Common Options Mistakes
Common Options Mistakes
The path to options proficiency is paved with predictable errors. These are not exotic mistakes; they are the same stumbles that befuddle beginners year after year. Understanding them in advance does not inoculate you against them entirely—experience teaches through repetition and loss—but it can cut years off your learning curve and preserve capital that would otherwise evaporate.
The first and most common error is buying too much premium. A beginner sees an interesting technical setup on a stock and buys an option. The premium is $3 per contract. They feel like they are getting a deal because the stock price is $150, so the option is "cheap" at 2% of the stock's price. What they miss is that the stock needs to move 3 points (2%) just to break even, and they have only 40 days for that move to happen. The option's decay curve means that half the premium will vanish in the first half of the option's lifetime, not evenly distributed. Buying too much premium means betting on a large and rapid move; unless you have strong conviction and a short time horizon, you are fighting against the underlying probability distribution. A better habit: know the option's break-even price before you buy. Is that level reasonable given the stock's recent volatility and your time frame? If the break-even requires a 5% move in a stock that typically moves 2% in the relevant time period, you are overpaying.
The second error is ignoring IV crush. Implied volatility often spikes before major events—earnings announcements, FDA decisions, economic data—and collapses after the event, regardless of which direction the underlying moved. If you buy a call before earnings expecting a 5% move, and earnings come and the stock does move 5%, you should be thrilled. But implied volatility drops sharply; it falls from 60 to 35. Your call's value depends on both the underlying price and IV. The price move helped you; the IV collapse hurt you. In many cases, the IV crush overwhelms the benefit of being right on direction. A trader who bought a call when IV was 60 and tries to sell it after a 5% up move while IV has plummeted to 30 often finds the option has lost value despite the favorable price move. Learning to sell before major events, or to sell the option shortly after if you do hold through, is crucial. The mistake is holding a volatile-vega position through the volatility catalyst.
The third error is position sizing based on the option's price rather than its Greeks. A $2 call that is 30 delta is entirely different from a $2 call that is 5 delta, yet a beginner might buy the same number of contracts of each, thinking "they're both $2, so they're equivalent." A 30-delta call is nearly synthetic-long; a 5-delta call is a lottery ticket. A portfolio full of 5-delta long calls has enormous gamma and enormous theta decay; you are betting on a sharp directional move, and time decay will vaporize your position if the underlying stays calm. If you size both the same way, you will be surprised by the portfolio's actual risk. The solution is to size by Greeks: decide how much delta, theta, and gamma you want, then determine position size accordingly.
The fourth error is trading without an exit plan. The difference between a professional and an amateur is often not the entry; it is the discipline at the exit. A beginner buys a call and watches it. If it goes up 20%, they want to hold for 100%. If it goes down 20%, they want to hold "for a reversal." They have no predetermined level at which they will exit with a loss or take a profit. Options decay relentlessly; if you do not have a plan to exit, you will often exit at the worst moment, holding losers and selling winners too early. A simple rule: before you buy, write down two numbers. (1) The price level at which you will exit with a small profit, say 25% of the option's cost recovered—and actually exit there. (2) The price level at which you will exit with a loss, say 50% of the option's cost lost—and exit there without hesitation. Exit discipline turns losing days into breakeven days and transforms occasional winners into consistent ones.
The fifth error is liquidity traps. An options contract that is thinly traded has a wide bid-ask spread. You might see a "price" of $1.50 quoted, but the bid is $1.20 and the ask is $1.80. When you buy at $1.80, you are paying 50% more than the midpoint. When you sell at $1.20, you are receiving 33% less than the midpoint. A round-trip trade (buy then sell) costs you that spread twice. In liquid options, the spread might be 5 cents on a $2 option (2.5% round-trip cost). In illiquid options, it might be 50 cents (25% round-trip cost). Many beginners buy illiquid options because the strike and expiration look perfect for their thesis, then cannot exit without taking a bath. Check the bid-ask spread and option volume before you commit capital. If an option has fewer than 10 open interest, it is often illiquid, and you should find a more liquid substitute or adjust your strike and expiration to match available liquidity.
