Kingsway Corporation (KWY) carries a Roarable Rating of D- (Sell) with 40/100 RQD Confidence due to weak cash-flow efficiency and sensitivity to current interest rates. Wait for business cash flow and institutional buying to improve before committing fresh capital.
As of 2026-11-01, Kingsway Corporation (NYSE: KWY) is rated D- (Sell / SELL) by Roarable's 5-pillar RQD engine with a composite confidence score of 40/100 at a spot price of $9.62 (-0.41% 1D, market cap $278.3M). Pillar breakdown: Fundamental Cash Engine 3/20, Institutional 13F & Options Flow 9/20, Executive Insider Alignment 10/20, FRED Macro Regime Fit 13/20, and SEC Balance-Sheet Forensics 5/20. Across 1096 tracked Financials issuers, KWY ranks #985 in composite RQD confidence.
Within the Financials sector (Property-Casualty Insurers), KWY carries a Roarable D- (40/100 RQD), trailing P/E of N/A, gross margin of —, and ROIC of -13.6%. By comparison, KINS (Kingstone Companies Inc.) holds a B grade (73/100 RQD, P/E 7.1x, ROIC 33.2%, cap $290.1M) and NODK (NI Holdings Inc.) posts a D- grade (35/100 RQD, P/E N/A, ROIC -4.3%, cap $308.5M). Among the 5-stock peer group, KINS leads on earnings multiple (7.1x) while KINS leads on capital efficiency (33.2% ROIC).
Per KWY's SEC EDGAR XBRL 10-K filing (FY2025, filed 2025-12-31, CIK 0001072627), Kingsway Corporation generated $135.0M in revenue (+23.4% YoY), -$10.3K in net income, and -$3.0K in free cash flow against $231.5M in total assets and $0 in total debt. Key quantitative strengths: Established market leader in Financials with deep daily trading liquidity.. Primary risk factors monitored: Company executives have done more routine share selling than personal cash buying lately.. Institutional options positioning shows a 50% call / 50% put premium split.
Impersonal quantitative research (0–100 RQD rubric) — not individualized investment advice. Past performance does not guarantee future results. Full Disclaimer
FRED Regime × Technicals: 19% of 52W Range • RSI-14 at 55.3 (BULLISH MOMENTUM)
Altman Z-Score 3.80 (FORTRESS SAFE (>3.0)) • Piotroski F-Score 2/9
Capital intensity & 0% operating margin leave 16 pts on the table
While KWY currently carries a cautious 40/100 (D-) rating due to Cash Engine Quality (4/20), shorts face asymmetric squeeze risk if free cash flow inflects or management executes accretive buybacks.
Established market leader in Financials with deep daily trading liquidity.
Options & Short-Covering Gamma: Reclaiming the 50-day SMA ($9.72) and Max Pain ($10.10) forces dealer call-delta covering toward $15.69.
Forensic Repair Trigger: Halting share dilution (Dilution Drag (+1.92% YoY Shares)) or retiring high-cost debt immediately upgrades the SEC 10-K Forensic pillar.
Kingsway Corporation (KWY) slipped -0.41% to $9.62, trading at 19% of its 52-week range ($8.41 – $14.94). Stretched risk/reward at current multiples (-14% return on capital) under elevated 10-year interest-rate pressure.
CHICAGO, IL / ACCESS Newswire / October 26, 2026 / (NYSE:KWY) ("Kingsway" or the "Company"), the only publicly-traded US company employing the Search Fund model to acquire and build great businesses, today announced that
Multi-year comparable XBRL diluted share count not disclosed (ETF or recent listing).
vs. +23.4% actual YoY revenue growth (assuming 9.25% cost of equity & 16.5x terminal multiple).
No active Ellis Vennor swing setup published on KWY today. View full Setup Ledger →
No direct multi-tier Butterfly edges indexed yet for KWY. Explore sector supply chains on /butterfly.
