Skill Reference · Market Monitoring

Insider Trading Analysis

Track and analyze insider buying/selling activity from SEC Form 4 filings

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Claude Code/us-stock-analysis:insider-trading AAPL
Cursor / Gemini CLI@prompts/insider-trading.md Evaluate AAPL
Any LLMEvaluate AAPL using the insider-trading framework

⚠️ Data Verification — Do This Before Any Analysis

Before running any analysis, always retrieve the latest market data for the ticker:

  1. Fetch current price — use web search or ask the user for the live price, 52-week range, and market cap. Never assume a price from training data.
  2. Confirm key figures — recent earnings, revenue, key ratios (P/E, P/S, etc.) as applicable to this skill.
  3. State your data source — fill in the Data & Sources header (next section) so the origin, as-of date, retrieval path, and confidence of every figure are explicit at the top of the output.
  4. Flag stale data explicitly — if live data is unavailable, display this warning before proceeding:

⚠️ Live data unavailable. The following analysis uses training-data estimates which may be significantly out of date. Verify all prices and metrics before making any decisions.

Never silently substitute training-data estimates for current prices. When in doubt, ask the user to paste the latest quote.


📋 Data & Sources Header — Open Every Output With It

The first thing in the output is this provenance block, filled in — never left as placeholders. It is the standard documented on the Data & Accuracy page and the first thing result-validator looks for:

Data & Sources
  As of:      <date the figures represent, e.g. 2026-06-30>
  Source:     <primary docs — SEC EDGAR 10-K/10-Q, company IR, FRED, exchange data …>
  Retrieval:  <pasted by user | web/tool retrieval | model memory>
  Confidence: <HIGH | MEDIUM | LOW>
  • Retrieval: model memory must be paired with Confidence: LOW — memory is a placeholder until confirmed against a primary source.
  • Mixed sources: list each with its own as-of date rather than blending them.
  • Data the user pasted is reported as pasted by user; do not upgrade its confidence beyond what the user’s own source supports.

Comprehensive analysis of insider transaction activity to identify investment signals, patterns, and potential red flags from SEC Form 4 filings.

Analysis Framework

1. Transaction Summary (Last 6-12 Months)

Provide overview of insider trading activity:

Transaction Counts

  • Total transactions: [Number]
  • Buys: [Number] ([%] of total)
  • Sells: [Number] ([%] of total)
  • Exercises/Awards: [Number] (non-market transactions)

Transaction Volume

  • Total value traded: $[Amount]
  • Buy volume: $[Amount]
  • Sell volume: $[Amount]
  • Net insider sentiment: $[Net Amount] (Buy - Sell)

Active Period Analysis

  • Most active month: [Month]
  • Clustered activity periods: [Dates]
  • Quiet periods: [Dates]

2. Insider Sentiment Analysis

Calculate and interpret net insider sentiment:

Net Sentiment Calculation

Net Sentiment = (Buy $ - Sell $) / (Buy $ + Sell $)

Ranges:
+0.5 to +1.0  = Strongly Bullish
+0.2 to +0.5  = Moderately Bullish
-0.2 to +0.2  = Neutral
-0.5 to -0.2  = Moderately Bearish
-1.0 to -0.5  = Strongly Bearish

Sentiment Context

  • Current sentiment vs. historical baseline
  • Sentiment trend (improving/deteriorating)
  • Significance level (number and size of transactions)
  • Comparison to peer company insiders

Reliability Factors

  • Sample size (number of insiders trading)
  • Transaction size relative to holdings
  • Timing relative to information events
  • Consistency across multiple insiders

3. Significant Transactions

Highlight meaningful insider trades:

Criteria for Significance

  • Transaction size > $1 million
  • Position change > 10% of holdings
  • Unusual timing (near lows/highs, before announcements)
  • CEO or CFO transactions
  • Multiple insiders trading in same direction within short period

For Each Significant Transaction

Date Insider Position Transaction Shares Value % of Holdings Price Notes
[Date] [Name] [Title] Buy/Sell [#] $[Amount] [%] $[Price] [Context]

