To Hold or Fold that Options Position: 3 Questions You Should Ask Yourself

When you make an options trade, you’re not typically locked into it until expiration. You can place an order to close it out most of the time. Here are three things to ask yourself when considering an options exit. options position management and closing out
5 min read
Photo by Getty Images

Key Takeaways

  • Tracking the risk/reward profile can help you weigh the odds

  • When deciding whether to stick with a trade, ask if you’d initiate the trade as of that point

  • Capital allocation has a mental component as well as a financial one 

If you’re like many traders, when you buy a stock, you set your exit plan. That means setting both the profit target and pain point, either on paper or in your head (or as a limit order and a stop order in the thinkorswim® platform from TD Ameritrade). You might reassess periodically. Liquidate it, will it to the grandkids, or anything in between.

But options trades? Not so much. If no decision is made by time the closing bell rings on expiration day, decision time is over. Long in-the-money (ITM) options are automatically exercised, short ITM options are automatically assigned, and out-of-the-money (OTM) options expire worthless.

Of course, that’s not to say you’re locked in until expiration. Far from it—under normal conditions you can close the options position at your discretion. But should you? As with most trading decisions, the answer is a solid “it depends.” When weighing that exit decision, consider asking yourself three questions.  

One note before we get into the list. The math behind the decision-making isn’t what it used to be—transaction costs used to be a bigger part of the equation. Nowadays, it’s zero commissions for online exchange traded stock, ETF, and options trades. There’s still a $0.65 contract fee for options, but there are no longer any exercise or assignment fees.

1. What’s the Risk/Reward Profile?

With long call and put options, the risk is clearly defined—it’s the premium you paid for the option. For some other strategies, like long or short vertical spreads, both the maximum risk and the maximum reward are defined. Using defined-risk spreads can help you get a firm handle on the prices and probabilities at the outset and at any point in the options trade’s life cycle

Suppose you sold the 105-strike put and bought the 100-strike put (called the 105/100 put vertical spread) for $2, 45 days before expiration, with the following parameters:

Put Strike Trade Price/Value ProbITM ProbOTM
105 4.40 36% 64%
100 2.40 26% 74%

Note that at the onset, the spread has a 64% probability of finishing OTM (that is, with the stock above 105 at expiration), meaning you’d realize the $2 (minus transaction costs). Also, there’s a 26% chance that both legs would be ITM at expiration (the stock would be below 100). And again, these are probability estimates, not guarantees.

Now let’s roll the calendar ahead 32 days, assuming the stock is right about where it was when you initiated the trade. With a little more than a week left to go, suppose this is the current snapshot:

Put Strike Trade Price/Value ProbITM ProbOTM
105 1.00 22% 78%
100 0.50 12% 88%

There’s $0.50 worth of premium left out of the $2 you started with. In percentage terms, you’ve theoretically taken in $1.50 out of $2, or 75% of your maximum potential.

Need Help with ProbITM and ProbOTM?

These two features on the thinkorswim platform from TD Ameritrade can help you assess the odds by estimating an options position’s probability of being in the money at expiration (ProbITM) or out of the money at expiration (ProbOTM).

Learn more about options probabilities.

But in terms of overall risk, you’re far from out of the woods. In the first example there’s $3 of risk for $2 of potential reward, with 64% probability. The second example has a $4.50 of risk for a $0.50 potential reward, with 78% probability. Is the 14% change in probability worth the significant change in risk/reward?

In this example, because you’ve theoretically captured a greater percentage of potential reward than you’ve reduced in total risk, the risk profile has risen—quite a bit, actually. There’s still a high probability that both legs will finish OTM and a low probability that both will be ITM, but the risk/reward is less favorable than it was at the outset.

Perhaps it’s time to consider queuing up an exit order ticket. But there are other considerations.  

2. Would You Initiate This Trade Today?

Suppose you hadn’t sold the 105/100 put spread a month ago. Instead, you’re looking at it now, with eight days until expiration, at a price of $0.50. Would you take it, considering the current risk profile? There’s no right or wrong answer; it depends on your objectives, risk tolerance, available capital, and a host of other considerations.