Across 1096 tracked Financials securities in the Roarable RQD universe, Kingsway Corporation (KWY) ranks #985 by composite RQD confidence (40/100, grade D-) and #828 by equity capitalization ($278.3M). Within this direct 5-issuer industry benchmark cohort, KINS leads on earnings valuation at 7.1x trailing P/E, while KINS leads on capital efficiency and profitability with 33.2% ROIC and — gross margin. KINS currently holds the highest overall quantitative score in the immediate peer group at 73/100 (B) compared with KWY at 40/100 (D-).
| Ticker / Company | Roarable Grade | RQD Score | Trailing P/E | Gross Margin | ROIC | 1D Change | Market Cap | Head-to-Head |
|---|---|---|---|---|---|---|---|---|
| KWY
ACTIVE
Kingsway Corporation | D- | 40/100 | — | — | -13.6% | -0.41% | $278.3M | Benchmark Subject |
| KINS Kingstone Companies Inc. | B | 73/100 | 7.1x | — | 33.2% | +1.73% | $290.1M | /kins-vs-kwy → |
| NODK NI Holdings Inc. | D- | 35/100 | — | — | -4.3% | +1.55% | $308.5M | /nodk-vs-kwy → |
| MBI MBIA Inc. | C- | 59/100 | — | — | — | -0.22% | $227.0M | /mbi-vs-kwy → |
| OSG Octave Specialty Group Inc. | D- | 35/100 | — | — | -35.0% | +3.77% | $223.0M | /osg-vs-kwy → |
In its most recent audited fiscal period (FY2025, filed 2025-12-31), Kingsway Corporation (KWY) reported GAAP revenue of $135.0M (+23.4% vs. FY2024 revenue of $109.4M , and +30.8% cumulative change since FY2023) , GAAP net income of -$10.3K, operating cash flow of -$3.0K, and free cash flow of -$3.0K (-100.3% YoY). On the balance sheet, KWY closed FY2025 with $231.5M in total assets against $0 in total debt (Altman Z-Score: N/A, Piotroski F-Score: 2/9).
| Fiscal Period | Filing Date | Revenue | Net Income | Operating Cash Flow | Free Cash Flow | Total Assets | Total Debt |
|---|---|---|---|---|---|---|---|
| FY2025 (FY) | 2025-12-31 | $135.0M | -$10.3K | -$3.0K | -$3.0K | $231.5M | — |
| FY2024 (FY) | 2024-12-31 | $109.4M | -$8.3K | $1.1M | $1.1M | $186.6M | — |
| FY2023 (FY) | 2023-12-31 | $103.2M | $24.0K | -$26.2M | -$26.2M | — | — |
As of 2026-11-01, Kingsway Corporation (NYSE: KWY) is rated D- (Sell / SELL) by Roarable's 5-pillar RQD engine with a composite confidence score of 40/100 at a spot price of $9.62 (-0.41% 1D, market cap $278.3M). Pillar breakdown: Fundamental Cash Engine 3/20, Institutional 13F & Options Flow 9/20, Executive Insider Alignment 10/20, FRED Macro Regime Fit 13/20, and SEC Balance-Sheet Forensics 5/20. Across 1096 tracked Financials issuers, KWY ranks #985 in composite RQD confidence.
Within the Financials sector (Property-Casualty Insurers), KWY carries a Roarable D- (40/100 RQD), trailing P/E of N/A, gross margin of —, and ROIC of -13.6%. By comparison, KINS (Kingstone Companies Inc.) holds a B grade (73/100 RQD, P/E 7.1x, ROIC 33.2%, cap $290.1M) and NODK (NI Holdings Inc.) posts a D- grade (35/100 RQD, P/E N/A, ROIC -4.3%, cap $308.5M). Among the 5-stock peer group, KINS leads on earnings multiple (7.1x) while KINS leads on capital efficiency (33.2% ROIC).
Per KWY's SEC EDGAR XBRL 10-K filing (FY2025, filed 2025-12-31, CIK 0001072627), Kingsway Corporation generated $135.0M in revenue (+23.4% YoY), -$10.3K in net income, and -$3.0K in free cash flow against $231.5M in total assets and $0 in total debt. Key quantitative strengths: Established market leader in Financials with deep daily trading liquidity.. Primary risk factors monitored: Company executives have done more routine share selling than personal cash buying lately.. Institutional options positioning shows a 50% call / 50% put premium split.
KWY last traded at $9.62 (-0.41% on volume of 29,172 shares), positioning the stock -1.03% below its 50-day simple moving average ($9.72) and -9.50% below its 200-day simple moving average ($10.63). Across its 52-week range of $8.41 to $14.94, KWY sits at the 18.5% percentile with a 14-day RSI of 55.3 (BULLISH MOMENTUM) and an implied next-earnings move of ±6.7% ($8.98 to $10.26).
Why KWY Stock slipped -0.41% Today — RQD Quant Desk Flash. Stretched risk/reward at current multiples (-14% return on capital) under elevated 10-year interest-rate pressure.
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