Should an Investor Hold or Exercise an Option? (2024)

When is it time to exercise an option contract? That's a question that investors sometimes struggle with because it's not always clear if it's the optimal time to call (buy) the shares or put (sell) the stock when holding a long call option or a long put option.

There are a number of factors to consider when making the decision, including how much time value is remaining in the option, whether the contract is due to expire soon, and whether you really want to buy or sell the underlying shares.

Right toExercise Options

When newcomers enter theoptions universe for the first time, they usually start by learning the varioustypes of contracts and strategies.For example, acall option is a contract that grants its owner the right, but not the obligation, to buy 100 shares of the underlying stock by paying the strike price per share, up to the expiration date.

Conversely, a put option represents the right to sell the underlying shares.

Key Takeaways

  • Knowing the optimal time to exercise an option contract depends on a number of factors, including how much time is left until expiration and if the investor really wants to buy or sell the underlying shares.
  • In most cases, options can be closed (rather than exercised) through offsetting transactions prior to expiration.
  • It doesn't make a lot of sense to exercise options that have time value because that time value will be lost in the process.
  • Holding the stock rather than the option can increase risks and margin levels in the brokerage account.

The important thing to understand is that the option owner has the right to exercise. If you own an option, you are not obligated to exercise; it's your choice. As it turns out, there are good reasons not to exercise your rights as an option owner. Instead, closing the option (selling it through an offsetting transaction) is often the best choice for an option owner who no longer wants to hold the position.

Obligations to Options

While the holder of a long option contract has rights, the seller or writer has obligations. Remember, there are always two sides to an options contract: the buyer and the seller. The obligation of a call seller is to deliver 100 shares at the strike price. The obligation of a put seller is to purchase 100 shares at the strike price.

When the seller of an option receives notice regarding exercise, they have been assigned on the contract. At that point, the option writer must honor the contract if called upon to fulfill the conditions. Once the assignment notice is delivered, it is too late to close the position, and they are required to fulfill the terms of the contract.

The exercise and assignment process is automated and the seller, who is selected at random from the available pool of investors holding the short options positions, is informed when the transaction takes place. Thus, stock disappears from the account of the call seller and is replaced with the proper amount of cash; or stock appears in the account of the put seller, and the cash to buy those shares is removed.

Four Reasons Not to Exercise an Option

Let's consider an example of a call option on XYZ Corporation with a strike price of 90, an expiration in October, and the stock trading for $99 per share. One call represents the right to buy 100 shares for $90 each, and the contract is currently trading for $9.50 per contract ($950 for one contract because the multiplier for stock options is 100).

  • XYZis currently trading at $99.00.
  • You own one XYZOct 90 call option.
  • Each call option gives the right to buy 100 shares at the strike price.
  • The XYZOct 90 call option is priced at $9.50.
  • October expiration is in two weeks.

1. Time Value

A number of factors determine the value of an option, including the time left until expiration and the relationship of the strike price to the share price. If, for example, one contract expires in two weeks and another contract, on the same stock and same strike price, expires in six months, the option with six months of life remaining will be worth more than the one with only two weeks. It has greater time value remaining.

If a stock is trading for $99 and the Oct 90 call trades $9.50, as in the example, the contract is $9 in the money, which means that shares can be called for $90 and sold at $99, to make a $9 profit per share. The option has $9 of intrinsic value and has an additional 50 cents of time value if it is trading for $9.50. A contract that is out-of-the-money (say an Oct 100 call), consists only of time value.

It rarely makes sense to exercise an option that has time value remaining because that time value is lost. For example, it would be better to sell the Oct 90 call at $9.50 rather than exercise the contract (call the stock for $90 and then sell it at $99). The profit from selling 100 shares for a profit of $9 per share is $900 if the option is exercised, while selling a call at $9.50 equals $950 in options premium. In other words, the investor is leaving $50 on the table by exercising the option rather than selling it.

Furthermore, it rarely makes sense to exercise an out-of-the-money contract. For example, if the investor is long the Oct 100 call and the stock is $99, there is no reason to exercise the Oct 100 call and buy shares for $100 when the market price is $99.

2. Increased Risks

When you own the call option, the most you can lose is the value of the option or $950 on the XYZ Oct 90 call. If the stock rallies, you still own the right to pay $90 per share, and the call will increase in value. It is not necessary to own the shares to profit from a price increase, andyou lose nothing by continuing to hold the call option. If you decide you want toown the shares (instead of the call option) and exercise, you effectively sell your option at zero and buy the stock at $90 per share.

Let's assume one week has passed and the company makes an unexpected announcement. The market does not like the news and the stock sinks to $83. That's unfortunate. If you own the call option, it has lost a lot, maybe almost worthless, and youraccount might drop by $950. However,if you exercised theoption and owned stock prior to the fall, your account value has decreased by $1,600, or the difference between $9,900 and $8,300. This is less than ideal because you lost an additional $650.

3. Transaction Costs

When you sell an option, you typically pay a commission. When you exercise an option, you usually pay a fee to exercise and a secondcommission to buy or sell the shares.. This combination is likely tocostmorethan simply selling the option, and there is no need to give thebrokermore moneywhen you gain nothing from the transaction. (However, the costs will vary, and some brokers now offer commission-free trading—so it pays to do the math based on your broker's fee structure).

4. Higher Margin Exposure

When you convert a call option into stock by exercising, you now own the shares. You must use cash thatwill no longer be earning interestto fund thetransaction,or borrow cash from your brokerand pay interest on the marginloan. In bothcases, you are losing moneywith no offsetting gain. Instead,just hold or sellthe option and avoidadditional expenses.

