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Insight Enterprises Inc. (NSIT) Options Positioning, Max Pain & Unusual Sweeps

$166.77 -3.46% NASDAQ β€’ Live Quote vs Prior Daily Close (Synced Snapshot) EXT / AFTER-HRS: $165.41

Insight Enterprises Inc. (NSIT) carries a Roarable Rating of C- (Hold) with 60/100 RQD Confidence. The composite score sits in the neutral Hold band (59–69), meaning current holders don’t need to panic-sell while prospective buyers can wait for a move into the 70+ Buy zone.

ROARABLE C- β€’ HOLD / WATCH Cap $5.07B
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 NSIT Below β€” or Connect Your Own ChatGPT / Claude
πŸ€– Mara Quenwick β€’ AI Quant Lead (Click for Instant Brief) Is NSIT stock a Buy, Hold, or Sell right now according to Roarable's RQD model?
β–Ό

As of 2026-11-03, Insight Enterprises Inc. (NASDAQ: NSIT) is rated C- (Hold / HOLD) by Roarable's 5-pillar RQD engine with a composite confidence score of 60/100 at a spot price of $166.77 (-3.46% 1D, market cap $5.07B). Pillar breakdown: Fundamental Cash Engine 11/20, Institutional 13F & Options Flow 17/20, SEC Balance-Sheet Forensics 9/20, FRED Macro Regime Fit 10/20, and Executive Insider Alignment 13/20. Across 1009 tracked Consumer Discretionary issuers, NSIT ranks #321 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 NSIT compare to VIPS and CHWY in the Consumer Discretionary sector?
β–Ό

Within the Consumer Discretionary sector (Catalog/Specialty Distribution), NSIT carries a Roarable C- (60/100 RQD), trailing P/E of 33.3x, gross margin of 21.4%, and ROIC of 6.0%. By comparison, VIPS (Vipshop Holdings Limited each representing two) holds a C- grade (61/100 RQD, P/E 5.9x, ROIC 35.7%, cap $6.19B) and CHWY (Chewy Inc.) posts a C grade (62/100 RQD, P/E 37.6x, ROIC 30.0%, cap $8.56B). Among the 5-stock peer group, VIPS leads on earnings multiple (5.9x) while VIPS leads on capital efficiency (35.7% 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 NSIT?
β–Ό

Per NSIT's SEC EDGAR XBRL 10-K filing (FY2025, filed 2025-12-31, CIK 0000932696), Insight Enterprises Inc. generated $8.25B in revenue (-5.2% YoY), $157.3M in net income, and $279.3M in free cash flow against $9.09B in total assets and $3.35B in total debt. Key quantitative strengths: Big institutional funds and options desks are actively positioning on the bullish side. Primary risk factors monitored: Sensitive to high interest rates and tighter Federal Reserve market liquidity. 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: $165.42 (-0.81%)🧬 Cannibal Buyback (-1.52% YoY Shares)βš™οΈ Cash Engine: 11/20 (D+) β€’ 3.4% FCF Margin
Verify 90D Bucket Audit β†’
πŸ“Š Historical Track Record: Scores of 60/100 (C-) historically posted market-perform odds over rolling 90-day windows (+0.4% avg 90D alpha vs SPY β€’ 53.5% hit rate β€” wait for RQD β‰₯ 70 breakout).
Audit Bucket Track Record β†’
RQD QUANT TACHOMETERHOLD / WATCH β€’ C-
025507510060
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 C+ Β· Rk D
Cash (11)Whales (17)SEC (9)Macro (10)CEO (13)
Each axis scored 0–20
12M PRICE TARGET CONE+0.9% Base Target
$199 Bull$168 Base$131 Bear
πŸ“¬ FREE NSIT RATING-CHANGE & BRIEFING ALERTSManage / Unsubscribe
WHALE OPTIONS SNAPSHOT: β€” (No Active Options Snapshot on file for NSIT)Realized 20D OHLCV Swing Band: Β±7.7%
Deterministic 5-Pillar Attribution (60/100 Composite)
πŸ” WHY NSIT SCORES 60/100 (C-) β€” TOP 3 DRIVERS2 Bullish Pillars + #1 Risk Drag
β–² #1 Bullish Driver: Whale & Options Positioning+17/20 pts (28% of score)

20D Institutional Volume Accumulation (Β±7.7% realized swing band)

β–² #2 Bullish Driver: Insider Conviction & Share Dilution+13/20 pts (22% of score)

SEC Form 4 / 13F Thermometer: 65% Net Buy β€’ Cannibal Buyback (-1.52% YoY Shares)

β–Ό #1 Drag / Risk Factor: SEC 10-K Forensic Risk9/20 pts (-11 pt drag)

