Hippo Holdings Inc. (HIPO) Options Positioning, Max Pain & Unusual Sweeps

$37.16 -1.46% NYSE β€’ Live Quote vs Prior Daily Close (Synced Snapshot) EXT / AFTER-HRS: $36.99

Hippo Holdings Inc. (HIPO) carries a Roarable Rating of D+ (Sell) with 58/100 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 D+ β€’ SELL / AVOID Cap $980.6M
πŸ“€ Share Live RQD Speedometer Card: 𝕏 Post Reddit StockTwits ⬇ Live SVG Card
⚑ INSTANT AI QUANT PREVIEW β€’ $0 FREE TIER Click Any Pre-Computed AI Quant Specialist Briefing on HIPO Below β€” or Connect Your Own ChatGPT / Claude
πŸ€– Mara Quenwick β€’ AI Quant Lead (Click for Instant Brief) Is HIPO stock a Buy, Hold, or Sell right now according to Roarable's RQD model?
β–Ό

As of 2026-11-01, Hippo Holdings Inc. (NYSE: HIPO) is rated D+ (Sell / SELL) by Roarable's 5-pillar RQD engine with a composite confidence score of 58/100 at a spot price of $37.16 (-1.46% 1D, market cap $980.6M). Pillar breakdown: Fundamental Cash Engine 8/20, Institutional 13F & Options Flow 9/20, Executive Insider Alignment 13/20, FRED Macro Regime Fit 15/20, and SEC Balance-Sheet Forensics 13/20. Across 1096 tracked Financials issuers, HIPO ranks #612 in composite RQD confidence.

βœ“ Pre-computed one-to-many AI Quant brief
πŸ€– Ellis Vennor β€’ AI Peer & Flow Quant (Click for Instant Brief) How does HIPO compare to IGIC and HRTG in the Financials sector?
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Within the Financials sector (Property-Casualty Insurers), HIPO carries a Roarable D+ (58/100 RQD), trailing P/E of 15.7x, gross margin of β€”, and ROIC of 14.4%. By comparison, IGIC (International General Insurance Holdings Ltd. Ordinary Share) holds a D+ grade (58/100 RQD, P/E 8.3x, ROIC 17.9%, cap $1.06B) and HRTG (Heritage Insurance Holdings Inc.) posts a B+ grade (79/100 RQD, P/E 5.5x, ROIC 85.0%, cap $1.07B). Among the 5-stock peer group, HRTG leads on earnings multiple (5.5x) while HRTG leads on capital efficiency (85.0% ROIC).

βœ“ Pre-computed one-to-many AI Quant brief
πŸ€– Gideon Ashmere β€’ AI SEC 10-K Forensics (Click for Instant Brief) What are the biggest fundamental strengths and SEC risk factors for HIPO?
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Per HIPO's SEC EDGAR XBRL 10-K filing (FY2025, filed 2025-12-31, CIK 0001828105), Hippo Holdings Inc. generated $468.6M in revenue (+25.9% YoY), $62.6M in net income, and $9.1M in free cash flow against $1.91B 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: Broader market pullbacks can still drag down strong stocks in the short run.. Institutional options positioning shows a 50% call / 50% put premium split.

βœ“ Pre-computed one-to-many AI Quant brief
πŸ€– AI Quant Disclosure: Roarable Analysts are proprietary AI Quant Specialists β€” 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:
πŸ›‘οΈ Portfolio Crash X-Ray
EXT / AFTER-HRS: $36.99 (-0.45%)🧬 Disciplined Float (-0.32% YoY Shares)βš™οΈ Cash Engine: 8/20 (D-) β€’ 1.9% FCF Margin
Verify 90D Bucket Audit β†’
πŸ“Š Historical Track Record: Scores of 58/100 (D+) historically posted market-perform odds over rolling 90-day windows (+0.0% avg 90D alpha vs SPY β€’ 52.7% hit rate β€” wait for RQD β‰₯ 70 breakout).
Audit Bucket Track Record β†’
RQD QUANT TACHOMETERSELL / AVOID β€’ D+
025507510058
JEV AI Jury Split (Battleground)
Cash
SEC
Whale

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

5-PILLAR SNOWFLAKE RADARRw D Β· Rk B-
Cash (8)Whales (9)SEC (13)Macro (15)CEO (13)
Each axis scored 0–20
12M PRICE TARGET CONE+0% Base Target
$44 Bull$37 Base$29 Bear
πŸ“¬ FREE HIPO RATING-CHANGE & BRIEFING ALERTSManage / Unsubscribe
WHALE OPTIONS SNAPSHOT: β€” (No Active Options Snapshot on file for HIPO)Realized 20D OHLCV Swing Band: Β±7.3%
Deterministic 5-Pillar Attribution (58/100 Composite)
πŸ” WHY HIPO SCORES 58/100 (D+) β€” TOP 3 DRIVERS2 Bullish Pillars + #1 Risk Drag
β–² #1 Bullish Driver: Macro Regime Fit+15/20 pts (26% of score)

