Cuprina Holdings (Cayman) Limited (Class A) (CUPR) Options Positioning, Max Pain & Unusual Sweeps

$1.84 -1.07% NASDAQ • Live Quote vs Prior Daily Close (Synced Snapshot) EXT / AFTER-HRS: $1.83

Cuprina Holdings (Cayman) Limited (Class A) (CUPR) 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 $14.1M
📤 Share Live RQD Speedometer Card: 𝕏 Post Reddit StockTwits ⬇ Live SVG Card
INTERACTIVE SCENARIO DECK:
🛡️ Portfolio Crash X-Ray
EXT / AFTER-HRS: $1.83 (-0.38%)🧬 Dilution Drag (+1.28% 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 JEV AI Jury 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 SNOWFLAKE RADARRw E · Rk D-
Cash (3)Whales (9)SEC (3)Macro (15)CEO (3)
Each axis scored 0–20
12M PRICE TARGET CONE-12% Base Target
$16 Bull$2 Base$1 Bear
📬 FREE CUPR RATING-CHANGE & BRIEFING ALERTSManage / Unsubscribe
WHALE OPTIONS SNAPSHOT: — (No Active Options Snapshot on file for CUPR)Realized 20D OHLCV Swing Band: ±12.5%
Deterministic 5-Pillar Attribution (32/100 Composite)
🔍 WHY CUPR SCORES 32/100 (E) — TOP 3 DRIVERS2 Bullish Pillars + #1 Risk Drag
▲ #1 Bullish Driver: Macro Regime Fit+15/20 pts (47% of score)

FRED Regime × Technicals: 3% of 52W Range • RSI-14 at 40.3 (NEUTRAL RANGE)

▲ #2 Bullish Driver: Whale & Options Positioning+9/20 pts (28% of score)

20D Institutional Volume Accumulation (±12.5% realized swing band)

▼ #1 Drag / Risk Factor: Insider Conviction & Share Dilution4/20 pts (-16 pt drag)

Dilution Drag (+1.28% YoY Shares) & executive Form 4 sales trim 16 pts from alignment

📈 PAST 4 QUARTERS RQD vs SUBSEQUENT RETURNQ1 → Q2 → Q3 → Current
Q1 (-3Q)
24
Grade E$1.69+12.4% Next Q
Q2 (-2Q)
27
Grade E$1.90-2.6% Next Q
Q3 (-1Q)
29
Grade E$1.85-0.5% Next Q
Current
32
Grade E$1.84-9.2% 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 CUPR Turnaround Squeeze

Gideon Ashmere Forensic Desk →

While CUPR currently carries a cautious 32/100 (E) rating due to Insider Conviction & Share Dilution (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 Health Care with deep daily trading liquidity.

🚀 Contrarian Squeeze Trigger #2

Options & Short-Covering Gamma: Reclaiming the 50-day SMA ($2.30) and Max Pain ($1.93) forces dealer call-delta covering toward $15.54.

🚀 Contrarian Squeeze Trigger #3

Forensic Repair Trigger: Halting share dilution (Dilution Drag (+1.28% YoY Shares)) or retiring high-cost debt immediately upgrades the SEC 10-K Forensic pillar.

🎲 LIVE PREDICTION MARKET ODDS TIED TO $CUPR• $2.4M Crowd Pool • Kalshi / Polymarket Composite
Contract: “CUPR Beats Next Quarter EPS Consensus (Dec 30, 2026) & Holds Above 200D SMA”
CALL VS. PUT WHALE SHARE
— (No Active Options Snapshot)
Put/Call Ratio: — (No Active Options Snapshot)
MAX-PAIN EXPIRATION MAGNET
— (No Active Options Snapshot)
No active options chain max-pain snapshot on file
HISTORICAL 20D VOLATILITY SWING
±12.5%
Derived from 20D OHLCV bars (No Active Options Snapshot)

Active Strike Call vs. Put Concentration Ladder (CUPR)

— (No Active Options Snapshot) — No unusual CBOE strike concentration anomalies recorded in the current database snapshot for CUPR.

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

  • ✓Walkthrough of CUPR'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
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CUPR // CANDLESTICK & AUTO-TRENDLINE WORKSTATION6M: -8.91%▲ RESISTANCE BREAKOUT
2026-10-30O $1.87H $1.87L $1.71C $1.84VOL 11.8K
RES: $1.23SUP: $0.43SMA50: $2.30SMA200: $3.02
$15.73$11.86$7.99$4.12$0.25RES $1.23SUP $0.43$1.842026-04-302026-06-152026-07-312026-09-162026-10-30
PRIMARY-SOURCE FORENSICS, SECOND-ORDER LINKS & AI ANALYST DESK

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

Share Count & Dilution Monitor (#25)

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

Reverse-DCF Expectations Hurdle (#30)
8.0%/yr Implied 5Y Growth

vs. +9.2% actual YoY revenue growth (assuming 9.25% cost of equity & 16.5x terminal multiple).

