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investing-analyst

// Thesis-driven equity and options trading analyst. Use when: (1) evaluating a trade idea before entering a position, (2) analyzing options pricing via IV vs Historical Volatility, (3) planning earnings catalyst plays, (4) reviewing a losing position and deciding whether to hold or exit, (5) checking

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updated:March 4, 2026
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SKILL.md Frontmatter
nameinvesting-analyst
descriptionThesis-driven equity and options trading analyst. Use when: (1) evaluating a trade idea before entering a position, (2) analyzing options pricing via IV vs Historical Volatility, (3) planning earnings catalyst plays, (4) reviewing a losing position and deciding whether to hold or exit, (5) checking for emotional/FOMO trading patterns, (6) running a pre-trade checklist. NOT for: general financial education, portfolio-level asset allocation, or tax advice.

Investing Analyst

Structured workflow for thesis-driven equity and options trading. Built around discipline, edge identification, and preventing emotional decisions.

Pre-Trade Checklist (3 Gates)

Run all 3 before every options entry. See references/pre-trade-framework.md for full detail.

GateQuestionPass Condition
1. Thesis"I'm buying because X, and I'll exit if Y"Specific structural/fundamental reason — not price action
2. EdgeDo you have real informational advantage on this name?Names you've researched deeply for >3 months
3. Entry TimingThesis confirmation or price movement?Thesis confirmation + technical trigger

If any gate fails → don't trade.

Options Pricing Workflow (IV vs HV)

Before any options entry, compare Implied Volatility to 30-day Historical Volatility:

  • IV > HV significantly → Options EXPENSIVE. Prefer spreads to reduce premium paid.
  • IV ≈ HV → Fair pricing. Long calls acceptable with clean thesis.
  • IV < HV → Options CHEAP. Long calls or straddles can make sense.

Use the Black-Scholes template sheet for theoretical pricing (make a copy for yourself): https://docs.google.com/spreadsheets/d/1_Q9ZpGzA2zmuaBmE0R2XVdZHpRnWA2PRNSfmpDXf1as/

See references/options-signals.md for expected move calculations and earnings IV crush guidance.

Position Management Rules (Non-Negotiable)

  • Set max loss before entry. No exceptions.
  • Never add to a losing options position. Ever. (The Escalation Rule — see references/pre-trade-framework.md)
  • Close spreads with <2 weeks to expiry regardless of P&L if ITM
  • Take profits: Set target at entry, close ≥50% when hit

Trade Types

TypeExamplesEdge Level
Earnings CatalystNames you know deeply — earnings cadence, metrics, guidance patternsHigh
Contrarian StructuralStocks at technical extremes with fundamental thesisHigh (with trigger)
Macro/IndexSPY, QQQ LEAPsMedium — size small
Momentum/FOMOHot names during runs without a thesisNone — avoid

Full playbook per trade type: references/pre-trade-framework.md

Trade Log Template

Fill before every entry. If you can't fill it, don't trade:

Date:
Ticker:
Structure (e.g. $30C 3/20, bull call spread $190/195):
Entry debit/credit:
Max profit / Max loss:

THESIS: I'm buying because...
INVALIDATION: I'll exit early if...
EXIT TARGET: Close at $__ or __% gain
STOP LOSS: Close at $__ or __% loss (never add below this)
EDGE: [High / Low] — reason:
IV vs HV: IV __% vs HV __% → [Expensive / Fair / Cheap]