FRED Regime Γ— Technicals: 85% of 52W Range β€’ RSI-14 at 60 (BULLISH MOMENTUM)

β–² #2 Bullish Driver: SEC 10-K Forensic Risk+13/20 pts (22% of score)

Altman Z-Score 3.80 (FORTRESS SAFE (>3.0)) β€’ Piotroski F-Score 5/9

β–Ό #1 Drag / Risk Factor: Cash Engine Quality8/20 pts (-12 pt drag)

Capital intensity & 0% operating margin leave 12 pts on the table

πŸ“ˆ PAST 4 QUARTERS RQD vs SUBSEQUENT RETURNQ1 β†’ Q2 β†’ Q3 β†’ Current
Q1 (-3Q)
50
Grade C-$33.97+3.9% Next Q
Q2 (-2Q)
53
Grade C-$35.28+9% Next Q
Q3 (-1Q)
55
Grade C$38.44-3.3% Next Q
Current
58
Grade D+$37.16+0% Hist 90D Ξ±
Trajectory: C- (50) β†’ D+ (58)Full Audit β†’
βš”οΈ ADVERSARIAL OPPOSING CASE & FORENSIC KILL-SWITCH (WHY THE BULL/BEAR THESIS COULD FAIL)GIDEON ASHMERE // FORENSIC SHORT & KILL-SWITCH DOSSIER

βš”οΈ Adversarial Opposing Case: Why the HIPO Bull Thesis Could Fail

Gideon Ashmere Forensic Desk β†’

Even with a 58/100 (D+) score, HIPO faces multiple-compression risk if 15.7x trailing P/E re-rate toward historical sector medians or if hyperscaler/enterprise customer concentration slows in upcoming 10-Q filings.

⚠️ Forensic Kill-Switch #1

Broader market pullbacks can still drag down strong stocks in the short run.

⚠️ Forensic Kill-Switch #2

Dilution & Margin Drag: Disciplined Float (-0.32% YoY Shares) β€” any gross margin slip below 49.5% triggers an automatic RQD downgrade.

⚠️ Forensic Kill-Switch #3

Technical & Forensic Kill-Switch: A daily close below the 50D SMA ($33.62) or 200D SMA ($29.44) invalidates the momentum regime and cuts Target Base ($37.16) toward Bear Floor ($28.98).

🎲 LIVE PREDICTION MARKET ODDS TIED TO $HIPOβ€’ $2.4M Crowd Pool β€’ Kalshi / Polymarket Composite
Contract: β€œHIPO Beats Next Quarter EPS Consensus (Dec 30, 2026) & Holds Above 200D SMA”
CALL VS. PUT WHALE SHARE
β€” (No Active Options Snapshot)
Put/Call Ratio: β€” (No Active Options Snapshot)
MAX-PAIN EXPIRATION MAGNET
β€” (No Active Options Snapshot)
No active options chain max-pain snapshot on file
HISTORICAL 20D VOLATILITY SWING
Β±7.3%
Derived from 20D OHLCV bars (No Active Options Snapshot)

Active Strike Call vs. Put Concentration Ladder (HIPO)

β€” (No Active Options Snapshot) β€” No unusual CBOE strike concentration anomalies recorded in the current database snapshot for HIPO.

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ON-DEMAND RQD QUANT WORKSHOP β€’ SPONSORED / PARTNER SPOTLIGHTHosted by Perry Belcher & Roarable Forensic Quant Desk

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

  • βœ“Walkthrough of HIPO's RQD Radar, SEC cash-conversion gap & downside invalidation levels
  • βœ“3 asymmetric Bear/Hedge frameworks when 10-year Treasury yields stay elevated
  • βœ“Includes nightly RQD rating-change & forensic signal email alerts on your tracked stocks
RQD INSIDER CLUB WAITLIST$49/YR PLANNED
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HIPO // CANDLESTICK & AUTO-TRENDLINE WORKSTATION6M: +41.13%β–² ASCENDING CHANNEL
2026-10-30O $37.74H $37.89L $36.34C $37.16VOL 282.0K
RES: $40.10SUP: $31.39SMA50: $33.62SMA200: $29.44
$40.46$36.02$31.58$27.14$22.70RES $40.10SUP $31.39$37.162026-04-302026-06-152026-07-312026-09-162026-10-30
PRIMARY-SOURCE FORENSICS, SECOND-ORDER LINKS & AI ANALYST DESK

HIPO 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)
8.2%/yr Implied 5Y Growth

vs. +25.9% 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 HIPO today. View full Setup Ledger β†’

πŸ¦‹ Documented & Second-Order Butterfly Connections Open Graph β†’

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

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

πŸ“Š Quantitative Sector Peer Comparison, SEC Filing Delta & Investment FAQ (HIPO)

1. Head-to-Head Financials Peer Comparison (HIPO vs. IGIC, HRTG, EIG, DGICB)

Industry: Property-Casualty Insurers (68 Tracked Issuers)

Across 1096 tracked Financials securities in the Roarable RQD universe, Hippo Holdings Inc. (HIPO) ranks #612 by composite RQD confidence (58/100, grade D+) and #563 by equity capitalization ($980.6M). Within this direct 5-issuer industry benchmark cohort, HRTG leads on earnings valuation at 5.5x trailing P/E, while HRTG leads on capital efficiency and profitability with 85.0% ROIC and β€” gross margin. HRTG currently holds the highest overall quantitative score in the immediate peer group at 79/100 (B+) compared with HIPO at 58/100 (D+).

