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Kingsway Corporation (KWY) 12-Month Stock Forecast & Price Target Cone

$9.83 -1.30% NYSE • Live Quote vs Prior Daily Close (Synced Snapshot) EXT / AFTER-HRS: $9.79

Kingsway Corporation (KWY) carries a Roarable Rating of E (Strong Sell) with 32/100 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.

ROARABLE E • RED ALERT Cap $288.2M
📤 Share Live RQD Speedometer Card: 𝕏 Post Reddit StockTwits ⬇ Live SVG Card
⚡ INSTANT AI QUANT PREVIEW • $0 FREE TIER Click Any Pre-Computed AI Quant Specialist Briefing on KWY Below — or Connect Your Own ChatGPT / Claude
🤖 Mara Quenwick • AI Quant Lead (Click for Instant Brief) Is KWY stock a Buy, Hold, or Sell right now according to Roarable's RQD model?
▼

As of 2026-11-03, Kingsway Corporation (NYSE: KWY) is rated E (Strong Sell / SELL) by Roarable's 5-pillar RQD engine with a composite confidence score of 32/100 at a spot price of $9.83 (-1.30% 1D, market cap $288.2M). Pillar breakdown: Fundamental Cash Engine 3/20, Institutional 13F & Options Flow 8/20, SEC Balance-Sheet Forensics 10/20, FRED Macro Regime Fit 6/20, and Executive Insider Alignment 5/20. Across 1097 tracked Financials issuers, KWY ranks #1003 in composite RQD confidence.

✓ Pre-computed one-to-many AI Quant brief
🤖 Ellis Vennor • AI Peer & Flow Quant (Click for Instant Brief) How does KWY compare to KINS and NODK in the Financials sector?
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Within the Financials sector (Property-Casualty Insurers), KWY carries a Roarable E (32/100 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 (72/100 RQD, P/E 7.1x, ROIC 33.2%, cap $295.5M) and NODK (NI Holdings Inc.) posts a E grade (31/100 RQD, P/E N/A, ROIC -4.3%, cap $308.7M). Among the 5-stock peer group, KINS leads on earnings multiple (7.1x) while KINS leads on capital efficiency (33.2% ROIC).

✓ Pre-computed one-to-many AI Quant brief
🤖 Gideon Ashmere • AI SEC 10-K Forensics (Click for Instant Brief) What are the biggest fundamental strengths and SEC risk factors for KWY?
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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.

✓ Pre-computed one-to-many AI Quant brief
🤖 AI Quant Disclosure: Roarable Analysts are proprietary AI Quant Specialists — not human financial advisors. Pre-computed one-to-many briefings above are free; interactive 1-on-1 Q&A, custom AI sifting/indicator alerts, and personal ChatGPT/Claude MCP connections require a $9.95/mo Pro account (currently waitlist-only).
INTERACTIVE SCENARIO DECK:
🛡️ Portfolio Crash X-Ray
EXT / AFTER-HRS: $9.79 (-0.42%)🧬 Dilution Drag (+1.92% YoY Shares)⚙️ Cash Engine: 3/20 (E) • 0% FCF Margin
Verify 90D Bucket Audit →
📊 Historical Track Record Warning: Scores below 50 (32/100 · E) historically underperformed SPY in 71% of rolling 90-day windows (-9.2% avg 90D alpha vs SPY • 29.0% hit rate).
Audit Bucket Track Record →
RQD QUANT TACHOMETERRED ALERT • E
025507510032
3-of-3 Quant Analysts Bearish Warning
Cash
SEC
Whale

Impersonal quantitative research (0–100 RQD rubric) — not individualized investment advice. Past performance does not guarantee future results. Full Disclaimer

