Option Expiry Review

A Comprehensive Professional Guide

1. Introduction

Options contracts give the holder the right—but not the obligation—to buy or sell an underlying asset at a fixed price before or on a predetermined expiration date. The value of an option is composed of intrinsic value (the difference between the strike price and the underlying price) and time value. As expiry nears, the option's time value normally decays, so a contract's worth depends mostly on the option's moneyness (in‑the‑money (ITM), at‑the‑money (ATM) or out‑of‑the‑money (OTM)). At expiration, most clearinghouses automatically exercise any ITM options. Understanding these mechanics is essential for traders as positions approach expiry.

An option expiry review is a systematic assessment of all option positions approaching expiration. The review aims to understand the potential outcomes of each position, decide whether to exercise, close, roll or let contracts expire, and ensure the account has sufficient buying power to cover any assignments. Performing such a review helps avoid unwanted stock positions, margin calls and missed opportunities; it also informs future trading strategies.

2. Core Concepts

Term Key Point
Expiration date The last day an option contract is valid. Options with later expirations have higher premiums because they include more time value.
Expiration time The specific time on the expiration date when the contract becomes void; it is distinct from the last time the option can be traded.
Moneyness categories ITM options have intrinsic value; ATM options have strike prices equal to the underlying's price; OTM options have no intrinsic value and usually expire worthless.
Automatic exercise/assignment Clearing houses usually auto‑exercise ITM options at expiration. Brokers may submit do‑not‑exercise (DNE) instructions for clients who lack buying power, which forfeits intrinsic value.
Buying power Exercising a call requires enough cash to buy 100 shares per contract; being assigned on a short call or put requires buying or selling the underlying. Lack of buying power may trigger broker actions (e.g., DNE or closing positions).

3. Purpose of an Option Expiry Review

1Risk Management

Without an expiry review, traders may accidentally hold positions through expiration and end up with large stock positions or margin calls. For example, if a long option is ITM at expiration but the account lacks funds, the broker may either issue a DNE (forfeiting profits) or close the position. An expiry review helps identify these risks ahead of time.

2Decision Making

The review clarifies whether to let options expire, exercise them, close them early or roll into later expirations. For instance, consider rolling a position if a trader wants to maintain exposure but avoid immediate assignment.

3Capital and Margin Planning

Understanding the cash or margin required if options are exercised or assigned allows traders to ensure sufficient buying power. Check your account on expiration day to confirm that positions are closed or that there is enough buying power to cover exercise or assignment.

4Strategy Evaluation

Reviewing expiry outcomes reveals which strategies performed well and which need adjustment. It helps traders refine strike selection, position sizing and timing for future trades.

4. How to Perform an Option Expiry Review

4.1 Gather Position Data

  • Identify expiring contracts: Use brokerage platforms or spreadsheets to list all options expiring within a defined period (e.g., one week). Many platforms provide views showing days to expiration and moneyness.
  • Categorise by moneyness: For each contract, determine whether it is ITM, ATM or OTM based on current underlying prices. This classification influences whether auto‑exercise or assignment is likely and whether the option has any time premium left.
  • Check contract style and settlement: Verify whether contracts are American or European style and whether settlement is equity or cash.
  • Monitor market events: Look for upcoming earnings announcements, ex‑dividend dates or economic releases that could affect the underlying.

4.2 Evaluate Potential Outcomes

Long Positions:

  • Exercise or sell: If a long option is ITM, decide whether to exercise the right (buy or sell the underlying). Exercising requires sufficient cash or margin.
  • Close early: If the objective of the trade has been met or if assignment is undesirable, close the position before expiration.
  • Roll: Rolling involves simultaneously closing the current option and opening a new one with a later expiration or different strike. This keeps the position active but extends time.
  • Let it expire: Far‑OTM long options generally expire worthless. Unless there is a sudden price move, there is often little value left to salvage.

Short Positions:

  • Assignment risk: Short calls or puts can be assigned if they are ITM at expiration. Assignment obligates the trader to sell (call) or buy (put) 100 shares per contract.
  • Avoiding assignment: Traders who do not wish to be assigned can close the short option early or roll it to a later expiration.
  • Vertical or spread positions: For spreads (e.g., bull call spreads), evaluate whether both legs will be ITM.

4.3 Check Account Buying Power

Calculate required capital: Determine the cash needed to exercise long calls or to be assigned on short puts. For example, buying 5,000 shares at $50 requires $250,000; failing to plan for this can result in liquidation of other positions or trading restrictions.

Consider broker policies: Each broker sets cut‑off times for exercise notices and may handle DNE requests differently. Brokers may liquidate positions or block exercises to mitigate risk.

4.4 Execute the Chosen Strategy

  • Exercise or submit DNE: If exercising an ITM long option, ensure the request is submitted before the broker's deadline.
  • Enter closing trades: To close an option, place a sell order for long positions or a buy‑to‑close order for short positions.
  • Roll the position: Execute a spread order that simultaneously closes the current option and opens a new one.
  • Let it expire: For options that are far OTM or when the risk of assignment is acceptable, doing nothing and letting the option expire may be appropriate.

4.5 Post‑Expiration Review

  • Confirm account activity: On expiration day, check that all options have been closed, exercised or allowed to expire as intended.
  • Assess outcome: Compare the actual results with your expectations—did the option expire worthless, produce a profit, or lead to an unwanted stock position?
  • Document lessons: Record what went well and what didn't. Use these lessons to improve strike selection, timing and risk controls for future trades.

5. Tools and Checklists

Brokerage Tools

Many brokers provide calculators and monitoring tools. Use a probability calculator to refine strategy, a profit‑and‑loss calculator to model option strategies and set price alerts.

Expiration Checklist

  • Research news and events (earnings, dividends)
  • Check settlement type and trading hours (American vs European, morning vs afternoon settlement)
  • Ensure sufficient buying power or liquidate positions to avoid margin calls
  • Act early if closing or rolling because liquidity may decline near market close
  • Understand your risk profile—know how the position behaves if the underlying moves to different levels at expiration

6. Option Expiry Review in Other Contexts

Outside of financial derivatives, "option" refers broadly to a contractual right to take a future action. In real estate, a put or call option agreement gives a buyer or seller the right to buy or sell property at an agreed price within a defined option period. The option must be exercised during this period; once the option expires, it can no longer be exercised. If the option is not exercised before expiry, it lapses and any option fee paid is usually forfeited. Conducting a review of such options is similar: track upcoming expiration dates, perform due‑diligence on the property, and decide whether to exercise the option based on market conditions, financing and strategic goals.

7. Summary

An option expiry review is an essential risk‑management practice for traders and investors. By systematically identifying expiring positions, evaluating moneyness and potential outcomes, ensuring adequate buying power and executing the appropriate action, traders can avoid unpleasant surprises such as unwanted stock positions or forced liquidations.

Brokers offer tools—like probability calculators, profit‑and‑loss models and alert systems—to help monitor options as they near expiration. A concise checklist—research upcoming events, understand settlement rules, check buying power, act early when closing or rolling, and evaluate risk profiles—provides a structured approach for managing options expiration. Applying these practices across financial and other contractual contexts helps maximise the benefits of options while minimising the risks.