You Can't Go Broke Taking Profits - And Other Dangerous Wall Street Sayings

The Most Dangerous Number in Trading

Most traders love talking about percentage gains. A 200% winner. A 500% return. A trade that "tripled overnight." But are those numbers actually telling you anything useful? In this episode of Thinking In Options, Bill Johnson examines why percentages can be one of the most misleading metrics in trading. While percentage returns have their place, they often hide the most important questions: How many dollars were actually made? How much capital was at risk? And what impact did the trade have on the overall portfolio? Bill explores the dangers of focusing on eye-catching option returns while ignoring position sizing, portfolio exposure, drawdowns, and the realities of risk management. Along the way, he explains why professional traders think differently than retail traders—and why translating everything back into dollars can dramatically improve decision-making. Topics covered include: • Why large percentage gains can be economically insignificant • The relationship between position size and portfolio impact • How percentage returns can disguise risk and losses • The mathematics of drawdowns and recovery • Correlation, concentration risk, and "fake diversification" • Why professionals focus on dollars, exposure, and portfolio heat If you've ever been impressed by a huge options return, this episode will challenge the way you think about trading performance and risk. Subscribe for more episodes of Thinking In Options with Bill Johnson, where we explore the concepts, misconceptions, and mental models that separate professional thinking from retail trading habits. #OptionsTrading #RiskManagement #TradingPsychology #Investing #Options #StockMarket #TradingEducation #PortfolioManagement

Monkeys and Moving Averages

In this episode of Thinking In Options, Bill Johnson explores one of the most overlooked questions in trading: Do you actually understand the indicators you use? Using the famous "five monkeys and a ladder" story as a framework, Bill examines how trading habits and beliefs can spread through the market long after the original reasoning has been forgotten. From MACD and RSI to Stochastics, many traders rely on technical indicators every day—but few can explain exactly what those indicators are measuring or why they should predict future price movement. Bill breaks down several of the most popular technical analysis tools, explains what their calculations really represent, and challenges listeners to distinguish between genuine understanding and simply following rules because "that's the way it's always been done." If you've ever used a chart indicator without questioning its purpose, this episode offers a fresh perspective on how traders think, learn, and make decisions in competitive markets. Subscribe for more episodes of Thinking In Options, where Bill Johnson explores the concepts, assumptions, and mental models that shape successful trading.

Not Everyone Gets Paid for the Pattern

Most traders think success comes from learning the right patterns, indicators, and rules. But what if that's exactly the problem? In this episode of Thinking In Options, Bill Johnson explores a fundamental truth that many traders overlook: markets are not tests to be passed—they are competitive systems. Knowing the rules doesn't guarantee success when everyone else knows them too. Using examples from sports, poker, and probability, Bill explains why common trading signals often become part of the average rather than a source of outperformance. He challenges the idea that studying chart patterns alone can create an edge and shows why markets reward relative performance, not simply being "right." Topics covered include: • Why trading is more like poker than a classroom test • The difference between understanding rules and creating an edge • How shared knowledge becomes average performance • Why everyone can't be above average in a competitive system • The hidden flaw in pattern-based trading strategies • What traders should focus on instead of searching for perfect indicators If you've ever wondered why so many traders follow the same rules yet achieve vastly different results, this episode offers a powerful perspective on what the market really rewards. Subscribe for more episodes of Thinking In Options with Bill Johnson.

Points, Strokes, and Blowups: What Golf Understands About Trading That Traders Don't

In this episode of Thinking In Options, Bill Johnson explains why most traders are playing the wrong game. Using a powerful comparison between trading and golf, Bill breaks down one of the biggest misconceptions in options trading: the idea that success comes from "scoring" more wins. Instead, he argues that long-term survival and profitability come from minimizing mistakes, controlling risk, and avoiding catastrophic losses. Topics covered include: • Why trading is more like golf than basketball • The hidden danger of "getting back to even" • How losses compound asymmetrically • Why more trades often create worse outcomes • The geometry of risk and exposure in options trading • Position sizing, risk control, and avoiding blowups • Why professional traders focus on minimizing errors instead of maximizing gains If you've ever felt trapped chasing returns, revenge trading, or overtrading after a winning streak, this episode offers a completely different framework for understanding market survival. Subscribe for more episodes focused on options trading, volatility, market structure, and risk management. #OptionsTrading #TradingPsychology #RiskManagement #VIX #Investing #BillJohnson #ThinkingInOptions

Trading a Forecast of a Forecast: Why VIX Trading Confuses Traders

Why do so many traders lose money on VIX trades — even when they correctly predict volatility? In this episode of Thinking In Options, Bill Johnson breaks down one of the most misunderstood concepts in options trading: how VIX options and futures actually work. Using a simple but brilliant weather forecast analogy, Bill explains why VIX contracts are not direct bets on current market fear — they're bets on future expectations of future volatility. That distinction changes everything. Topics covered in this episode include: * Why VIX options often fail to react the way traders expect * The hidden "calendar problem" behind volatility trading * How VIX futures differ from stocks and standard options * Why traders can correctly predict market chaos and still lose money * The critical difference between forecasting volatility and forecasting forecasts * How weekly VIX futures changed the structure of volatility trading If you've ever been confused by VIX behavior, volatility ETFs, or why your hedge didn't work the way you expected, this episode will help you understand the mechanics behind the market. Subscribe for weekly episodes covering the psychology, structure, and strategy behind options trading. #OptionsTrading #VIX #Volatility #TradingPsychology #OptionsEducation #TradingStrategy