These five mistakes are not errors of ignorance; they are errors of omission. You will make some of them. When you do, the sting is instructive. The goal is to make them once—or not at all—and never return.
Articles in this chapter
📄️ Buying Too Much Premium
Learn how excessive option cost drains profitability and discover profit-margin formulas to size premium spending correctly.
📄️ Buying Expensive IV
Understand why high IV buying traps traders into peak prices and how to identify and avoid overpaying for volatility.
📄️ Ignoring IV Crush
Learn how implied volatility collapse wipes out directional profits and how to anticipate IV crush before entering trades.
📄️ Poor Position Sizing
Master position sizing formulas for options trading and discover how contract count directly determines profit and loss magnitude.
📄️ Overtrading Risk
Discover how excessive trading erodes returns through commissions, slippage, and emotional decision-making—and how to enforce position limits.
📄️ Options Concentration Risk
Learn why managing more than 5-6 positions simultaneously leads to catastrophic exit decisions and portfolio underperformance.
📄️ Chasing Losses
Loss recovery trading destroys portfolios. Learn why chasing losses with options magnifies risk and how discipline preserves capital.
📄️ No Exit Plan
Options exit strategy gaps cause catastrophic losses. Learn how to build predetermined exit criteria and escape winning trades before they turn.
📄️ Holding Into Expiration
Expiration risk and sudden price moves destroy options traders. Learn why holding to the final bell costs capital and how early exits preserve gains.
📄️ Ignoring Assignment Risk
Assignment mistakes trap traders with unwanted stock positions. Learn when assignment occurs and how to defend against forced stock transfers.
📄️ Misreading Moneyness
Moneyness understanding determines assignment risk and profit potential. Learn ITM, ATM, OTM to read market correctly and protect capital.
📄️ Delta Probability Trap
Delta probability misuse causes poor trades. Learn what delta actually measures and why it's not your true probability of success.
📄️ Paying Too Much on the Bid-Ask Spread
Learn why the bid-ask spread on options costs more than stocks and how to negotiate better prices without leaving money on the table.
📄️ Using Market Orders on Options
Discover how market orders cost options traders thousands and why limit orders—even when they take longer to fill—are nearly always the better choice.
📄️ Not Checking Option Liquidity
Learn how to spot illiquid options before trading them and avoid the hidden costs that can turn profits into losses.
📄️ Wide Bid-Ask Spread Traps
Understand how illiquidity creates wide spreads that can eat your entire profit margin, and learn to avoid the worst cases.
📄️ Not Planning for Earnings Risk
Learn why earnings announcements create hidden risks in options positions and how to protect yourself from surprise earnings moves.
📄️ Forgetting About Dividends
Learn why dividends are dangerous for options traders and how to avoid the surprise assignment or loss that catches thousands of traders yearly.
📄️ Correlation Assumptions
Spread correlation assumptions fail under stress. Learn why diversification breaks down and how to stress-test your strategy.
📄️ Over-Hedging Positions
Over-hedging bleeds premium and turns protection into drag. Learn right-sizing hedges and when imperfect protection beats over-insurance.
📄️ Leveraging Into News Events
Event risk options amplify losses. Learn why option leverage before earnings/FOMC is dangerous and how to size through events.
📄️ Mental Accounting Errors
Cognitive bias in options: treating losses as 'separate buckets' leads to overtrading, revenge trading, and cascade losses. Fix mental accounting today.
📄️ Trading Without a Plan
Trading plan bias: traders without written rules lose to those with them. Learn what goes into a plan and why improvisation fails.
📄️ Not Tracking Trades
Untracked trades hide losing patterns and prevent improvement. Learn what to track, why P&L isn't enough, and how professionals audit trades.