Ticker / Company Roarable Grade RQD Score Trailing P/E Gross Margin ROIC 1D Change Market Cap Head-to-Head
HIPO ACTIVE
Hippo Holdings Inc.
D+ 58/100 15.7x β€” 14.4% -1.46% $980.6M Benchmark Subject
IGIC
International General Insurance Holdings Ltd. Ordinary Share
D+ 58/100 8.3x β€” 17.9% +1.69% $1.06B /igic-vs-hipo β†’
HRTG
Heritage Insurance Holdings Inc.
B+ 79/100 5.5x β€” 85.0% +4.06% $1.07B /hrtg-vs-hipo β†’
EIG
Employers Holdings Inc
D 48/100 81.6x β€” 1.1% -4.53% $881.5M /eig-vs-hipo β†’
DGICB
Donegal Group Inc. (Class B)
D+ 57/100 11.1x β€” 12.4% -8.49% $879.7M /dgicb-vs-hipo β†’

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

SEC EDGAR 10-K β€’ FILED 2025-12-31 β€’ CIK 0001828105

In its most recent audited fiscal period (FY2025, filed 2025-12-31), Hippo Holdings Inc. (HIPO) reported GAAP revenue of $468.6M (+25.9% vs. FY2024 revenue of $372.1M , and +123.5% cumulative change since FY2023) , GAAP net income of $62.6M, operating cash flow of $9.2M, and free cash flow of $9.1M (-80.7% YoY). On the balance sheet, HIPO closed FY2025 with $1.91B in total assets against $0 in total debt (Altman Z-Score: N/A, Piotroski F-Score: 5/9).

Fiscal Period Filing Date Revenue Net Income Operating Cash Flow Free Cash Flow Total Assets Total Debt
FY2025 (FY) 2025-12-31 $468.6M $62.6M $9.2M $9.1M $1.91B β€”
FY2024 (FY) 2024-12-31 $372.1M -$28.6M $47.5M $47.2M $1.54B β€”
FY2023 (FY) 2023-12-31 $209.7M -$263.0M -$92.4M -$92.4M β€” β€”

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

βœ“ SCHEMA.ORG FAQPAGE JSON-LD ENABLED

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

As of 2026-11-01, Hippo Holdings Inc. (NYSE: HIPO) is rated D+ (Sell / SELL) by Roarable's 5-pillar RQD engine with a composite confidence score of 58/100 at a spot price of $37.16 (-1.46% 1D, market cap $980.6M). Pillar breakdown: Fundamental Cash Engine 8/20, Institutional 13F & Options Flow 9/20, Executive Insider Alignment 13/20, FRED Macro Regime Fit 15/20, and SEC Balance-Sheet Forensics 13/20. Across 1096 tracked Financials issuers, HIPO ranks #612 in composite RQD confidence.

How does HIPO compare to IGIC and HRTG in the Financials sector?

Within the Financials sector (Property-Casualty Insurers), HIPO carries a Roarable D+ (58/100 RQD), trailing P/E of 15.7x, gross margin of β€”, and ROIC of 14.4%. By comparison, IGIC (International General Insurance Holdings Ltd. Ordinary Share) holds a D+ grade (58/100 RQD, P/E 8.3x, ROIC 17.9%, cap $1.06B) and HRTG (Heritage Insurance Holdings Inc.) posts a B+ grade (79/100 RQD, P/E 5.5x, ROIC 85.0%, cap $1.07B). Among the 5-stock peer group, HRTG leads on earnings multiple (5.5x) while HRTG leads on capital efficiency (85.0% ROIC).

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

Per HIPO's SEC EDGAR XBRL 10-K filing (FY2025, filed 2025-12-31, CIK 0001828105), Hippo Holdings Inc. generated $468.6M in revenue (+25.9% YoY), $62.6M in net income, and $9.1M in free cash flow against $1.91B 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: Broader market pullbacks can still drag down strong stocks in the short run.. Institutional options positioning shows a 50% call / 50% put premium split.

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

HIPO last traded at $37.16 (-1.46% on volume of 423,678 shares), positioning the stock +10.53% above its 50-day simple moving average ($33.62) and +26.22% above its 200-day simple moving average ($29.44). Across its 52-week range of $24.08 to $39.39, HIPO sits at the 85.4% percentile with a 14-day RSI of 60.0 (BULLISH MOMENTUM) and an implied next-earnings move of Β±7.3% ($34.45 to $39.87).

HIPO Investor FAQ & Complete 8-Part Research Index

100% OPEN ACCESS β€’ SEC EDGAR Γ— CBOE Γ— FRED

What is HIPO's options positioning and volatility profile?

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

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