stock rated as a "Buy" is expected to perform better than the overall market or a specific benchmark over the near-to-medium term. This rating suggests the stock is likely to deliver higher returns compared to other stocks in the same sector or market index. Note: This is not investment advice; please consult a financial advisor before making investment decisions.
HoldA stock rated as a "Hold" is expected to perform in line with the overall market or a specific benchmark. This rating indicates that the stock is neither particularly compelling nor unfavorable for investment. Note: This is not investment advice; please consult a financial advisor before making investment decisions.
SellA stock rated as a "Sell" is expected to perform worse than the overall market or a specific benchmark over the near-to-medium term. This rating suggests the stock may deliver lower returns compared to other stocks in the same sector or market index. Note: This is not investment advice; please consult a financial advisor before making investment decisions.

Disclaimer

This AI Analyst Stock Report is automatically generated by our AI systems using advanced algorithms and publicly available financial, technical, and market data. While the information provided aims to be accurate and insightful, it is intended for informational purposes only and should not be considered financial advice. Any content created by an AI (Artificial Intelligence) system may contain inaccuracies and/or contain errors. Investing in stocks carries inherent risks, and past performance is not indicative of future results. This report does not account for your personal financial circumstances, objectives, or risk tolerance. Always conduct your own research or consult with a qualified financial advisor before making investment decisions. The analysis and recommendations provided are based on historical and current data and may not fully reflect future market conditions or unexpected developments. Neither the creators of this report nor its affiliated entities guarantee the accuracy, completeness, or reliability of the information presented. Use this report at your own discretion and risk.Date of analysis: May 19, 2026