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Expiration Week Trading: Strategies for Options Expiration

Expiration week is the most dangerous and potentially rewarding time for options traders. The dynamics change dramatically as options approach their final days, creating unique opportunities and significant risks. This guide will help you navigate expiration week like a professional.

What Makes Expiration Week Different

During expiration week, three factors combine to create unique market dynamics: accelerated time decay, elevated gamma, and increased hedging activity. Understanding these factors is essential for survival.

The expiration reality: More money is made and lost during expiration week than any other time in the options calendar. The same leverage that creates opportunity also amplifies mistakes.

Understanding Gamma Risk

Gamma measures how fast delta changes as the stock price moves. During expiration week, gamma for at-the-money options reaches extreme levels.

What This Means in Practice

Gamma Risk Example

You sold a $100 strike put on expiration Friday morning with the stock at $101. Delta is -0.40, gamma is 0.45.

This volatility is why many traders avoid holding short options into expiration week.

Pin Risk Explained

Pin risk occurs when a stock closes very near a strike price on expiration day. Traders with short options positions face uncertainty about whether they will be assigned.

Why Stocks Pin to Strikes

Market makers and large institutional traders hedge their options positions by buying and selling the underlying stock. As expiration approaches, this hedging activity can push stock prices toward heavily traded strike prices.

Managing Pin Risk

The Expiration Week Timeline

Monday of Expiration Week (5 DTE)

Most professional traders use Monday as their final opportunity to close or roll positions. By Monday, you should have already decided whether to hold into expiration or exit. Premium is still sufficient to close profitably if your trade has worked.

Tuesday and Wednesday (4-3 DTE)

These are critical decision days. Theta decay accelerates significantly. If positions are profitable, strongly consider closing. If positions are challenged, the window for effective adjustment is closing rapidly.

Thursday (2 DTE)

Thursday is traditionally the last day conservative traders hold positions. Gamma risk becomes pronounced. Any positions held past Thursday should be small enough that worst-case assignment scenarios are acceptable.

Expiration Friday (1 DTE to 0 DTE)

Expiration day is the most volatile. Options can swing from worthless to valuable and back multiple times. Only experienced traders should have open positions on this day.

Professional approach: Most professional options sellers close 80%+ of their positions before expiration week even begins. The remaining premium is not worth the elevated risks.

Expiration Week Strategies

The Conservative Approach: Exit Early

Close all positions by the Friday before expiration week. This approach sacrifices the final 10-15% of potential profit but eliminates expiration week risks entirely.

The Moderate Approach: Monday Exit

Hold positions into expiration week but close by Monday afternoon. This captures some additional decay while avoiding the worst of gamma risk.

The Aggressive Approach: Manage Through Expiration

Hold positions through expiration week, managing actively. This approach requires constant monitoring and the ability to act quickly on changing conditions.

Comparing Approaches

Sold a $2.00 credit spread with 45 DTE. Current value at different exit points:

The question: Is an extra $0.35-$0.50 worth the gamma risk?

Expiration Day Trading Tactics

Morning Session (9:30 AM - 11:00 AM)

The morning session often sees the largest moves as overnight positions are unwound and daily direction is established. If trading expiration day, the morning provides the most liquidity and the widest opportunity set.

Midday Lull (11:00 AM - 2:00 PM)

Premium erodes steadily during the lunch hours. This period is often quiet but can see sudden moves. Avoid opening new positions during this window.

Final Two Hours (2:00 PM - 4:00 PM)

The final hours are dominated by hedging flows and position squaring. Moves can be sharp and unpredictable. If you have positions, this is when you must be most vigilant.

Assignment and Exercise

Understanding Exercise Cutoffs

Options can be exercised until 5:30 PM ET on expiration day. This means you will not know your final assignment status until after the market close. Plan accordingly.

After-Hours Risk

Stocks can move significantly after the 4:00 PM close. An option that was out of the money at 4:00 PM could be in the money by 5:30 PM due to after-hours trading. This creates unpredictable assignment risk.

Avoiding Unwanted Assignment

Rolling Out of Expiration Week

If you want to maintain a position but avoid expiration week risks, rolling to the next expiration cycle is often the best approach.

When to Roll

How to Roll

Close the current position and open a new position in the next expiration cycle simultaneously. Most brokers offer roll functionality that executes both legs as a single order.

Rolling Example

You sold the $95 put for $1.50. Expiration week arrives with the stock at $96 and the put worth $0.40.

Special Situations During Expiration Week

Dividends

If a stock goes ex-dividend during expiration week, in-the-money call options may be exercised early to capture the dividend. This can result in early assignment for call sellers.

Earnings

If earnings fall during expiration week, options will have additional premium (IV) that collapses after the announcement. This creates complex dynamics for both buyers and sellers.

Index Options

Index options like SPX settle in cash and have unique timing. AM-settled options use the opening price on expiration day, while PM-settled options use the closing price.

Track Your Expiration Week Performance

Pro Trader Dashboard shows you how your trades perform during expiration week versus other periods. Identify whether you should be more or less active near expiration.

Try Free Demo

Summary

Expiration week requires different tactics than normal options trading. Gamma risk, pin risk, and assignment uncertainty create a challenging environment. Most traders are best served by closing positions before expiration week or by Monday at the latest. If you do trade through expiration, use smaller position sizes, monitor actively, and have clear plans for all scenarios. The additional premium collected rarely justifies the elevated risks for most trading styles.

Learn more about managing options timing with our guides on when to roll options and what happens at options expiration.