Chegg Inc. (CHGG) Options Positioning, Max Pain & Unusual Sweeps

$0.69 -0.72% NYSE β€’ Live Quote vs Prior Daily Close (Synced Snapshot) EXT / AFTER-HRS: $0.69

Chegg Inc. (CHGG) carries a Roarable Rating of E (Strong Sell) with 25/100 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 β€’ RED ALERT Cap $76.8M
πŸ“€ Share Live RQD Speedometer Card: 𝕏 Post Reddit StockTwits ⬇ Live SVG Card
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πŸ€– Mara Quenwick β€’ AI Quant Lead (Click for Instant Brief) Is CHGG stock a Buy, Hold, or Sell right now according to Roarable's RQD model?
β–Ό

As of 2026-11-02, Chegg Inc. (NYSE: CHGG) is rated E (Strong Sell / SELL) by Roarable's 5-pillar RQD engine with a composite confidence score of 25/100 at a spot price of $0.69 (-0.72% 1D, market cap $76.8M). Pillar breakdown: Fundamental Cash Engine 3/20, Institutional 13F & Options Flow 10/20, Executive Insider Alignment 8/20, FRED Macro Regime Fit 3/20, and SEC Balance-Sheet Forensics 3/20. Across 51 tracked Real Estate issuers, CHGG ranks #45 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 CHGG compare to NRDY and COE in the Real Estate sector?
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Within the Real Estate sector (Other Consumer Services), CHGG carries a Roarable E (25/100 RQD), trailing P/E of N/A, gross margin of 59.6%, and ROIC of -35.0%. By comparison, NRDY (Nerdy Inc. (Class A)) holds a E grade (30/100 RQD, P/E N/A, ROIC -35.0%, cap $75.9M) and COE (51Talk Online Education Group each representing 60 (Class A)) posts a D grade (44/100 RQD, P/E N/A, ROIC -35.0%, cap $66.1M). Among the 5-stock peer group, IH leads on earnings multiple (4.4x) while IH 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 CHGG?
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Per CHGG's SEC EDGAR XBRL 10-K filing (FY2025, filed 2025-12-31, CIK 0001364954), Chegg Inc. generated $376.9M in revenue (-39.0% YoY), -$103.0M in net income, and -$12.6M in free cash flow against $278.0M in total assets and $0 in total debt. Key quantitative strengths: Established market leader in Real Estate 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.

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: $0.69 (-0.32%)🧬 Dilution Drag (+2.48% YoY Shares)βš™οΈ Cash Engine: 3/20 (E) β€’ 0% FCF Margin
Verify 90D Bucket Audit β†’
πŸ“Š Historical Track Record Warning: Scores below 50 (25/100 Β· E) historically underperformed SPY in 71% of rolling 90-day windows (-10.7% avg 90D alpha vs SPY β€’ 29.0% hit rate).
Audit Bucket Track Record β†’
RQD QUANT TACHOMETERRED ALERT β€’ E
025507510025
3-of-3 JEV AI Jury Bearish Warning
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 E Β· Rk E
Cash (3)Whales (10)SEC (8)Macro (3)CEO (3)
Each axis scored 0–20
12M PRICE TARGET CONE-14.5% Base Target
$2 Bull$1 Base$0 Bear
πŸ“¬ FREE CHGG RATING-CHANGE & BRIEFING ALERTSManage / Unsubscribe
WHALE OPTIONS SNAPSHOT: β€” (No Active Options Snapshot on file for CHGG)Realized 20D OHLCV Swing Band: Β±12.5%
Deterministic 5-Pillar Attribution (25/100 Composite)
πŸ” WHY CHGG SCORES 25/100 (E) β€” TOP 3 DRIVERS2 Bullish Pillars + #1 Risk Drag
β–² #1 Bullish Driver: Whale & Options Positioning+10/20 pts (40% of score)

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

β–² #2 Bullish Driver: SEC 10-K Forensic Risk+8/20 pts (32% of score)

