Options Trading Tips

Practical tips for Greeks, strategy choice, expiration, implied volatility, risk, and assignment. Use with the Options Tradingarrow-up-right and Book Notesarrow-up-right content.


1. Greeks in Practice

  • Delta as probability (rough): 50 delta ≈ 50% probability of finishing ITM (simplified). Use delta to size (e.g. 30-delta call ≈ 0.3 shares per contract for directional exposure) and to approximate P&L for small moves (e.g. $1 move in stock ≈ $0.30 per 30-delta option).

  • Theta: Long options lose value every day (negative theta). Short options gain (positive theta). Don’t buy long-dated options “to hold forever”—decide on a horizon and choose expiration accordingly. Close or roll before theta accelerates (e.g. last 30 days).

  • Vega: When IV is high (e.g. before earnings), long options are expensive and short options are attractive (if you’re right on direction or range). When IV is low, buying options is cheaper; selling premium pays less. Compare current IV to historical and to your view.

  • Gamma risk: Short options (especially naked or large size) have negative gamma: when the underlying moves against you, losses accelerate. Define risk with spreads or position size; avoid large naked short gamma.


2. Choosing Expiration and Strike

  • Time horizon: Match expiration to your view. Short-term move (e.g. earnings) → near-term or weekly. Multi-month view → 3–6+ months out so theta doesn’t kill you. Avoid buying weekly options “for a quick trade” unless you’re very confident—decay is brutal.

  • Strike choice: ATM = max sensitivity (delta, gamma). OTM = cheaper, higher leverage but lower delta; need bigger move. ITM = more expensive, behaves more like stock (higher delta). For directional bets, ATM or slightly OTM is a common balance.

  • Selling premium: When selling options (e.g. covered call, put, spread), prefer OTM strikes to reduce assignment risk and to profit from theta. Don’t sell too far OTM or premium may not justify the risk.

  • Earnings and events: IV often spikes before earnings. Selling premium (e.g. iron condor, strangle) can capture that, but assignment or a big move can hurt. Define max loss; consider defined-risk strategies only.


3. Strategy Selection Tips

  • Directional: Long call (bullish) or long put (bearish) = simple, limited risk. For cheaper exposure, use spreads (bull call, bear put) and accept capped upside.

  • Neutral / income: Covered call on stock you own; cash-secured put if you’re willing to buy stock at strike. Iron condor or credit spread when you expect range. Always define max loss before entering.

  • Volatility: Long straddle/strangle when you expect a big move but are unsure of direction (e.g. earnings). Buy when IV is low (cheap). Short straddle/strangle when you expect low volatility—high risk; use only with defined risk (e.g. iron condor).

  • Hedging: Protective put on stock = insurance. Collar (covered call + put) = cap upside and downside. Choose strike and expiration to match the risk you want to hedge and the cost you’re willing to pay.


4. Implied Volatility (IV) Tips

  • IV rank / IV percentile: Compare current IV to past IV (e.g. last 52 weeks). High IV rank = options are expensive (good to sell premium, bad to buy). Low IV rank = options cheap (good to buy, less attractive to sell).

  • IV crush: After earnings or an event, IV often drops (IV crush). Long options can lose even if the stock moves in your direction. If you’re long options into an event, you need a large move to overcome crush. Consider selling premium instead, or closing before the event.

  • Skew: Puts often trade richer than calls (higher IV for OTM puts). Reflects demand for protection. When selling, OTM puts can yield more premium; when buying, consider put spreads to reduce cost.


5. Risk and Position Management

  • Max loss first: Before every trade, know max loss (e.g. spread width − credit, or premium paid). Size so that max loss is acceptable (e.g. 1–2% of account per trade).

  • No naked short options (or only tiny size): Naked short call = unlimited loss; naked short put = large loss to zero. Use spreads or covered structures to define risk.

  • Assignment: Short call → assigned = sell stock (need to deliver shares). Short put → assigned = buy stock at strike. If you don’t want assignment, close or roll before expiration. Know your broker’s assignment rules and deadlines.

  • Early exercise (American): Deep ITM American options can be exercised early. If you’re short, you can be assigned. Monitor as expiration approaches; close or roll if you don’t want stock.

  • Diversification: Don’t concentrate in one name or one expiration. Spread risk across underlyings and dates.


6. Combining With TA and FA

  • FA for underlying: Use fundamentals to choose the stock (quality, value). Don’t trade options on names you wouldn’t own as stock (unless it’s a defined, short-term trade).

  • TA for timing: Use technical entry (e.g. support, breakout) to open options. Align expiration with expected time to target (e.g. next resistance in 2 months → 2–3 month option). Use TA for stop (e.g. close option if stock breaks support).

  • Options for structure: Use options to limit risk (spreads), hedge (protective put), or reduce cost (spread instead of long call). Don’t use options to over-leverage a weak thesis.


7. Common Pitfalls and Quick Fixes

Pitfall
Quick fix

Buying short-dated options “for a quick move”

Use at least 30–45 DTE (or more) so theta doesn’t wipe you before the move.

Selling naked options

Use spreads or covered structures; define max loss.

Ignoring IV

Check IV rank; avoid buying when IV is very high; consider selling when IV is high.

Holding short options through expiration

Close or roll before expiration unless you want assignment.

Sizing too large

Size by max loss (e.g. 1% of account per trade).

No plan for assignment

Decide in advance: want stock or not? Close or roll if not.

Chasing momentum with options

Use TA/FA for entry; don’t buy OTM calls just because stock is up 10%.


8. Pre-Trade Checklist (Options)


See also: Options Trading Summary | Book Notes.

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