Transaction Analysis

  • Bullish Signals: Large insider buys, clustered buying, CEO purchases, buying near 52-week lows
  • Bearish Signals: Large insider sells, clustered selling, executive selling before bad news
  • Neutral Signals: Small routine sells for diversification, 10b5-1 plan executions

4. Insider Categories

Analyze transactions by insider role:

Executive Officers (CEO, CFO, COO)

  • Highest signal value due to information access
  • Large transactions particularly meaningful
  • Sales less concerning if part of regular compensation

Board of Directors

  • Independent directors’ purchases carry strong signals
  • Less frequent trading but often meaningful
  • May have strategic visibility beyond operations

Major Shareholders (>10% owners)

  • Often have board seats or strategic influence
  • Large transactions can move markets
  • Sales may be for portfolio rebalancing

Other Insiders (VPs, Senior Managers)

  • Weaker signal but useful in aggregate
  • Clustered activity more meaningful than individual trades
  • May indicate operational knowledge

5. Transaction Types & SEC Forms

Interpret different transaction codes:

Form 4 Transaction Codes

  • P (Purchase): Open market buy - BULLISH SIGNAL
  • S (Sale): Open market sell - BEARISH SIGNAL (but often routine)
  • M (Exercise): Option exercise - Neutral
  • F (Tax Payment): Shares surrendered for taxes - Neutral
  • A (Award): Stock grant/award - Neutral
  • G (Gift): Gift transfer - Neutral
  • D (Disposition): Return to company - Neutral

Form 3 vs. Form 4 vs. Form 5

  • Form 3: Initial statement of beneficial ownership (new insider)
  • Form 4: Changes in ownership (filed within 2 business days)
  • Form 5: Annual statement of changes (deferred reporting)

10b5-1 Trading Plans

  • Pre-arranged trading plans to avoid insider trading allegations
  • Marked in filings if transaction was under 10b5-1
  • Less signal value than discretionary trades
  • Look for plan adoption/termination patterns

Track changes in insider ownership percentage:

Current Ownership Structure

  • Total insider ownership: [%]
  • CEO ownership: [%]
  • Top 5 insiders combined: [%]

Ownership Trend (12 months)

Quarter        Total Insider %    Change from Prior
[Qn YYYY]          [%]              [±%]
[Qn-1 YYYY]        [%]              [±%]
[Qn-2 YYYY]        [%]              [±%]
[Qn-3 YYYY]        [%]              [±%]

Interpretation

  • Increasing ownership: Insiders accumulating = Bullish
  • Stable ownership: Confidence maintained = Neutral to Bullish
  • Decreasing ownership: Distribution = Bearish (but check reasons)

Skin in the Game Assessment

  • High insider ownership (>20%): Strong alignment
  • Medium ownership (10-20%): Adequate alignment
  • Low ownership (<10%): Weaker alignment
  • CEO ownership relative to compensation

7. Timing Analysis

Evaluate timing of insider transactions:

Relative to Stock Price

  • Buying near 52-week lows: Strong bullish signal
  • Buying after significant decline: Contrarian confidence
  • Selling near 52-week highs: Less bearish (profit-taking)
  • Selling before decline: Red flag if not disclosed later

Relative to Information Events

  • Before earnings release
  • Before major announcements (M&A, product launches)
  • During blackout periods (should be restricted)
  • After significant news (reaction to public information)

Seasonal Patterns

  • Post-earnings window trading (common)
  • Year-end tax-loss selling
  • Quarterly option exercise cycles
  • Annual equity grant patterns

Red Flag Timing

  • Trading during supposed blackout periods
  • Selling shortly before bad news announcement
  • Exercising and immediately selling (vs. holding)
  • Rapid succession of sells by multiple insiders

8. Pattern Recognition

Identify meaningful patterns in trading activity:

Bullish Patterns

  • Clustered buying by multiple insiders within 1-2 weeks
  • First-time purchases by long-tenured executives
  • Buying during period of stock weakness or negative sentiment
  • Insiders increasing position size significantly (>25%)
  • CEO making largest purchase of tenure

Bearish Patterns

  • Clustered selling by multiple insiders
  • CEO or CFO selling large percentage of holdings
  • First-time sells by insiders who previously only bought
  • Selling despite stock decline (urgency to exit)
  • Executive departures followed by sales