Altman Z-Score 0.20 (DISTRESS RISK (<1.8)) β€’ Piotroski F-Score 4/9

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

Dilution Drag (+2.48% YoY Shares) & executive Form 4 sales trim 16 pts from alignment

πŸ“ˆ PAST 4 QUARTERS RQD vs SUBSEQUENT RETURNQ1 β†’ Q2 β†’ Q3 β†’ Current
Q1 (-3Q)
33
Grade E$0.71+1.4% Next Q
Q2 (-2Q)
30
Grade E$0.72+0% Next Q
Q3 (-1Q)
28
Grade E$0.72-4.2% Next Q
Current
25
Grade E$0.69-10.7% Hist 90D Ξ±
Trajectory: E (33) β†’ E (25)Full Audit β†’
βš”οΈ ADVERSARIAL OPPOSING CASE & FORENSIC KILL-SWITCH (WHY THE BULL/BEAR THESIS COULD FAIL)CONTRARIAN TURNAROUND & SHORT-SQUEEZE DOSSIER

βš”οΈ Adversarial Opposing Case: What Could Spark a CHGG Turnaround Squeeze

Gideon Ashmere Forensic Desk β†’

While CHGG currently carries a cautious 25/100 (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.

πŸš€ Contrarian Squeeze Trigger #1

Established market leader in Real Estate with deep daily trading liquidity.

πŸš€ Contrarian Squeeze Trigger #2

Options & Short-Covering Gamma: Reclaiming the 50-day SMA ($0.74) and Max Pain ($0.72) forces dealer call-delta covering toward $1.64.

πŸš€ Contrarian Squeeze Trigger #3

Forensic Repair Trigger: Halting share dilution (Dilution Drag (+2.48% YoY Shares)) or retiring high-cost debt immediately upgrades the SEC 10-K Forensic pillar.

🎲 LIVE PREDICTION MARKET ODDS TIED TO $CHGGβ€’ $2.4M Crowd Pool β€’ Kalshi / Polymarket Composite
Contract: β€œCHGG 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±12.5%
Derived from 20D OHLCV bars (No Active Options Snapshot)

Active Strike Call vs. Put Concentration Ladder (CHGG)

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

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

  • βœ“Walkthrough of CHGG'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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CHGG // CANDLESTICK & AUTO-TRENDLINE WORKSTATION6M: -40.00%β–Ό DESCENDING CHANNEL
2026-11-02O $0.69H $0.69L $0.69C $0.69VOL 400.6K
RES: $0.84SUP: $0.58SMA50: $0.74SMA200: $0.86
$1.63$1.35$1.07$0.79$0.51RES $0.84SUP $0.58$0.692026-05-042026-06-172026-08-042026-09-172026-11-02
PRIMARY-SOURCE FORENSICS, SECOND-ORDER LINKS & AI ANALYST DESK

CHGG 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. -39.0% 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 CHGG today. View full Setup Ledger β†’

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

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

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

1. Head-to-Head Real Estate Peer Comparison (CHGG vs. NRDY, COE, IH, LFS)

Industry: Other Consumer Services (73 Tracked Issuers)

Across 51 tracked Real Estate securities in the Roarable RQD universe, Chegg Inc. (CHGG) ranks #45 by composite RQD confidence (25/100, grade E) and #28 by equity capitalization ($76.8M). Within this direct 5-issuer industry benchmark cohort, IH leads on earnings valuation at 4.4x trailing P/E, while IH leads on capital efficiency and profitability with 85.0% ROIC and 67.9% gross margin. LFS currently holds the highest overall quantitative score in the immediate peer group at 67/100 (C+) compared with CHGG at 25/100 (E).