Balance-sheet & 10-K footnote risk deducts 11 pts from forensic ceiling

πŸ“ˆ PAST 4 QUARTERS RQD vs SUBSEQUENT RETURNQ1 β†’ Q2 β†’ Q3 β†’ Current
Q1 (-3Q)
52
Grade C-$166.01+3.1% Next Q
Q2 (-2Q)
55
Grade C$171.19+3.9% Next Q
Q3 (-1Q)
57
Grade C$177.84-6.2% Next Q
Current
60
Grade C-$166.77+0.4% Hist 90D Ξ±
Trajectory: C- (52) β†’ C- (60)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 NSIT Bull Thesis Could Fail

Gideon Ashmere Forensic Desk β†’

Even with a 60/100 (C-) score, NSIT faces multiple-compression risk if 33.3x 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

Sensitive to high interest rates and tighter Federal Reserve market liquidity.

⚠️ Forensic Kill-Switch #2

Recent SEC filings added new risk-factor disclosures that warrant keeping an eye on margins.

⚠️ Forensic Kill-Switch #3

Technical & Forensic Kill-Switch: A daily close below the 50D SMA ($163.07) or 200D SMA ($114.51) invalidates the momentum regime and cuts Target Base ($168.27) toward Bear Floor ($131.25).

🎲 LIVE PREDICTION MARKET ODDS TIED TO $NSITβ€’ $2.4M Crowd Pool β€’ Kalshi / Polymarket Composite
Contract: β€œNSIT Beats Next Quarter EPS Consensus (Dec 30, 2026) & Holds Above 200D SMA”
YES 60%NO 40%Trade / Inspect Odds β†’
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±7.7%
Derived from 20D OHLCV bars (No Active Options Snapshot)

Active Strike Call vs. Put Concentration Ladder (NSIT)

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

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FTC Disclosure: Roarable may receive partner referral compensation at no cost to you. Partner relationships never influence RQD scores.

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ON-DEMAND RQD QUANT WORKSHOP β€’ SPONSORED / PARTNER SPOTLIGHTHosted by Perry Belcher + Options & Swing Structure Desk

Whale Flow & Momentum Playbook: Evaluating NSIT & AI Leaders Without Chasing Tops

  • βœ“Institutional whale strikes & implied earnings move audit on NSIT
  • βœ“How disciplined traders manage risk using pre-published trigger & invalidation levels
  • βœ“Includes nightly RQD rating-change & forensic signal email alerts on tracked leaders
RQD INSIDER CLUB WAITLIST$49/YR PLANNED
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NSIT // CANDLESTICK & AUTO-TRENDLINE WORKSTATION6M: +136.62%πŸ›‘οΈ HOLDING TREND SUPPORT
2026-11-03O $178.6H $178.6L $166.8C $166.8VOL 496.2K
RES: $185.6SUP: $160.3SMA50: $163.1SMA200: $114.5
$190.3$156.5$122.8$89.08$55.35RES $185.6SUP $160.3$166.82026-05-042026-06-182026-08-052026-09-212026-11-03
PRIMARY-SOURCE FORENSICS, SECOND-ORDER LINKS & AI ANALYST DESK

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

πŸ¦‹ NSIT Butterfly Map β†’ + Track NSIT β†’
Share Count & Dilution Monitor

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

Reverse-DCF Expectations Hurdle
25.7%/yr Implied 5Y Growth

vs. -5.2% 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 NSIT today. View full Setup Ledger β†’

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

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

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

Consumer Discretionary Rank #321 of 1009 βš”οΈ VIPS vs NSIT Full Matrix β†’

1. Head-to-Head Consumer Discretionary Peer Comparison (NSIT vs. VIPS, CHWY, PTRN, CNXN)

Industry: Catalog/Specialty Distribution (29 Tracked Issuers)

Across 1009 tracked Consumer Discretionary securities in the Roarable RQD universe, Insight Enterprises Inc. (NSIT) ranks #321 by composite RQD confidence (60/100, grade C-) and #264 by equity capitalization ($5.07B). Within this direct 5-issuer industry benchmark cohort, VIPS leads on earnings valuation at 5.9x trailing P/E, while VIPS leads on capital efficiency and profitability with 35.7% ROIC and 23.1% gross margin. CHWY currently holds the highest overall quantitative score in the immediate peer group at 62/100 (C) compared with NSIT at 60/100 (C-).

