Exercising Options: How & When to Exercise Stock Options (2024)

When an option contract is exercised, the owner of the option invokes the right to buy or sell stock. Options holders have the right to exercise their option any time before expiration. Exercising an option is the process of buying or selling shares at the option’s strike price. Options buyers are the only party that can exercise an options contract.

When exercising a call option, you are buying the underlying stock at the strike price. Conversely, if you exercise a put option you will be short the underlying stock at the strike price.

The decision to exercise depends on the options contract’s specifications, whether it is an American or European-style option, the underlying’s current price, the options contract’s strike price, the length of time remaining on the options contract, and the option holder’s outlook on the underlying security.

Options holders can exercise the contract anytime before expiration with American-style contracts. Exercising prior to expiration may occur for a number of reasons, such as the desire to receive a dividend payment on the underlying stock or to fulfill an obligation for another position in the portfolio.

How to Exercise an Option?

To exercise an option, you must inform your broker of your decision. Exercising an options contract is irrevocable as exercise begins the process of assignment by the Options Clearing Corporation (OCC).

Exercising Options: How & When to Exercise Stock Options (1)

Exercising an option can be done in two ways: Automatic exercise and manual exercise. In automatic exercise, if your option is set to expire in-the-money (ITM), your broker will automatically convert it into shares at expiration. This happens regardless if you want it to happen or not. Options exercise may involve additional costs. Contact your broker for more information on their specific process for options exercise.

With manual exercise, you are responsible for informing your broker if you want to exercise your options before expiration. This gives you more control of your positions because you can choose when to take profits or cut losses on a position.

When to Exercise an Option

Exercising an option depends on the option type and its expiration date. If you have a call option with a strike price that is lower than the current market price of the underlying stock, it is generally beneficial to exercise the call and buy the stock at the lower strike price. The same goes for put options; if you have a put option with a strike price that is higher than the current market price of the underlying stock, it is generally beneficial to exercise your right and sell your shares at the higher strike price.

It's important to consider how much time value there is in your options when deciding whether or not to exercise them. If there isn't much time left until expiration, then it might be wise to exercise early in order to avoid any risk of losing out on any potential gains. On the other hand, if there's still some time left before expiration, then it might make more sense to wait until closer to expiration in order to maximize any potential gains.

Finally, always keep in mind that exercising an option comes with certain risks and potentially associated costs. For example, when you exercise a call option you are buying shares of stock at their current market prices which could go down shortly after purchase leaving you with losses instead of profits.

Benefits of Exercising an Option Early

Exercising an option early can provide a variety of benefits. It allows the option holder to lock in the current value of the underlying asset and avoid any decrease in value prior to expiration. It also allows them to access dividends or other corporate actions that may be paid on the underlying asset during the period before expiration.

In addition, exercising an option early can also provide liquidity benefits for investors who need access to cash or who want to redeploy funds into different investments. By closing out a position prior to expiration, investors can avoid tying up funds for long periods of time and make more efficient use of their capital.

The benefit of exercising an option early is that you can lock in profits if you believe that market prices will decline. For example, if you own a call option with a strike price of $30 and market prices rise to $35, you could exercise your option and buy 100 shares for $3,000 ($30 x 100) rather than pay $3,500 on the open market. In this case you would make a profit of $500 by exercising early.

On the other hand, there is no benefit to exercising an option early if market prices decline. For example, if you own a call option with a strike price of $30 and market prices drop to $25 then it may be better to wait until expiration as your maximum loss is still limited to whatever premium was paid for that particular contract.

FAQs

What does it mean to exercise a stock option?

Exercising an option is the process of buying or selling shares at the option’s strike price. Options buyers are the only party that can exercise an options contract, and they can exercise any time before expiration.The option seller is obligated to accept assignment per the contract's terms.

When exercising a call option, you are buying the underlying stock at the strike price. Conversely, if you exercise a put option you will be short the underlying stock at the strike price.

Is it better to exercise options or sell?