Ticker / Company Roarable Grade RQD Score Trailing P/E Gross Margin ROIC 1D Change Market Cap Head-to-Head
CHGG ACTIVE
Chegg Inc.
E 25/100 β€” 59.6% -35.0% -0.72% $76.8M Benchmark Subject
NRDY
Nerdy Inc. (Class A)
E 30/100 β€” 58.0% -35.0% +2.95% $75.9M /nrdy-vs-chgg β†’
COE
51Talk Online Education Group each representing 60 (Class A)
D 44/100 β€” 73.9% -35.0% -4.93% $66.1M /coe-vs-chgg β†’
IH
iHuman Inc. each representing five (Class A)
D+ 58/100 4.4x 67.9% 85.0% +1.72% $60.3M /ih-vs-chgg β†’
LFS
LEIFRAS Co. Ltd.
C+ 67/100 19.6x 29.5% 26.5% 0.00% $54.9M /lfs-vs-chgg 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 0001364954

In its most recent audited fiscal period (FY2025, filed 2025-12-31), Chegg Inc. (CHGG) reported GAAP revenue of $376.9M (-39.0% vs. FY2024 revenue of $617.6M , and -47.4% cumulative change since FY2023) , GAAP net income of -$103.0M, operating cash flow of $15.5M, and free cash flow of -$12.6M (-125.1% YoY). On the balance sheet, CHGG closed FY2025 with $278.0M in total assets against $0 in total debt (Altman Z-Score: 0.20, Piotroski F-Score: 4/9).

Fiscal Period Filing Date Revenue Net Income Operating Cash Flow Free Cash Flow Total Assets Total Debt
FY2025 (FY) 2025-12-31 $376.9M -$103.0M $15.5M -$12.6M $278.0M β€”
FY2024 (FY) 2024-12-31 $617.6M -$837.0M $125.2M $50.3M $869.0M β€”
FY2023 (FY) 2023-12-31 $716.3M $18.0M $246.2M $246.2M β€” β€”

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

βœ“ SCHEMA.ORG FAQPAGE JSON-LD ENABLED

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

As of 2026-11-02, Chegg Inc. (NYSE: CHGG) is rated E (Strong Sell / SELL) by Roarable's 5-pillar RQD engine with a composite confidence score of 25/100 at a spot price of $0.69 (-0.72% 1D, market cap $76.8M). Pillar breakdown: Fundamental Cash Engine 3/20, Institutional 13F & Options Flow 10/20, Executive Insider Alignment 8/20, FRED Macro Regime Fit 3/20, and SEC Balance-Sheet Forensics 3/20. Across 51 tracked Real Estate issuers, CHGG ranks #45 in composite RQD confidence.

How does CHGG compare to NRDY and COE in the Real Estate sector?

Within the Real Estate sector (Other Consumer Services), CHGG carries a Roarable E (25/100 RQD), trailing P/E of N/A, gross margin of 59.6%, and ROIC of -35.0%. By comparison, NRDY (Nerdy Inc. (Class A)) holds a E grade (30/100 RQD, P/E N/A, ROIC -35.0%, cap $75.9M) and COE (51Talk Online Education Group each representing 60 (Class A)) posts a D grade (44/100 RQD, P/E N/A, ROIC -35.0%, cap $66.1M). Among the 5-stock peer group, IH leads on earnings multiple (4.4x) while IH leads on capital efficiency (85.0% ROIC).

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

Per CHGG's SEC EDGAR XBRL 10-K filing (FY2025, filed 2025-12-31, CIK 0001364954), Chegg Inc. generated $376.9M in revenue (-39.0% YoY), -$103.0M in net income, and -$12.6M in free cash flow against $278.0M in total assets and $0 in total debt. Key quantitative strengths: Established market leader in Real Estate 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 CHGG trading relative to its 50-day, 200-day, and 52-week technical levels?

CHGG last traded at $0.69 (-0.72% on volume of 400,608 shares), positioning the stock -6.76% below its 50-day simple moving average ($0.74) and -19.77% below its 200-day simple moving average ($0.86). Across its 52-week range of $0.45 to $1.56, CHGG sits at the 21.6% percentile with a 14-day RSI of 44.3 (NEUTRAL RANGE) and an implied next-earnings move of Β±12.5% ($1.00 to $0.78).

CHGG Investor FAQ & Complete 8-Part Research Index

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

What is CHGG's options positioning and volatility profile?

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

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