Ticker / Company Roarable Grade RQD Score Trailing P/E Gross Margin ROIC 1D Change Market Cap Head-to-Head
NSIT ACTIVE
Insight Enterprises Inc.
C- 60/100 33.3x 21.4% 6.0% -3.46% $5.07B Benchmark Subject
VIPS
Vipshop Holdings Limited each representing two
C- 61/100 5.9x 23.1% 35.7% +3.49% $6.19B /vips-vs-nsit β†’
CHWY
Chewy Inc.
C 62/100 37.6x 29.8% 30.0% +4.60% $8.56B /chwy-vs-nsit β†’
PTRN
Pattern Group Inc. (Series A)
D+ 55/100 β€” 43.6% 6.9% +0.18% $2.94B /ptrn-vs-nsit β†’
CNXN
PC Connection Inc.
C- 60/100 25.8x 18.8% 10.9% -0.08% $2.19B /cnxn-vs-nsit 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 0000932696 β†—

In its most recent audited fiscal period (FY2025, filed 2025-12-31), Insight Enterprises Inc. (NSIT) reported GAAP revenue of $8.25B (-5.2% vs. FY2024 revenue of $8.70B , and -10.1% cumulative change since FY2023) , GAAP net income of $157.3M, operating cash flow of $303.8M, and free cash flow of $279.3M (-52.3% YoY). On the balance sheet, NSIT closed FY2025 with $9.09B in total assets against $3.35B in total debt (Altman Z-Score: 1.85, 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 $8.25B $157.3M $303.8M $279.3M $9.09B $3.35B
FY2024 (FY) 2024-12-31 $8.70B $249.7M $632.8M $586.1M $7.45B $2.56B
FY2023 (FY) 2023-12-31 $9.18B $281.3M $619.5M $206.6M $11.01B $2.58B

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

βœ“ SCHEMA.ORG FAQPAGE JSON-LD ENABLED

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

As of 2026-11-03, Insight Enterprises Inc. (NASDAQ: NSIT) is rated C- (Hold / HOLD) by Roarable's 5-pillar RQD engine with a composite confidence score of 60/100 at a spot price of $166.77 (-3.46% 1D, market cap $5.07B). Pillar breakdown: Fundamental Cash Engine 11/20, Institutional 13F & Options Flow 17/20, SEC Balance-Sheet Forensics 9/20, FRED Macro Regime Fit 10/20, and Executive Insider Alignment 13/20. Across 1009 tracked Consumer Discretionary issuers, NSIT ranks #321 in composite RQD confidence.

How does NSIT compare to VIPS and CHWY in the Consumer Discretionary sector?

Within the Consumer Discretionary sector (Catalog/Specialty Distribution), NSIT carries a Roarable C- (60/100 RQD), trailing P/E of 33.3x, gross margin of 21.4%, and ROIC of 6.0%. By comparison, VIPS (Vipshop Holdings Limited each representing two) holds a C- grade (61/100 RQD, P/E 5.9x, ROIC 35.7%, cap $6.19B) and CHWY (Chewy Inc.) posts a C grade (62/100 RQD, P/E 37.6x, ROIC 30.0%, cap $8.56B). Among the 5-stock peer group, VIPS leads on earnings multiple (5.9x) while VIPS leads on capital efficiency (35.7% ROIC).

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

Per NSIT's SEC EDGAR XBRL 10-K filing (FY2025, filed 2025-12-31, CIK 0000932696), Insight Enterprises Inc. generated $8.25B in revenue (-5.2% YoY), $157.3M in net income, and $279.3M in free cash flow against $9.09B in total assets and $3.35B in total debt. Key quantitative strengths: Big institutional funds and options desks are actively positioning on the bullish side. Primary risk factors monitored: Sensitive to high interest rates and tighter Federal Reserve market liquidity. Institutional options positioning shows a 50% call / 50% put premium split.

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

NSIT last traded at $166.77 (-3.46% on volume of 663,550 shares), positioning the stock +2.27% above its 50-day simple moving average ($163.07) and +45.64% above its 200-day simple moving average ($114.51). Across its 52-week range of $63.62 to $182.12, NSIT sits at the 87.0% percentile with a 14-day RSI of 54.5 (NEUTRAL RANGE) and an implied next-earnings move of Β±7.7% ($153.93 to $179.61).

Direct Sub-Reports: NSIT RQD Cockpit NSIT 12M Forecast NSIT Earnings & Move NSIT Dividends & DRIP NSIT Insiders & 13F NSIT Whale Options NSIT Profit Sankey NSIT News & Why
ROARABLE RATING BRIEF β€’ RQD 60/100 (C-) βœ“ SEC XBRL & RQD VERIFIED

NSIT β€” Insight Enterprises Inc.: 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

Insight Enterprises Inc. (NSIT) earns a live Roarable RQD composite score of 60/100, corresponding to a C- letter grade (Roarable Hold) at a spot price of $166.77 (-3.46% 1D, market capitalization $5.07B).