5-PILLAR RQD RADARRw E · Rk D-
Cash (3)Whales (8)SEC (10)Macro (6)CEO (5)
Each axis scored 0–20
12M PRICE TARGET CONE-11.7% Base Target
$16 Bull$9 Base$7 Bear
📬 FREE KWY RATING-CHANGE & BRIEFING ALERTSManage / Unsubscribe
WHALE OPTIONS SNAPSHOT: — (No Active Options Snapshot on file for KWY)Realized 20D OHLCV Swing Band: ±6.4%
Deterministic 5-Pillar Attribution (32/100 Composite)
🔍 WHY KWY SCORES 32/100 (E) — TOP 3 DRIVERS2 Bullish Pillars + #1 Risk Drag
▲ #1 Bullish Driver: SEC 10-K Forensic Risk+10/20 pts (31% of score)

Altman Z-Score 3.80 (FORTRESS SAFE (>3.0)) • Piotroski F-Score 2/9

▲ #2 Bullish Driver: Whale & Options Positioning+8/20 pts (25% of score)

20D Institutional Volume Accumulation (±6.4% realized swing band)

▼ #1 Drag / Risk Factor: Cash Engine Quality4/20 pts (-16 pt drag)

Capital intensity & 0% operating margin leave 16 pts on the table

📈 PAST 4 QUARTERS RQD vs SUBSEQUENT RETURNQ1 → Q2 → Q3 → Current
Q1 (-3Q)
24
Grade E$9.48+1.5% Next Q
Q2 (-2Q)
27
Grade E$9.62+0.4% Next Q
Q3 (-1Q)
29
Grade E$9.66+1.8% Next Q
Current
32
Grade E$9.83-9.2% Hist 90D α
Trajectory: E (24) → E (32)Full Audit →
⚔️ ADVERSARIAL OPPOSING CASE & FORENSIC KILL-SWITCH (WHY THE BULL/BEAR THESIS COULD FAIL)CONTRARIAN TURNAROUND & SHORT-SQUEEZE DOSSIER

⚔️ Adversarial Opposing Case: What Could Spark a KWY Turnaround Squeeze

Gideon Ashmere Forensic Desk →

While KWY currently carries a cautious 32/100 (E) rating due to Cash Engine Quality (4/20), shorts face asymmetric squeeze risk if free cash flow inflects or management executes accretive buybacks.

🚀 Contrarian Squeeze Trigger #1

Established market leader in Financials with deep daily trading liquidity.

🚀 Contrarian Squeeze Trigger #2

Options & Short-Covering Gamma: Reclaiming the 50-day SMA ($9.67) and Max Pain ($10.32) forces dealer call-delta covering toward $15.69.

🚀 Contrarian Squeeze Trigger #3

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.

🎲 LIVE PREDICTION MARKET ODDS TIED TO $KWY• $2.4M Crowd Pool • Kalshi / Polymarket Composite
Contract: “KWY Beats Next Quarter EPS Consensus (Dec 30, 2026) & Holds Above 200D SMA”
INTERACTIVE 12-MONTH POSITION SIMULATOR

Drag to Test Your KWY Position Size: $10,000

Shares at $9.83: 1017.3 sh
$1,000$10,000$25,000$50,000$100,000
12M Bear Case FloorTarget $6.77
$6,887
$-3,113 (-31.1%)
12M Consensus BaseTarget $8.68
$8,830
$-1,170 (-11.7%)
12M Bull Case BreakoutTarget $15.69
$15,961
+$5,961 (+59.6%)

Wall Street Analyst Breakdown & Historical Accuracy Audit (35 Desks)

Street Historical Accuracy: 64/100
● Strong Buy / Buy: 17● Hold: 9● Sell: 9
Wall Street FirmStance12M Target1Y AccuracyTrack Grade
Morgan StanleyInstitutional Equity DeskHOLD$974%A
Goldman SachsSector Coverage LeadUNDERPERFORM$1569%B
JP MorganUS Large-Cap ResearchSELL$858%C
ON-DEMAND RQD QUANT WORKSHOP • SPONSORED / PARTNER SPOTLIGHTHosted by Perry Belcher & Roarable Forensic Quant Desk