Ellis Vennor Setup Ledger (#33)

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

🦋 Documented & Second-Order Butterfly Connections Open Graph →

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

AI Analyst Theses, Washington Policy & Company Video
🎬 No recent verified company-specific video clip queued for CUPR 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 (CUPR)

Health Care Rank #900 of 1016 ⚔️ CLGN vs CUPR Full Matrix →

1. Head-to-Head Health Care Peer Comparison (CUPR vs. CLGN, LFWD, HSCS, RGNT)

Industry: Industrial Specialties (55 Tracked Issuers)

Across 1016 tracked Health Care securities in the Roarable RQD universe, Cuprina Holdings (Cayman) Limited (Class A) (CUPR) ranks #900 by composite RQD confidence (32/100, grade E) and #862 by equity capitalization ($14.1M). Within this direct 5-issuer industry benchmark cohort, CUPR leads on earnings valuation at N/A trailing P/E, while CUPR leads on capital efficiency and profitability with -35.0% ROIC and -1.3% gross margin. CLGN currently holds the highest overall quantitative score in the immediate peer group at 50/100 (D) compared with CUPR at 32/100 (E).

Ticker / Company Roarable Grade RQD Score Trailing P/E Gross Margin ROIC 1D Change Market Cap Head-to-Head
CUPR ACTIVE
Cuprina Holdings (Cayman) Limited (Class A)
E 32/100 — -1.3% -35.0% -1.07% $14.1M Benchmark Subject
CLGN
CollPlant Biotechnologies Ltd
D 50/100 — 64.8% -35.0% +11.39% $12.7M /clgn-vs-cupr →
LFWD
Lifeward Ltd.
D 46/100 — 96.0% -35.0% +2.78% $16.7M /lfwd-vs-cupr →
HSCS
HeartSciences Inc.
D- 43/100 — 59.1% -35.0% +7.12% $17.5M /hscs-vs-cupr →
RGNT
Regentis Biomaterials Ltd.
D 44/100 — — -35.0% +10.57% $9.6M /rgnt-vs-cupr →

2. Multi-Year SEC XBRL Revenue, Cash Flow & Balance-Sheet Trajectory (FY2024–FY2025)

SEC EDGAR 10-K • FILED 2025-12-31 • CIK 0001995704

In its most recent audited fiscal period (FY2025, filed 2025-12-31), Cuprina Holdings (Cayman) Limited (Class A) (CUPR) reported GAAP revenue of $38.8K (+9.2% vs. FY2024 revenue of $35.5K ) , GAAP net income of -$3.6M, operating cash flow of -$7.1M, and free cash flow of -$7.1M (-672.8% YoY). On the balance sheet, CUPR closed FY2025 with $6.6M in total assets against $98.1K in total debt (Altman Z-Score: 0.36, Piotroski F-Score: 3/9).

Fiscal Period Filing Date Revenue Net Income Operating Cash Flow Free Cash Flow Total Assets Total Debt
FY2025 (FY) 2025-12-31 $38.8K -$3.6M -$7.1M -$7.1M $6.6M $98.1K
FY2024 (FY) 2024-12-31 $35.5K -$1.1M -$908.6K -$924.7K $1.3M $120.4K

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

✓ SCHEMA.ORG FAQPAGE JSON-LD ENABLED

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

As of 2026-11-01, Cuprina Holdings (Cayman) Limited (Class A) (NASDAQ: CUPR) 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 $1.84 (-1.07% 1D, market cap $14.1M). Pillar breakdown: Fundamental Cash Engine 3/20, Institutional 13F & Options Flow 9/20, Executive Insider Alignment 3/20, FRED Macro Regime Fit 15/20, and SEC Balance-Sheet Forensics 3/20. Across 1016 tracked Health Care issuers, CUPR ranks #900 in composite RQD confidence.

How does CUPR compare to CLGN and LFWD in the Health Care sector?

Within the Health Care sector (Industrial Specialties), CUPR carries a Roarable E (32/100 RQD), trailing P/E of N/A, gross margin of -1.3%, and ROIC of -35.0%. By comparison, CLGN (CollPlant Biotechnologies Ltd) holds a D grade (50/100 RQD, P/E N/A, ROIC -35.0%, cap $12.7M) and LFWD (Lifeward Ltd.) posts a D grade (46/100 RQD, P/E N/A, ROIC -35.0%, cap $16.7M). Among the 5-stock peer group, CUPR leads on earnings multiple (N/A) while CUPR leads on capital efficiency (-35.0% ROIC).

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

Per CUPR's SEC EDGAR XBRL 10-K filing (FY2025, filed 2025-12-31, CIK 0001995704), Cuprina Holdings (Cayman) Limited (Class A) generated $38.8K in revenue (+9.2% YoY), -$3.6M in net income, and -$7.1M in free cash flow against $6.6M in total assets and $98.1K in total debt. Key quantitative strengths: Established market leader in Health Care 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 CUPR trading relative to its 50-day, 200-day, and 52-week technical levels?

CUPR last traded at $1.84 (-1.07% on volume of 25,732 shares), positioning the stock -20.00% below its 50-day simple moving average ($2.30) and -39.07% below its 200-day simple moving average ($3.02). Across its 52-week range of $1.45 to $14.80, CUPR sits at the 2.9% percentile with a 14-day RSI of 40.3 (NEUTRAL RANGE) and an implied next-earnings move of ±12.5% ($1.61 to $2.07).

CUPR Investor FAQ & Complete 8-Part Research Index

100% OPEN ACCESS • SEC EDGAR × CBOE × FRED

What is CUPR's options positioning and volatility profile?

Roarable tracks verified CBOE unusual options sweeps, put/call ratios, and OHLCV realized volatility bands for CUPR.

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