But if this type of short-term, small-premium trade isn’t your cup of tea, and you in fact sold the spread at $2 a month ago, it might be time to part with it.

Look at it this way. At any given point between trade entry and exit, once you’ve assessed the risk and reward, if you decide to stay with the trade, you’re effectively saying, “Given this risk/reward, I’ll accept these terms.” Isn’t that the same as initiating the trade as of right now?

Many traders take this view on each and every trade. It’s not about where you’ve been; it’s about where you are now and where you think the end point will be. 

3. Is It Occupying Too Many of Your Resources?

This third question is a two-parter, as there are two types of resources to consider: financial and mental.

The financial part isn’t just about whether you’ve got enough cash in your account to cover your positions. It’s also about opportunity cost. Even if you think a position has some room to run and that maybe you can eke out a little more upside from it, what opportunities are you forgoing in order to maintain that position? In our example, that last $0.50 might be better deployed somewhere else.

And then there’s mental capital. Just like your trading account, which is limited by the available cash, the typical human brain has a finite capacity. Do you have a trade in your account that might have some potential, but it’s one of those whipsawing nail-biters you can’t keep your eyes off of? You don’t want to be hit with a TWD—trading while distracted—as it might cause you to miss something elsewhere in the market.   

The Bottom Line on Options Position Management

Options trading is less straightforward than trading stocks. But if you stick to defined-risk strategies, you can at least know the parameters. The rest is about getting comfortable with the math, assessing the probabilities, and deciding your tolerance levels—both financial and mental.  

Doug Ashburn is not a representative of TD Ameritrade, Inc. The material, views, and opinions expressed in this article are solely those of the author and may not be reflective of those held by TD Ameritrade, Inc.

Key Takeaways

  • Tracking the risk/reward profile can help you weigh the odds

  • When deciding whether to stick with a trade, ask if you’d initiate the trade as of that point

  • Capital allocation has a mental component as well as a financial one 

Related Videos

Call Us

Do Not Sell or Share My Personal Information

Content intended for educational/informational purposes only. Not investment advice, or a recommendation of any security, strategy, or account type.

Be sure to understand all risks involved with each strategy, including commission costs, before attempting to place any trade. Clients must consider all relevant risk factors, including their own personal financial situations, before trading.

Please note that the examples above do not account for transaction costs or dividends. Options orders placed online at TD Ameritrade carry a $0.65 fee per contract. Orders placed by other means will have additional transaction costs.

Spreads and other multiple-leg option strategies can entail additional transaction costs which may impact any potential return. These are advanced options strategies and often involve greater risk, and more complex risk, than basic options trades.

A trailing stop or stop loss order will not guarantee an execution at or near the activation price.  Once activated, they compete with other incoming market orders. 


Market volatility, volume, and system availability may delay account access and trade executions.

Past performance of a security or strategy does not guarantee future results or success.

Options are not suitable for all investors as the special risks inherent to options trading may expose investors to potentially rapid and substantial losses. Options trading subject to TD Ameritrade review and approval. Please read Characteristics and Risks of Standardized Options before investing in options.

Supporting documentation for any claims, comparisons, statistics, or other technical data will be supplied upon request.

This is not an offer or solicitation in any jurisdiction where we are not authorized to do business or where such offer or solicitation would be contrary to the local laws and regulations of that jurisdiction, including, but not limited to persons residing in Australia, Canada, Hong Kong, Japan, Saudi Arabia, Singapore, UK, and the countries of the European Union.

TD Ameritrade, Inc., member FINRA/SIPC, a subsidiary of The Charles Schwab Corporation. TD Ameritrade is a trademark jointly owned by TD Ameritrade IP Company, Inc. and The Toronto-Dominion Bank. © 2023 Charles Schwab & Co. Inc. All rights reserved.

Scroll to Top