⚙️ Trade Management Playbook

Master profit-taking, rolling positions, managing losers, and hedging techniques

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Why Trade Management Matters More Than Entry

"Amateurs focus on entries. Professionals focus on exits and management."

Your entry is just 20% of a successful trade. The other 80% is how you manage it: when to take profits, when to cut losses, how to adjust losing positions, and when to roll options forward. Master these skills and your win rate will skyrocket.

💰 Profit-Taking Rules

The 50% Rule (Most Important!)

When selling options for credit, close the position when you've captured 50% of the max profit. This is the single best profit-taking rule for premium sellers.

Why 50%?

  • Captures the fastest part of theta decay (first 50% happens much faster than last 50%)
  • Reduces tail risk dramatically (can't blow up if position is closed)
  • Frees up capital to deploy into new trades
  • Proven by tastyTrade research across millions of trades
Example: Sell an iron condor for $2.00 credit ($200). When the position value drops to $1.00 ($100), close it. You banked $100 profit (50% of max) and can now open a new trade with that capital. Waiting for the last $100 exposes you to huge risk for minimal extra gain.

Time-Based Profit Taking

Strategy Type Take Profit At Why
Credit Spreads 50% of max profit Optimal risk/reward ratio
Iron Condors 50% of max profit Same principle, proven effective
Long Options (Directional) 100-200% gain or target hit Let winners run, but don't be greedy
Covered Calls 25-50% of premium or assignment Can roll up and out if stock rallies
Vertical Spreads (Debit) 75% of max profit Gamma risk increases near max profit

The Trailing Stop Method

For long options that are winning, use a trailing stop to protect gains while letting winners run.

How it works:

  1. Once up 50%, set a mental stop at +25% (lock in half)
  2. Once up 100%, set stop at +50% (protect substantial gains)
  3. Once up 200%, set stop at +100% (worst case: double your money)
  4. Keep trailing as position goes higher

🛑 Managing Losing Positions

The Hard Stop-Loss Rule

Never let a loss exceed 2x your intended risk. If you planned to risk $100, cut at -$200 maximum. No exceptions, no "waiting for a bounce," no hoping.

Hope is not a strategy.

  • Long options: Cut at -50% to -75% loss (depending on time left)
  • Credit spreads: Cut if position doubles in value (-100% loss)
  • Defined-risk trades: Never let it reach max loss, cut at 75% of max
  • Undefined-risk trades: Cut immediately if wrong (no room for error)

Decision Tree: Cut, Hold, or Adjust?

Situation Time to Exp Action Reasoning
Down 25%, thesis intact >14 DTE HOLD Normal variance, give it time
Down 50%, thesis intact >14 DTE ADJUST or HOLD Consider rolling or adjusting
Down 50%, thesis broken Any CUT You were wrong, move on
Down 75% Any CUT IMMEDIATELY Catastrophic loss, protect capital
Down 25%, thesis intact <7 DTE CUT No time to recover
💡 The 3-Strike Rule: If you're wrong on the same symbol or strategy type 3 times in a row, STOP trading it for 2 weeks. Your edge is gone or you're in a bad state of mind. Reset and reassess.

🔄 Rolling Positions Forward

What is Rolling?

Rolling means closing your current option position and simultaneously opening a new one with a later expiration date (and sometimes a different strike). It extends your trade thesis.

✅ Roll When Winning (Covered Calls)

  • Scenario: Stock at $105, your $100 covered call is ITM
  • Action: Roll up and out to $110 strike next month
  • Benefit: Collect more premium, avoid assignment
  • Cost: Stock might run away from you

⚠️ Roll When Losing (Credit Spreads)

  • Scenario: Sold $100/$105 call spread, stock at $103
  • Action: Roll out to next month at same strikes
  • Benefit: Collect credit, buy more time
  • Risk: Might turn winner into bigger loser

✅ Roll to Capture More Premium (Wheel)

  • Scenario: Cash-secured put at 75% profit
  • Action: Roll out one week, same strike
  • Benefit: Collect another week of premium
  • Note: Popular with wheel strategy traders

❌ Don't Roll Indefinitely

  • Max Rolls: 2-3 times maximum
  • Why: Ties up capital, opportunity cost
  • Alternative: Take the loss, move to better trade
  • Exception: Wheel strategy can roll many times
🎯 Rolling Best Practices:
  • Only roll for a net credit (collect more premium than you pay)
  • Roll at least 21 DTE out (give position time to work)
  • Don't roll more than 2-3 times on the same trade
  • Roll winners to lock in gains, roll losers only if thesis intact
  • Calculate your total invested capital - don't ignore rolled losses

🛡️ Hedging Techniques

Portfolio Hedging Strategies

Hedge Type When to Use Cost Protection Level
Buying SPY/QQQ Puts Protect entire portfolio from crash High (2-5% of portfolio) Excellent
VIX Calls Hedge against volatility spike High (decay quickly) Excellent in crashes
Put Spreads Cheaper downside protection Medium (1-2%) Good (capped)
Inverse ETFs (SQQQ, SPXS) Quick hedge, no decay Low (just position size) Medium
Cash Position Ultimate hedge, always works Zero Limits gains too

Single-Position Hedging

Protect individual trades without closing the position.

Hedge a Long Call

  • Sell OTM call against it: Converts to call spread, locks in some profit
  • Buy protective put: Converts to long straddle (expensive)
  • Sell put spread below: Collect credit to offset call cost

Hedge Long Stock

  • Covered call: Income, slight protection (not a real hedge)
  • Protective put (married put): True insurance, expensive
  • Collar: Buy put + sell call, zero cost but caps upside
  • Put spread: Cheap downside protection with limited coverage
⚠️ Hedging Reality Check: Hedges cost money and drag on performance. Only hedge when you genuinely believe risk is elevated. Most traders over-hedge and kill their returns. Consider simply reducing position size or taking profits instead of expensive hedges. "The best hedge is proper position sizing."

📊 Scaling In & Out

Scaling Into Winners (Pyramiding)

Add to winning positions as they prove themselves right. This is how you compound gains.

  • Initial position: Risk 1% ($100 on $10k account)
  • Up 50%: Add another 0.5% risk (half size)
  • Up 100%: Add final 0.5% risk
  • Result: Larger position in proven winner, small position in losers
Rule: Only add to winners, never average down on losers (unless it's a planned scale-in strategy).

Scaling Out of Positions

Take profits in tranches to balance locking in gains vs. letting winners run.

  • First target (+50%): Close 1/3 of position
  • Second target (+100%): Close another 1/3
  • Final 1/3: Trail with stop or let run to TP

Benefit: Guarantees you take some profit while still participating in big moves. Reduces regret whether position reverses or continues.