Neutral Patterns

  • Regular quarterly option exercises and sells
  • Small percentage sells for diversification (<5% of holdings)
  • Tax payment share forfeitures
  • Routine 10b5-1 plan executions
  • Gift transfers to family trusts

9. Red Flags & Warning Signs

Identify concerning patterns:

High-Severity Red Flags

  • CEO or CFO selling >50% of holdings
  • Clustered selling before earnings miss or guidance cut
  • Trading during blackout window
  • Late Form 4 filing (>2 days) without explanation
  • Pattern of selling before negative news

Medium-Severity Red Flags

  • Increasing rate of insider selling
  • Multiple executives selling simultaneously
  • Selling despite recent insider buying by others
  • Large sales shortly after option vesting
  • Board member resignations followed by sales

Context Matters

  • Insider selling is common and often benign
  • Check for 10b5-1 plans (pre-arranged sales)
  • Consider personal circumstances (divorce, estate planning)
  • Look at historical patterns for that individual
  • Assess whether selling is proportional to holdings

10. Data Sources & Research Tools

Reference the following sources for insider trading data:

Primary Source - SEC EDGAR

Aggregator Websites

  • OpenInsider.com: Free, comprehensive database with filters

    • Cluster analysis tools
    • Screeners for significant transactions
    • Historical data back 10+ years
  • SEC Form 4 Tracker: Real-time Form 4 monitoring

  • Finviz Insider: Basic insider data with visualizations

  • GuruFocus Insider: Premium insider analysis

Premium Tools

  • Bloomberg Terminal: Comprehensive insider data and analytics
  • FactSet: Insider transaction database
  • S&P Capital IQ: Detailed ownership and transaction data

Key Data Points to Extract

  • Insider name and title
  • Transaction date and filing date
  • Shares bought/sold
  • Price per share
  • Shares owned after transaction
  • Transaction code (P, S, M, etc.)
  • Form 4 footnotes (10b5-1 plan indicator)

Input Formats

Format 1: Ticker Symbol

User: insider-trading AAPL

The assistant retrieves recent Form 4 data from SEC EDGAR and analyzes

Format 2: Specific Time Period

User: insider-trading TSLA --period 2024-Q4

The assistant focuses on Q4 2024 insider transactions

Format 3: Custom Data Paste

User: insider-trading --data

[Paste Form 4 data table or CSV from OpenInsider/SEC]

The assistant analyzes provided data

Output

Provide comprehensive insider trading analysis report with:

1. Executive Summary

  • Overall Insider Sentiment: Bullish / Neutral / Bearish
  • Confidence Level: High / Medium / Low
  • Key Takeaways: 3-5 most important findings
  • Investment Signal: Buy / Hold / Sell indication
  • Time Period Analyzed: [Date range]

2. Transaction Summary Table

Period: Last 6 Months
Total Transactions: [N]
Total Buy Transactions: [N] ($[Amount])
Total Sell Transactions: [N] ($[Amount])
Net Insider Activity: $[Amount]
Net Sentiment Score: [+0.XX or -0.XX]

3. Significant Transactions (Top 10)

Detailed table with context for each major transaction

4. Insider Category Breakdown

Analysis by executive officers, board members, and major shareholders

5. Ownership Trend Analysis

Current ownership % and historical trend (4 quarters)

6. Timing & Pattern Analysis

  • Stock price context during trading periods
  • Identified bullish or bearish patterns
  • Seasonal or cyclical factors

7. Red Flags & Concerns

  • List any identified warning signs
  • Severity assessment
  • Recommended monitoring

8. Comparison to Peers

Brief comparison of insider sentiment vs. industry peers (if available)

9. Historical Context

  • How current activity compares to historical baseline
  • Notable changes in behavior
  • Track record of insider signals

10. Investment Implications

  • Overall assessment and confidence level
  • Key bullish factors from insider activity
  • Key bearish factors or concerns
  • Recommended action
  • Monitoring plan for future activity

11. Data Sources Used

  • SEC EDGAR filings referenced
  • Date range of analysis
  • Number of Form 4 filings reviewed