Although each situation is unique, traders typically prefer to sell an option rather than exercising an option. In addition to the exercise fees most brokers charge, options have extrinsic value that increase the contract’s value beyond its intrinsic value, so closing the position prior to expiration is not advantageous.

How do you exercise an option?

You can exercise an option two ways: Automatic exercise and manual exercise. To exercise an option prior to expiration, you must inform your broker of your decision to begin the process. Options that expire in-the-money will be exercised by your broker automatically.

Exercising Options: How & When to Exercise Stock Options (2024)

FAQs

Exercising Options: How & When to Exercise Stock Options? ›

If you remain with your current company, you can exercise your stock options anytime between their vesting date and expiration date. The vesting date is the official date that you are able to exercise your options. While this time can vary depending on your company, this is usually up to 10 years.

How do I know when to exercise stock options? ›

When to exercise stock options. Deciding when to exercise stock options should be largely dictated by your vesting schedule. Vesting criteria restrict your ability to cash in on your options until you meet certain thresholds, which are typically based on your tenure at a company or performance level.

When should you exercise an options contract? ›

Exercising an option depends on the option type and its expiration date. If you have a call option with a strike price that is lower than the current market price of the underlying stock, it is generally beneficial to exercise the call and buy the stock at the lower strike price.

Can you exercise stock options anytime? ›

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 or wait? ›

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.

Is it better to exercise options when stock is low or high? ›

If you plan to hold your incentive stock option shares after you exercise them, a lower stock price may be a perfect time to exercise. A lower stock price likely means you'll pay less AMT (as discussed above).

What are the rules for exercising stock options? ›

Exercise your stock options to buy shares of your company stock, then sell just enough of the company shares (at the same time) to cover the stock option cost, taxes, and brokerage commissions and fees. The proceeds you receive from an exercise-and-sell-to-cover transaction will be shares of stock.

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

Unlike every other form of equity compensation, options are use-it-or-lose-it. If you don't exercise your options within the exercise window, they expire. Assuming you leave before the company goes public, a 90 day exercise window means the company will still be private when your options expire.

What is an example of a stock option exercise? ›

For example, if an employee has the option to buy 1,000 shares at a strike price of $10, they will need $10,000 to carry out a cash transaction. After this transaction, the employee owns these shares outright and can choose to sell them or retain them.

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.

Can you sell stock immediately after exercising options? ›

In this approach, you exercise your option but immediately sell enough shares for the proceeds to cover the cost of the option. This is a popular strategy if you believe the stock value will be flat or decrease in the near future and want to avoid any potential losses.

Why would someone exercise an option early? ›

Exercising your stock options early means that if your company goes public, you'll get more control over the timing of your stock sale.

Will my options automatically exercise? ›

If an option is ITM by as little as $0.01 at expiration, it will automatically be exercised for the buyer and assigned to a seller. However, there's something called a do not exercise (DNE) request that a long option holder can submit if they want to abandon an option.

How do you know when to exercise a put option? ›

In the case of a put option, it is said to be exercised when the writer of the option contract is obligated to purchase the shares from the option holder (the one who has the option or right to sell). Investors may choose to exercise a put option they own when the stock price is lower than the strike price.

What is the best time to exercise stock options? ›

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.

How do you know if you should exercise your options? ›

You'll know if your stock options have any value based on whether the exercise price is higher or lower than the current share price. If your stock option's exercise price is lower than your company's current share price, your options are in the money (ITM) and currently profitable.

Why would I exercise stock options? ›

Stock options serve a dual purpose: A form of incentive for the employee, potentially leading to financial gain contingent on the company's success. The promotion of employee retention, as stock options often come with vesting schedules that require a certain length of employment before they can be exercised.

Should I exercise stock options before quitting? ›

Certain tax rules require ISOs to be exercised within 90 days of departure to maintain ISO tax status, so most companies apply the 90-day window to all option grants for consistency. If you don't exercise within this window, you'll forfeit your options.

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