Kingsway Corporation AI Stock Analysis
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Kingsway Corporation (KWY) AI Stock Analysis
Kingsway Corporation
(NYSE:KWY)
Weak financial performance is the primary constraint, driven by continued losses, negative ROE, and volatile cash generation. Technical trends and valuation are also unfavorable, while the latest earnings call provides meaningful support through improving EBITDA, operating cash flow, segment profitability, and management's growth outlook.
Kingsway Corporation (KWY) vs. SPDR S&P 500 ETF (SPY)
- Market Cap
- $260.67M
- Dividend Yield
- ―
- Average Volume (3M)
- 48.70K
- Price to Earnings (P/E)
- -29.8
- Beta (1Y)
- 1.23
- Revenue Growth
- 24.39%
- EPS Growth
- 27.61%
- Country
- US
- Employees
- 588
- Sector
- Financial
- Sector Strength
- 68
- Industry
- Insurance - Diversified
Kingsway Corporation Business Overview & Revenue Model
Company Description
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...
How the Company Makes Money
Kingsway primarily seeks to generate returns as a holding company through cash flows and value appreciation from its operating subsidiaries and investments. Its earnings typically can come from (a) operating income produced by majority-owned subsidia...
Kingsway Corporation Earnings Call Summary
The call was broadly positive, supported by 29% portfolio EBITDA growth, roughly 54% organic segment adjusted EBITDA growth, strong operating cash flow, segment profitability improvements, lower net debt, and an active acquisition pipeline. Offsetting issues included a larger consolidated net loss, a slight decline in consolidated adjusted EBITDA, DDI's continued J-curve and added sales-force costs, unusual revenue re-deferrals, and the likelihood of completing two rather than three deals in 2026. Highlights significantly outweighed the lowlights.
Q3-2026 Updates
Positive Updates
Negative Updates
Company Guidance
Kingsway’s long-term target is to deliver consistent double-digit organic segment adjusted EBITDA growth and to normalize towards this level over time; management expects organic profit growth to continue to be strong in the fourth quarter and into 2027, and is confident in the continued positive trajectory of LTM Portfolio EBITDA, which increased to a range of $23 million-$24 million, in the fourth quarter and into 2027. Management said it is becoming more likely that the company ends the year with two completed deals and not three, with a target of three to five deals per year in 2027; at the platform level, self-funding tuck-in capacity may converge around year two or something between year two and year three.
Kingsway Corporation Financial Statement Overview
Summary
Revenue, EBITDA, debt, and TTM cash flow improved, but persistent net losses, negative ROE, modest equity, and volatile free cash flow keep financial performance weak. The score reflects the average of the provided income statement, balance sheet, and cash flow scores, adjusted to the required minimum range.
Income Statement
40NegativeBalance Sheet
55NeutralCash Flow
35Negative| Breakdown | TTM | Dec 2025 | Dec 2024 | Dec 2023 | Dec 2022 | Dec 2021 |
|---|---|---|---|---|---|---|
Income Statement | ||||||
| Total Revenue | 156.54M | 136.72M | 112.53M | 107.66M | 114.69M | 81.41M |
| Gross Profit | 64.01M | 60.55M | 112.53M | 107.66M | 114.69M | 81.41M |
| EBITDA | 8.02M | 670.00K | 3.53M | 36.12M | 49.50M | 4.60M |
| Net Income | -7.48M | -10.73M | -9.27M | 23.56M | 24.72M | -342.00K |
Balance Sheet | ||||||
| Total Assets | 227.32M | 231.50M | 186.62M | 197.72M | 285.65M | 475.63M |
| Cash, Cash Equivalents and Short-Term Investments | 47.39M | 15.63M | 13.63M | 15.18M | 64.33M | 12.80M |
| Total Debt | 75.20M | 78.02M | 60.22M | 45.61M | 103.31M | 96.58M |
| Total Liabilities | 198.43M | 197.09M | 168.31M | 173.11M | 263.53M | 460.88M |
| Stockholders Equity | 26.13M | 31.42M | 16.66M | 27.71M | 21.68M | 773.00K |
Cash Flow | ||||||
| Free Cash Flow | 2.21M | -1.62M | 358.00K | -26.39M | 11.89M | -6.74M |
| Operating Cash Flow | 5.27M | -3,000 | 1.07M | -26.19M | -14.57M | -5.91M |
| Investing Cash Flow | 61.62K | -29.61M | -16.85M | 6.46M | 100.94M | -8.60M |
| Financing Cash Flow | -6.10M | 32.75M | 11.44M | -39.96M | -37.93M | -540.00K |
Kingsway Corporation Technical Analysis
Price Trends
Market Momentum
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 9.01 is below the 20-day moving average (MA) of 9.44, below the 50-day MA of 9.49, and below the 200-day MA of 10.42, indicating a bearish trend. The MACD of -0.22 indicates Positive momentum. The RSI at 44.93 is Neutral, neither overbought nor oversold. The STOCH value of 42.75 is Neutral, 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.
Latest Risks Added
3 New RisksKingsway Corporation Peers Comparison
Overall Rating
CARS70.4Outperform- KWY48Neutral
RDNW46Neutral
VRM44.2Neutral
CRMT43Neutral
UXIN40Underperform
Financial Indicators
| Name | Overall Rating | Market Cap | P/E Ratio | ROE | Dividend Yield | Revenue Growth | EPS Growth |
|---|---|---|---|---|---|---|---|
| CARS | 70Outperform | $661.89M | 16.63 | 9.42% | ― | 0.86% | 63.24% |
| Sector * | 68Neutral | $18.00B | 11.42 | 9.92% | 3.81% | 9.73% | 1.22% |
| KWY | 48Neutral | $260.67M | -29.80 | -25.78% | ― | 24.39% | 27.61% |
| RDNW | 46Neutral | $173.60M | -9.47 | 121.27% | ― | -3.36% | 83.23% |
| VRM | 44Neutral | $36.66M | -0.87 | -39.79% | ― | 183.44% | 59.16% |
| CRMT | 43Neutral | $7.80M | -0.04 | -43.59% | ― | -21.59% | -1589.52% |
| UXIN | 40Underperform | $177.90M | -2.77 | 73.63% | ― | 97.00% | -42.04% |
* Financial Sector Average
Performance Comparison
| Show on chart | Ticker | Company Name | Price | Change | % Change |
|---|---|---|---|---|---|
| KWY | Kingsway Corporation | 9.01 | -3.51 | -28.04% | |
| CRMT | America's Car-Mart, Inc. | 0.94 | -16.99 | -94.78% | |
| CARS | Cars.com, Inc. | 12.71 | 1.49 | 13.28% | |
| RDNW | Ridenow Group, Inc. | 4.45 | -0.85 | -16.04% | |
| UXIN | Uxin Limited | 0.81 | -2.02 | -71.45% | |
| VRM | Vroom, Inc. | 6.95 | -13.26 | -65.61% |
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: Nov 06, 2026