
John has been a professional derivatives trader and portfolio manager since 2005, and one of a few investment professionals to earn the Derivatives Market Specialist designation from the Canadian Securities Institute.
He created and managed two derivatives-based private funds in Canada and the United States, and provided hedging advisory services to high net worth clients. He is a frequent speaker, commentator, financial market educator, and writer for globally-read investment publications.
Doug is a Chartered Alternative Investment Analyst who spent more than 20 years as a derivatives market maker and asset manager before “reincarnating” as a financial media professional a decade ago.
Before joining Britannica, Doug spent nearly six years managing content marketing projects for a dozen clients, including The Ticker Tape, TD Ameritrade’s market news and financial education site for retail investors. He has been a CAIA charter holder since 2006, and also held a Series 3 license during his years as a derivatives specialist.
Doug previously served as Regional Director for the Chicago region of PRMIA, the Professional Risk Managers’ International Association, and he also served as editor of Intelligent Risk, PRMIA’s quarterly member newsletter. He holds a BS from the University of Illinois at Urbana-Champaign and an MBA from Illinois Institute of Technology, Stuart School of Business.

Before you trade a single option contractâeither as a buyer or sellerâthere are several key terms and specifications you need to know.
You donât want to be the person who gets to the last day of an optionâs life and doesnât know whether your option will convert to a stock or futures position due to an exercise or assignment, or if youâll be required to fork over money to square up a cash-settled position. And with some contracts, your exercise/assignment decision might come before that final day.
No idea what these terms mean? Donât make that first trade until you know how these contract terms and logistics work.
Exercise. As the holder of a long option contract, you have the right but not the obligation to buy (in the case of a call option) or sell (in the case of a put option) the underlying instrument (stock, index, ETF, or other asset) at the strike price purchased. Converting your option contract into the underlying means you are âexercisingâ your right to be long or short the underlying instrument at your strike price.
Each standard equity (âstockâ) and ETF option contract is deliverable into 100 shares. So if you exercise a call, youâll acquire 100 shares; if you exercise a put, youâll get a short position. If you happen to hold the opposite position in your account, your exercise will be matched against it. For example, if you own 100 shares of XYZ, and you exercise one XYZ put option contract, youâll deliver the 100 shares you own.
But note: If you plan to take on a new long or short position with an exercise or assignment, make sure youâre able to do so. For example, if you exercise a 50-strike call option in XYZ, you need to have $5,000 in your account in order to buy the shares. On the flip side, some accounts arenât permissioned for short selling of stocks and ETFs (short selling is risky and complicated), so if you plan to exercise a put, make sure you can.
Assignment. Once the owner of an option contacts their broker to exercise it, an option seller (or âwriterâ) with an open short positionâperhaps you, if you hold a short positionâin the same contract will be assigned (through a sort of lottery system) to deliver the underlying shares. Option sellers take on the obligation to potentially deliver the long or short position to the option buyer when a position is opened and a premium changes hands.
Suppose itâs 4:01 p.m. ET on the third Friday of the month (which is expiration day for standard monthly equity and ETF options). Two months earlier, you bought a call option on XYZ stock at a $50 strike price that expires today. The contract gives you the right, but not the obligation, to purchase 100 shares of the underlying for $50 a share until the expiration date.
As it turns out, the last trade of the day settled at $50.02 and you didnât close the contract. What happens now? Youâll receive a notice from your broker stating that your option contract was automatically exercised into 100 shares of XYZ at $50 per share. Your account will be debited $5,000 and youâll be the proud owner of 100 shares. Alternatively, if you have a margin account thatâs set up to purchase shares on margin in lieu of cash, your account might reflect a change in margin borrowed.
On the other side of this transaction, an option writer on the same contract will receive an assignment notice, instructing them to deliver 100 shares of the underlying to you, the buyer.
At first blush, you may think American versus European exercise is a geographical thing. Nope. It is simply the handle given to two different expiration protocols.
American-style exercise. This style gives you the right to exercise your option contract into the underlying shares anytime before expiration. Why would you want to do this? Two top reasons:
The exercise decision is based on math and probabilities. When you exercise an option, youâre essentially giving up the choice. So you need to make sure thereâs no inherent value left in that choice (what option traders call extrinsic value). Even when youâre looking to capture a dividend, if thereâs extrinsic value left in the option, you might be better off selling the option (capturing the remaining extrinsic value) and buying the stock. Again, follow the math.
Examples of American-style expiration include equity and ETF options, as well as some options on futures contracts.
European-style exercise. European-style options can be exercised only on their expiration dateânot before. That makes it easy, for the most part, particularly if the settlement price is set concurrently with the option expiration time.
But beware: Some European cash-settled options, including monthly and quarterly options on broad-based indexes such as the S&P 500 (SPX), expire on a Thursday afternoon but the settlement price is based on where the index opens the following morning (Friday).
This can leave an option holder subject to so-called âovernight riskâ if the option contracts still have considerable value.
Cash settlement. European options are oftenâbut not alwaysâsettled in cash. Hereâs how it works:
The multiplier on SPX options is $100. If you held a 3900 SPX call and, at expiration, the SPX settled at 3940, youâd receive a cash payment of (3940 â 3900) x $100 = $4,000. If you were short the 3900 call, your account would be charged (âdebitedâ) $4,000.
If you held a 3950 call, it would expire worthless, so youâd receive no cash.
If you held a 4000 put option, youâd receive a cash payment of (4000 â 3940) x $100 = $6,000.
Physical delivery. Options on stocks and ETFs, as well as some futures contracts, are settled by exchanging the actual securities or physical product. In the case of equity and ETF options, each contract is deliverable into 100 shares of the underlying.
If you exercise a physically settled futures option, youâll take a position in a futures contract. For example, if you exercise a Dec 2023 WTI Crude Oil (CLZ3) call option, youâll be long one contract for December 2023 delivery of 1,000 barrels of crude oil. If youâre interested in the ins and outs of futures contract specs, hereâs an overview.
Remember: Unlike cash settlement, physical settlement will result in a position change in your account. Unless and until you offset or liquidate that position, after expiration, youâre subject to the ups and downs of the market.
Options on stocks, ETFs, indexes, and futures allow you to speculate, hedge, or otherwise customize your risk and reward. But before you begin, itâs imperative that you understand all the contract specifications. And unless youâre absolutely, positively certain that youâll liquidate your option positions before expiration, you need to know all the facets and mechanics of option exercise and assignment, including American versus European exercise and cash versus physical settlement.
The last thing you want is to receive an unexpected notice from your broker indicating that youâre now the proud owner of a position you didnât want.
This article was most recently revised and updated by John Manley, DMSThis article was most recently revised and updated by Doug Ashburn