
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.

When most people first learn about options, itâs in the context of buying call and put options to speculate on the direction of (or hedge a position in) an underlying stock, exchange-traded fund (ETF), or other security (called âthe underlyingâ in trader jargon). The option contract gives you the right, but not the obligation, to take a long or short position in the underlying security. You paid a premium for that right.
But did you know you can flip this idea on its head, and instead of paying a premium to buy an option, you can collect the premium by selling options? Thatâs right: you can have the premium deposited directly to your brokerage account the same day.
But thereâs a catch. When you buy an option, you pay for the right to decide when to exercise it, but you have no obligation to do so. When you sell an option, you give away the right to decide, and you accept an obligation. Thatâs the trade-off.
Selling uncovered calls. The term âuncoveredâ simply means youâre selling a call option contract thatâs not covered by a position in the underlying security. Itâs also known as a ânakedâ short call option. This strategy is considered very high risk, as youâre theoretically exposed to unlimited losses. Thatâs because thereâs really no limit to how high a stock can rise.
Suppose a company makes a big announcementâa takeover, a new product thatâs going to change the world, or a major government contractâafter market hours. If you held a naked short call position, your losses could be substantial. The holder of the call option would exercise the option, meaning you would be âassignedâ a short position at a price much lower than where the stock is trading (see the risk graph for a short call option).

Breaking down the short call strategy:
Different securities (stocks, stock indexes, ETFs, futures) have different option contract sizes and delivery terms.
Selling uncovered puts. In exchange for collecting a premium, the uncovered ânakedâ put seller accepts the obligation to buy the underlying security at the strike price until the optionâs expiration date. The position is considered uncovered if you donât have any corresponding short exposure in the underlyingâeither through a short position in the security or a long put position in another strike, for example.
The naked short put is also a high-risk position, but technically slightly less risky than a naked short call. Thatâs because in a worst-case scenario, a stock can only fall to zero, but could rise to infinity (see the risk graph for short puts).

Breaking down the short put strategy:
Everyday life is full of options. One example thatâs familiar to us is insurance companies. If you have car insurance, you know that every year, you pay a premium for coverage. That coverage is a put option, and the insurance company is the seller.
The insurance company collects the premium and hopes youâll never have to submit a claim. If you do submit a claim, itâs essentially an in-the-money put option that you âexercised.â Your insurance company was âassignedâ this option and has an obligation to pay.
Insurance companies love claims-free drivers. A no-claim year is a put option that expires out of the money (i.e., worthless), and thus the insurance company keeps the full profit on the put option they sold to you.
Selling options puts the premium in your pocket up front, but it exposes you to riskâpotentially substantial riskâif the market moves against you. Some brokers may not allow you to sell naked short calls, and put selling might be limited to the cash-secured variety.
But thereâs a way to collect premium up front, give yourself a bearish or bullish bias, and limit your risk. Itâs called a vertical spread, and if youâre ready to take your options knowledge to the next level, itâs a great place to start.
This article was most recently revised and updated by John Manley, DMSThis article was most recently revised and updated by Doug Ashburn