Interpretation Guidelines

When Insider Buying is STRONGLY Bullish

  1. Multiple insiders buying in 1-2 week period
  2. CEO making unusually large purchase
  3. Buying after significant stock decline (>20%)
  4. Insiders buying with personal cash (not option exercises)
  5. First-time buyers or return to buying after long gap

When Insider Buying is MODERATELY Bullish

  1. Single insider making meaningful purchase
  2. Regular accumulation pattern
  3. Buying at all-time highs (conviction in further growth)
  4. Board member purchases

When Insider Selling is LESS Concerning

  1. 10b5-1 pre-arranged plan sales
  2. Small percentage of holdings (<5%)
  3. Regular quarterly pattern
  4. Diversification after large stock appreciation
  5. Tax payments or estate planning

When Insider Selling is CONCERNING

  1. Clustered selling by multiple executives
  2. CEO/CFO selling >25% of holdings
  3. Selling despite stock decline
  4. No 10b5-1 plan indicated
  5. Selling shortly before negative news

Signal Reliability Factors

  • Sample size: More insiders trading = stronger signal
  • Magnitude: Larger $ amounts = stronger signal
  • Timing: Unusual timing = stronger signal
  • Context: Contrarian trades (buying weakness) = stronger signal
  • Track record: Historically accurate insiders = stronger signal

Usage Examples

Example 1: Basic Analysis

User: insider-trading NVDA

Assistant: Pulls the last 6 months of NVDA Form 4 filings and reports net
open-market buys vs. sells, separates 10b5-1 plan sales from discretionary
trades, flags clustered buying, and closes with the signal block.

Example 2: Before Earnings

User: insider-trading AAPL --period "before-earnings"

Assistant: Examines trading in the 30–60 days before the most recent earnings
release and states whether anything beyond scheduled 10b5-1 sales occurred.

Example 3: Red Flag Detection

User: insider-trading ABC --focus red-flags

Assistant: Checks each red-flag pattern above (large % of holdings sold,
clustered director exits, selling into a decline) and reports which fired,
with the filing dates that support each.

Integration Notes

  • Combine with stock-eval for complete due diligence
  • Use institutional-ownership for full insider + institutional picture
  • Feed analysis to report-generator for visual charts of insider activity
  • Best used monthly or after significant insider filing activity
  • Particularly valuable when analyzing small-mid cap stocks (insiders have more edge)

Standard Signal Output

All analysis concludes with this standardized block:

## Thesis Invalidation

After delivering the analysis signal, specify what would reverse it:

**If signal is BULLISH — thesis breaks if:**
- 3+ insiders file Form 4 sells within a 30-day window OR CEO sells >5% of holdings
- [One or two more triggers drawn from this analysis's own drivers, each with a threshold]

**If signal is BEARISH — thesis breaks if:**
- CEO/CFO initiate new purchases >$1M within 30 days
- [One or two more triggers drawn from this analysis's own drivers, each with a threshold]

**Re-run this analysis when:**
- [ ] Next earnings release
- [ ] Price moves ±15% from current level
- [ ] 60 days have elapsed
- [ ] Material news event (acquisition, leadership change, regulatory decision)

╔══════════════════════════════════════════════╗
║              INVESTMENT SIGNAL               ║
╠══════════════════════════════════════════════╣
║ Signal:      BULLISH / NEUTRAL / BEARISH     ║
║ Confidence:  HIGH / MEDIUM / LOW             ║
║ Horizon:     SHORT / MEDIUM / LONG-TERM      ║
║ Score:       X.X / 10                        ║
╠══════════════════════════════════════════════╣
║ Action:      BUY / HOLD / SELL               ║
║ Conviction:  STRONG / MODERATE / WEAK        ║
╚══════════════════════════════════════════════╝

Score Guide: 8.0–10.0 Strongly Bullish | 6.0–7.9 Moderately Bullish | 4.0–5.9 Neutral | 2.0–3.9 Moderately Bearish | 0.0–1.9 Strongly Bearish Confidence: HIGH (strong data, clear signals) | MEDIUM (mixed signals) | LOW (limited data, conflicting signals) Horizon: SHORT-TERM (1 week–3 months) | MEDIUM-TERM (3 months–1 year) | LONG-TERM (1+ years)

Disclaimer: Educational analysis only. Not financial advice.