🗓️ 02112025 2330
Core Concept: Options risk management defines position sizing, loss limits, and exit rules to preserve capital.
Why It Matters
Options can result in total loss. 90% of options expire worthless. Systematic risk management prevents account blow-up.
When to Use
✅ Always:
- Before entering any trade
 - When position moves against you
 - At position review intervals
 - During market regime changes
 
❌ Never:
- Trade without defined max loss
 - Risk more than you can afford to lose
 - Skip stop losses "just this once"
 
Core Rules
Position sizing: Never risk more than 1-2% of account per trade
Example: $50k account → Max $500-1,000 risk per trade
Stop loss: Exit at 50% loss of premium paid
Don't "hope" options recover near expiration
Win rate reality: 30-40% is normal for directional trades
Need 2:1 or 3:1 win:loss ratio to be profitable
Portfolio allocation: Max 5-10% of portfolio in options
Rest in stocks/ETFs/cash
Trade-offs
Strict rules: Fewer losses, lower stress, sustainable long-term
Loose rules: Occasional big wins, frequent blow-ups, unsustainable
This builds on options_basics for understanding risk and connects to options_position_sizing for implementation.
Quick Reference
| Risk Type | Mitigation | Example | 
|---|---|---|
| Total loss | Defined risk trades only | Spreads vs naked calls | 
| Time decay | Avoid < 30 DTE for long options | Buy 60-90 DTE minimum | 
| IV crush | Check IVR before earnings | Avoid buying > 80 IVR | 
| Assignment | Monitor ITM short options | Close or roll before expiration | 
| Concentration | Max 3-5 positions at once | Don't overtrade | 
| Liquidity | Trade liquid underlyings only | Bid-ask spread < $0.10 | 
Red flags to avoid:
- 0DTE or weekly options (high gamma risk)
 - Illiquid stocks (wide spreads, hard to exit)
 - Naked short options (unlimited loss potential)
 - Revenge trading (emotional decisions)
 
Checklist before entry:
- Max loss defined and acceptable (< 2% account)
 - IV rank checked (avoid extreme highs for buying)
 - Liquidity adequate (volume > 100/day open interest)
 - Exit plan documented (profit target + stop loss)
 - Greeks reviewed (theta, delta make sense)
 
Examples
Position sizing calculation:
Account: $50,000
Risk tolerance: 1.5% per trade = $750
Trade: Buy AAPL 180 Call at $5.00
Max loss per contract: $500
Max contracts: $750 / $500 = 1.5 → Buy 1 contract
Never: "This feels like a sure thing, I'll buy 5 contracts"
That's $2,500 risk (5% of account) - too concentrated.
Stop loss discipline:
Entry: Buy SPY 450 Call for $8.00 ($800)
Stop loss: 50% = $4.00 ($400)
Day 3: Option at $3.50
→ Exit immediately, accept $450 loss
Day 7: Option expires worthless
Lesson: Stop loss saved $350 (44% of position)
Diversification across time:
Wrong:
- 5 positions, all expiring same week
 - Correlated risk (theta crush hits all at once)
 
Right:
- Position 1: 45 DTE
 - Position 2: 60 DTE
 - Position 3: 90 DTE
 - Staggers theta decay and rolling opportunities
 
Kelly Criterion for sizing:
Formula: f = (bp - q) / b
- b = win:loss ratio
 - p = win probability
 - q = loss probability
 
Example: 40% win rate, 2:1 win:loss
f = (2 × 0.4 - 0.6) / 2 = 0.1 → Risk 10% of bankroll
But in options: Use 25-50% of Kelly (aggressive even)
→ 2.5-5% per trade max
Portfolio heat example:
Account: $50,000
Current positions:
- Trade 1: $500 at risk (1%)
 - Trade 2: $750 at risk (1.5%)
 - Trade 3: $400 at risk (0.8%)
 
Total heat: $1,650 (3.3%)
Rule: If total heat > 5%, no new positions until one closes. ```
References
- "Trade Your Way to Financial Freedom" by Van Tharp (position sizing)
 - tastytrade: Risk Management
 - "The New Trading for a Living" by Dr. Alexander Elder