Options are subject to automatic exercise at expiration, which means that any contract that is in the money at expiration will be exercised, per rules of the Options Clearing Corporation.

Two Exceptions

Occasionally a stock pays a big dividend and exercising a call option to capture thedividend may be worthwhile. Or, if you own an option that is deep in the money, you may not be able to sell itatfair value. If bids are too low, however, it may bepreferable to exercise the option to buy or sell the stock. Do the math.

The Bottom Line

There are solid reasons for not exercising an option before and into the expiration date. In fact,unless you want to own a position in the underlying stock, it is often wrong to exercise an option rather than selling it. If the contract is in the money heading into the expiration and you do not want it exercised, then be sure to close it through an offsetting sale or the contract will be automatically exercised per the rules of the Options Clearing Corporation.

Should an Investor Hold or Exercise an Option? (2024)

FAQs

Should an Investor Hold or Exercise an Option? ›

Occasionally a stock pays a big dividend and exercising a call option to capture the dividend may be worthwhile. Or, if you own an option that is deep in the money, you may not be able to sell it at fair value. If bids are too low, however, it may be preferable to exercise the option to buy or sell the stock.

Should I exercise and hold my stock options? ›

If you can already comfortably afford all of your expenses, you may benefit from holding onto them if you believe your company's stock price will increase. But if you need an extra boost of cash and your options are in the money, exercising them could be the right decision for you and your investing or saving goals.

Is it better to exercise an option or sell it? ›

While selling an option before the expiration may be generally recommended, certain types of traders and specific circ*mstances may make exercising the better choice. Remember, selling an option vs exercising it is a decision that should be based on your overall trading strategy and objectives.

What happens if I don't exercise my options? ›

An option contract, in contrast to stock, has an end date. It will lose much of its value if you can't buy, sell, or exercise your option before its expiration date. An option contract ceases trading at its expiration and is either exercised or worthless.

Do people actually exercise options? ›

The purchaser of an American-style option owns the right to exercise (buy or sell the underlying security at the predefined price) at any time up until the expiration date. The seller of the option is obligated to meet the terms of the contract. However, it does not always make sense to exercise the option.

Should I exercise my options now or wait? ›

Waiting longer can give you a longer track record to look at, in terms of how much the fair market value of your company's shares has grown in value. If you exercise early, you risk paying more for the shares now than they may ever be worth.

When should you avoid options trading? ›

7 mistakes to avoid when trading options
  • Not having a trading strategy.
  • Lack of diversification.
  • Lack of discipline.
  • Using margin to buy options.
  • Focusing on illiquid options.
  • Failing to understand technical indicators.
  • Not accounting for volatility.
Aug 22, 2024

Do you lose the premium if you exercise an option? ›

If the option is never exercised, you keep the money. If the option is exercised, you still keep the premium but are obligated to buy or sell the underlying stock if assigned.

Is it better to exercise options when price is low? ›

If you intend to hold your shares as part of your financial plan, exercising your options when the price is down can be beneficial for both minimizing taxation and starting the holding period for a qualifying disposition when you do decide to sell.

Should I exercise my stock options as soon as they vest? ›

In many cases it can be advantageous to exercise your stock options early (provided you have the cash, and assuming you believe in the company given you accepted a job there). The first benefit of exercising early is that you will likely have zero (or very little) tax liability at the time of exercise.

Should I sell my option or let it expire? ›

Is It Better to Let Options Expire? Traders should make decisions about their options contracts before they expire. That's because they decrease in value as they approach the expiration date. Closing out options before they expire can help protect capital and avoid major losses.

Do you pay taxes when exercising stock options? ›

Statutory stock options

You have taxable income or deductible loss when you sell the stock you bought by exercising the option. You generally treat this amount as a capital gain or loss. However, if you don't meet special holding period requirements, you'll have to treat income from the sale as ordinary income.

What will happen if a trader refuses to exercise an option? ›

Options contracts are valid for a certain amount of time. If the owner doesn't exercise his/her right to buy or sell within that period, the contract expires worthless, and the owner loses the right to buy or sell the underlying security at the strike price.

How long should you hold a call option? ›

So, how long should you hold an option trade? Well, it depends on your strategy and your risk tolerance. But if you're looking for a more conservative approach, you might want to consider holding your options for at least 100 days for long positions and 50 days for short positions.

Should I exercise my options before acquisition? ›

Should I Exercise Call Options Before an Acquisition? If you own call options, you should wait until the stock price rises pending an acquisition. This allows you to exercise them at the relatively lower strike price and then sell the shares in the market at a premium.

What percentage of options get exercised? ›

While an option seller will always have some level of uncertainty, being assigned may be a somewhat predictable event. Only about 7% of options positions are typically exercised, but that does not imply that investors can expect to be assigned on only 7% of their short positions.

Should I exercise my stock options before acquisition? ›

If your startup is entering acquisition negotiations, it can be financially prudent to simply wait to see how the acquisition shakes out. The major benefit to exercising stock options pre-exit is to take advantage of long-term capital gains.

What is the risk of exercising stock options? ›

Capital Risk: When exercising stock options early, you need to pay the cash upfront. This could put you in a liquidity crunch since you'll have to wait at least until the stocks are vested to get any return from selling the shares.

Should I exercise stock options before leaving company? ›

Often, vested stock options permanently expire if they are not exercised within the specified timeframe after your termination of service. This article outlines common stock option provisions and key dates that departing employees should keep in mind.

Should I exercise my options before going public? ›

If you exercise your stock options before the IPO and hold the shares for at least 12 months, you may be eligible for more favorable long-term capital gains tax rates, which can result in tax savings and potentially higher gains on your pre-IPO stock options.

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