Red-Light Warning Desk: Spotting SEC Cash-Flow & Dilution Risks Before Downgrades (Featuring KWY)

  • ✓Walkthrough of KWY's RQD Radar, SEC cash-conversion gap & downside invalidation levels
  • ✓3 asymmetric Bear/Hedge frameworks when 10-year Treasury yields stay elevated
  • ✓Includes nightly RQD rating-change & forensic signal email alerts on your tracked stocks
RQD INSIDER CLUB WAITLIST$49/YR PLANNED
Want Custom AI PineScript / Python Indicators & Priority Rating-Change Alerts?
KWY // CANDLESTICK & AUTO-TRENDLINE WORKSTATION6M: -6.82%⚡ TESTING RESISTANCE
2026-11-04O $9.83H $9.96L $9.83C $9.83VOL 34.3K
RES: $10.02SUP: $9.30SMA50: $9.67SMA200: $10.58
$13.39$12.04$10.69$9.34$7.99RES $10.02SUP $9.30$9.832026-05-052026-06-182026-08-052026-09-212026-11-04
PRIMARY-SOURCE FORENSICS, SECOND-ORDER LINKS & AI ANALYST DESK

KWY Dilution Monitor, Expectations Hurdle, Butterfly Connections & Policy Exposure

Share Count & Dilution Monitor

Multi-year comparable XBRL diluted share count not disclosed (ETF or recent listing).

Reverse-DCF Expectations Hurdle
8.0%/yr Implied 5Y Growth

vs. +23.4% actual YoY revenue growth (assuming 9.25% cost of equity & 16.5x terminal multiple).

Ellis Vennor Setup Ledger

No active Ellis Vennor swing setup published on KWY today. View full Setup Ledger →

🦋 Documented & Second-Order Butterfly Connections Open Graph →

No direct multi-tier Butterfly edges indexed yet for KWY. Explore sector supply chains on /butterfly.

AI Analyst Theses, Washington Policy & Company Video
🎬 No recent verified company-specific video clip queued for KWY today (we never pad ticker pages with unrelated generic clips). Browse Macro Video Desk →
DETERMINISTIC MULTI-FACTOR EQUITY AUDIT • SEC EDGAR XBRL × RQD PEER BENCHMARK

📊 Quantitative Sector Peer Comparison, SEC Filing Delta & Investment FAQ (KWY)

Financials Rank #1003 of 1097 ⚔️ KINS vs KWY Full Matrix →

1. Head-to-Head Financials Peer Comparison (KWY vs. KINS, NODK, GBLI, OSG)

Industry: Property-Casualty Insurers (68 Tracked Issuers)

Across 1097 tracked Financials securities in the Roarable RQD universe, Kingsway Corporation (KWY) ranks #1003 by composite RQD confidence (32/100, grade E) and #817 by equity capitalization ($288.2M). 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 72/100 (B) compared with KWY at 32/100 (E).

Ticker / Company Roarable Grade RQD Score Trailing P/E Gross Margin ROIC 1D Change Market Cap Head-to-Head
KWY ACTIVE
Kingsway Corporation
E 32/100 — — -13.6% -1.30% $288.2M Benchmark Subject
KINS
Kingstone Companies Inc.
B 72/100 7.1x — 33.2% -2.30% $295.5M /kins-vs-kwy →
NODK
NI Holdings Inc.
E 31/100 — — -4.3% +0.13% $308.7M /nodk-vs-kwy →
GBLI
Global Indemnity Group LLC (Class A)
D- 43/100 14.2x — 3.6% -12.27% $347.7M /gbli-vs-kwy →
OSG
Octave Specialty Group Inc.
E 33/100 — — -35.0% -3.65% $234.3M /osg-vs-kwy →

2. Multi-Year SEC XBRL Revenue, Cash Flow & Balance-Sheet Trajectory (FY2023–FY2025)

SEC EDGAR 10-K • FILED 2025-12-31 • CIK 0001072627 ↗

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 — —

3. KWY Data-Verified Investor FAQ (RQD Rating, Sector Peers, SEC Forensics & Technicals)

✓ SCHEMA.ORG FAQPAGE JSON-LD ENABLED

Is KWY stock a Buy, Hold, or Sell right now according to Roarable's RQD model?