  • Fundamental Cash Engine (11/20): Anchored by return on invested capital (ROIC) of 6.0%, gross margin of 21.4%, operating margin of 4.1%, and free cash flow yield of 5.33%.
  • Whale 13F & Options Flow (17/20) + Insider Conviction (13/20): Tracks institutional 13F accumulation, CBOE options call/put positioning, and SEC Form 4 / Congressional PTR filings.
  • Macro Regime Fit (10/20) + Forensic Balance Sheet (9/20): Incorporates a 1.10x equity beta, Altman Z-Score of 1.85, Piotroski F-Score of 5/9, and Debt/Equity of 1.89x.

2. Business Model, Unit Margins & SEC Financial Trajectory

Insight Enterprises Inc. Is a NASDAQ-listed company classified in the Consumer Discretionary sector and the Catalog/Specialty Distribution industry,. The company carries a market capitalization of $5.2B.

In its latest audited SEC EDGAR 10-K filing for FY2025 (filed 2025-12-31), Insight Enterprises Inc. (NSIT) reported $8.25B in annual revenue (up from $8.70B in FY2024, -5.2% YoY) and $157.3M in GAAP net income. Over the multi-year SEC filing window from FY2023 ($9.18B revenue, $281.3M net income) through FY2025, NSIT scaled operating cash flow to $303.8M and free cash flow to $279.3M, backed by $9.09B in total assets against $3.35B in total debt.

3. Institutional Bull vs. Bear Thesis & Valuation Tradeoff

  • πŸ‚ Primary Bull Case (C- β€’ RQD 60/100): Big institutional funds and options desks are actively positioning on the bullish side. Free cash flow yield of 5.33% and institutional whale pillar of 17/20. With Fundamental Cash Engine at 11/20 and Institutional Whale Flow at 17/20, sustained execution supports upside toward the upper end of the $63.62 – $182.12 52-week range.
  • 🐻 Primary Bear Case & Valuation Risk: Sensitive to high interest rates and tighter Federal Reserve market liquidity. Investors must weigh 33.3x trailing P/E and 22.5x EV/EBITDA against 4.1% operating margins and a 1.10x macro beta.

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

Upstream and downstream dependencies, sector correlations, and second-order bottlenecks are therefore β€” The only sector context provided is the Consumer Discretionary classification and the Catalog/Specialty Distribution industry.

  • Key Question #1: Can NSIT sustain or expand its 4.1% operating margin and 6.0% ROIC against Catalog/Specialty Distribution peers over the next 4 quarters?
  • Key Question #2: Following FY2025 revenue of $8.25B and free cash flow of $279.3M, how will capital allocation balance growth reinvestment against $3.35B in total debt?
  • Key Question #3: How sensitive is NSIT's 31.0x forward P/E multiple to Consumer Discretionary capital spending cycles and macro interest-rate shifts (Beta 1.10x)?

NSIT Live News Feed, Press Releases & Catalyst Wire

Real-time company headlines, analyst actions, and sector developments for Insight Enterprises Inc. (NSIT) β€’ Click "Debate This Headline" to argue it in the Roar Pit below

πŸ’¬ Jump to NSIT Debate Forum (3) ↓
πŸ”₯ THE ROAR PIT β€’ LIVE COMMUNITY DEBATE 3 Active Posts & Replies

NSIT Bull vs. Bear Conversation Board β€” What's Your Call at $166.77?

πŸ‚ 67% BULLISH CONVICTION COMMUNITY TUG-OF-WAR ON NSIT 🐻 33% BEARISH CONVICTION
1. Pick Your Side on NSIT:
πŸ’‘ Tip: Back up your call with a price target or RQD metric to get upvoted to the top.
SI SiliconVal_Bull RQD DEBATE OPENER β€’ Growth & Tech Investor πŸ‚ BULLISH 🎯 Target: $205.56 (+19.0%)
πŸ“Œ Pinned Debate

Institutional accumulation and options positioning score 17 of 20, the strongest pillar in the RQD rating.

Don't sleep on NSIT's setup in Consumer Discretionary. Institutional accumulation and options positioning score 17 of 20, the strongest pillar in the RQD rating.. Beta of 1.1 means it moves fast when momentum turns, and the 5-pillar RQD gauge (60/100) backs up the fundamental quality.

RetailWhale_TX πŸ‚ BULL

@FadeTheHype Shorting a 17/20 institutional whale-flow stock at $172.74 is dangerous when funds are rotating into Consumer Discretionary.

FA FadeTheHype RQD DEBATE OPENER β€’ Contrarian Tape Reader 🐻 BEARISH 🎯 Target: $143.37 (-17.0%)
Spot @ $172.74

Revenue fell from $9.18B in FY 2023 to $8.25B in FY 2025 while debt rose to $3.35B.

I respect the product at Insight Enterprises Inc., but the stock at $172.74 is a different story. Revenue fell from $9.18B in FY 2023 to $8.25B in FY 2025 while debt rose to $3.35B.. FCF yield is 5.33% and RQD sits at 60/100 (C-) β€” why pay up here when you can wait for next quarter's numbers?

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