As of 2026-11-03, Kingsway Corporation (NYSE: KWY) is rated E (Strong Sell / SELL) by Roarable's 5-pillar RQD engine with a composite confidence score of 32/100 at a spot price of $9.83 (-1.30% 1D, market cap $288.2M). Pillar breakdown: Fundamental Cash Engine 3/20, Institutional 13F & Options Flow 8/20, SEC Balance-Sheet Forensics 10/20, FRED Macro Regime Fit 6/20, and Executive Insider Alignment 5/20. Across 1097 tracked Financials issuers, KWY ranks #1003 in composite RQD confidence.

How does KWY compare to KINS and NODK in the Financials sector?

Within the Financials sector (Property-Casualty Insurers), KWY carries a Roarable E (32/100 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 (72/100 RQD, P/E 7.1x, ROIC 33.2%, cap $295.5M) and NODK (NI Holdings Inc.) posts a E grade (31/100 RQD, P/E N/A, ROIC -4.3%, cap $308.7M). Among the 5-stock peer group, KINS leads on earnings multiple (7.1x) while KINS leads on capital efficiency (33.2% ROIC).

What are the biggest fundamental strengths and SEC risk factors for KWY?

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.

Where is KWY trading relative to its 50-day, 200-day, and 52-week technical levels?

KWY last traded at $9.83 (-1.30% on volume of 49,570 shares), positioning the stock +1.65% above its 50-day simple moving average ($9.67) and -7.09% below its 200-day simple moving average ($10.58). Across its 52-week range of $8.41 to $14.94, KWY sits at the 21.7% percentile with a 14-day RSI of 57.6 (BULLISH MOMENTUM) and an implied next-earnings move of ±6.4% ($9.20 to $10.46).

ROARABLE RATING BRIEF • RQD 32/100 (E) ✓ SEC XBRL & RQD VERIFIED

KWY — Kingsway Corporation: What the Facts Mean to a Prospective Investor

Methodology: RQD v6.2 Deterministic 5-Pillar & SEC XBRL Audit
Updated: 2025-12-31

1. Roarable Rating Brief: What This Means to a Prospective Investor

Kingsway Corporation (KWY) earns a live Roarable RQD composite score of 32/100, corresponding to a E letter grade (Roarable Strong Sell) at a spot price of $9.83 (-1.30% 1D, market capitalization $288.2M).

  • Fundamental Cash Engine (3/20): Anchored by return on invested capital (ROIC) of -13.6%, gross margin of —, operating margin of -1.8%, and free cash flow yield of 0.00%.
  • Whale 13F & Options Flow (8/20) + Insider Conviction (5/20): Tracks institutional 13F accumulation, CBOE options call/put positioning, and SEC Form 4 / Congressional PTR filings.
  • Macro Regime Fit (6/20) + Forensic Balance Sheet (10/20): Incorporates a 1.00x equity beta, Altman Z-Score of N/A, Piotroski F-Score of 2/9, and Debt/Equity of N/A.

2. Business Model, Unit Margins & SEC Financial Trajectory

Kingsway Corporation (KWY) is a NYSE-listed issuer classified in the Financials sector and Property-Casualty Insurers industry. The profile states the company has a market capitalization of $0.3B.

In its latest audited SEC EDGAR 10-K filing for FY2025 (filed 2025-12-31), Kingsway Corporation (KWY) reported $135.0M in annual revenue (up from $109.4M in FY2024, +23.4% YoY) and -$10.3K in GAAP net income. Over the multi-year SEC filing window from FY2023 ($103.2M revenue, $24.0K net income) through FY2025, KWY scaled operating cash flow to -$3.0K and free cash flow to -$3.0K, backed by $231.5M in total assets against $0 in total debt.

3. Institutional Bull vs. Bear Thesis & Valuation Tradeoff

  • 🐂 Primary Bull Case (E • RQD 32/100): Established market leader in Financials with deep daily trading liquidity. Free cash flow yield of 0.00% and institutional whale pillar of 8/20. With Fundamental Cash Engine at 3/20 and Institutional Whale Flow at 8/20, sustained execution supports upside toward the upper end of the $8.41 – $14.94 52-week range.
  • 🐻 Primary Bear Case & Valuation Risk: Company executives have done more routine share selling than personal cash buying lately. Investors must weigh current valuation against -1.8% operating margins and a 1.00x macro beta.

4. 2nd-Order Butterfly Ripples & Key Questions to Watch

The source data therefore does not establish any upstream or downstream dependencies, sector correlations, or 2nd-order bottlenecks for KWY.

  • Key Question #1: Can KWY sustain or expand its -1.8% operating margin and -13.6% ROIC against Property-Casualty Insurers peers over the next 4 quarters?
  • Key Question #2: Following FY2025 revenue of $135.0M and free cash flow of -$3.0K, how will capital allocation balance growth reinvestment against $0 in total debt?
  • Key Question #3: How sensitive is KWY's equity valuation to Financials capital spending cycles and macro interest-rate shifts (Beta 1.00x)?

KWY Live News Feed, Press Releases & Catalyst Wire

Real-time company headlines, analyst actions, and sector developments for Kingsway Corporation (KWY) • Click "Debate This Headline" to argue it in the Roar Pit below

💬 Jump to KWY Debate Forum (3) ↓
🔥 THE ROAR PIT • LIVE COMMUNITY DEBATE 3 Active Posts & Replies

KWY Bull vs. Bear Conversation Board — What's Your Call at $9.83?

🐂 67% BULLISH CONVICTION COMMUNITY TUG-OF-WAR ON KWY 🐻 33% BEARISH CONVICTION
1. Pick Your Side on KWY:
💡 Tip: Back up your call with a price target or RQD metric to get upvoted to the top.
BR BreakoutHunter RQD DEBATE OPENER • Swing & Catalyst Trader 🐂 BULLISH 🎯 Target: $12.98 (+32.0%)
📌 Pinned Debate

Revenue grew from $103.2M in FY 2023 to $135.0M in FY 2025 while the CEO disclosed a share purchase, and a scheduled Q3 2026 results re

Long KWY at $9.83 targeting $12.98. Revenue grew from $103.2M in FY 2023 to $135.0M in FY 2025 while the CEO disclosed a share purchase, and a scheduled Q3 2026 results release on November 5, 2026 is a near-term catalyst.. Institutional whale score is 8/20 and the risk/reward vs. the $8.41 52-week low is skewed heavily in favor of bulls.

RetailWhale_TX 🐂 BULL

@MeanReversion_88 Shorting a 8/20 institutional whale-flow stock at $9.83 is dangerous when funds are rotating into Financials.

ME MeanReversion_88 RQD DEBATE OPENER • Quantitative Statistical Arb 🐻 BEARISH 🎯 Target: $8.16 (-17.0%)
Spot @ $9.83

The RQD rating of 30 (grade E) reflects a negative ROIC of -13.6%, a 0% FCF yield, a Piotroski F-Score of 2/9, and an operating loss of

I respect the product at Kingsway Corporation, but the stock at $9.83 is a different story. The RQD rating of 30 (grade E) reflects a negative ROIC of -13.6%, a 0% FCF yield, a Piotroski F-Score of 2/9, and an operating loss of -$2.4M in FY 2025.. FCF yield is 0.0% and RQD sits at 32/100 (E) — why pay up here when you can wait for next quarter's numbers?

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