Jonathan Rose

Jonathan Rose

Editor, Masters in Trading

About Jonathan Rose

Jonathan Rose is a veteran trader and educator with more than two decades of experience navigating the fast-paced world of professional trading. He began his career in 1997 on the floor of the Chicago Mercantile Exchange, managing Nasdaq and S&P 500 futures during the height of the dot-com boom.

By 2003, Jonathan had risen to Director of Trading at a top proprietary trading firm, where he managed a team of traders and oversaw complex risk strategies. He later served as a market maker on the Chicago Board Options Exchange (CBOE), the largest and most influential options exchange in the world, executing large-volume trades in some of the market’s most volatile names.

In 2015, Jonathan launched Masters in Trading with a mission to bring Wall Street-level tools and techniques to everyday investors. His divergence-based trading strategy — which focuses on identifying price dislocations across correlated assets — has helped thousands of students spot high-probability trades and sharpen their edge in the market.

Jonathan’s recent track record includes numerous short-term winners, including gains of 700% in 16 days, 245.13% in 25 days, and 183.78% in 14 days. His work emphasizes fast-moving opportunities, risk-aware trading, and real-time education delivered through his popular daily livestreams, four premium trading services, and proprietary tools.

He has trained everyone from complete beginners to experienced professionals — including chefs, doctors, and hedge fund analysts — all with the goal of helping investors think and trade like the pros.

Premium Services

When we see unusual activity in a company’s options trading, we get interested, because it often means that someone knows something that we don’t know. While we may never know what they know, we believe that by aligning our trades to their trades, we can profit handsomely.

  • Options and stocks

  • Moderate

  • About one trade a week

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Using data from prior earnings periods, Earnings Advantage identifies options that undervalue a stock’s potential movement during earnings season. By purchasing straddles, we cap our risk while maintaining profit potential when stocks make significant moves post-earnings.

  • Options

  • Conservative

  • About 24 trades a year... all during earnings season.

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When assets that typically trade closely diverge, professional traders and hedge fund managers take notice. This setup, known as a divergence, often signals a great opportunity. Our algorithm spots these opportunities early, enabling us to analyze the situation, identify potential catalysts, and execute profitable trades with high probability.

Only Available with Masters in Trading – All Access

  • Options, stocks, ETFs

  • Moderate

  • About two trades a month

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Timely options trade recommendations designed for traders seeking short-term opportunities (0-4 days to expiration). Short-Term Options focuses on market volatility to deliver high-potential trades, helping you make informed decisions fast. Whether you’re an experienced trader or just starting out, our clear, actionable insights can boost your strategy and maximize profits in today’s dynamic market.

  • Options

  • Aggressive

  • About two trades a month

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Ready to take your trading to the next level? Then All Access might be for you. When you join our highest membership tier, you get EVERY service we offer:

• 4 Trading Research Services
• 106 Trades a Year
• 3 Proprietary Tools
• 5 Live Calls a Week
• 15 Hours of Foundational Training

  • Conservative to aggressive

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This educational programs gives students a complete framework they can use to start trading options with confidence. In just seven days, you'll discover Jonathan's Rose's step-by-step strategy and learn how to spot promising trade opportunities, time your entries and exits, and build a diverse options portfolio — all on your own.

  • Education

  • Conservative

  • N/A

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Recent Articles

From Wall Street to Main Street: The Ultimate Strategy for Trading Like the Smart Money

By Jonathan Rose, Editor, Masters in Trading

Fifteen years ago, I lost my job. For decades, I had helped the biggest hedge funds and investment banks in the world profit from the most lucrative options contracts trading hands in the markets. And then in one fell swoop, it all nearly ended. Let me back up and tell you the whole story…

The Volatility Strategy Wall Street Doesn’t Want You to Know

By Jonathan Rose, Editor, Masters in Trading

Around 2015, I tried a little experiment to leverage my one-of-a-kind knowledge. I developed a software tool around a key market indicator. It’s a tool that tips us off to the biggest trades changing hands in the options market before most have any idea of what’s going on. I call it the Unusual Options Activity (UOA) Scanner. And it has seriously changed the game for my readers…

One Stock Trade Made Me a Legend… Here’s How I Saw It Coming

By Jonathan Rose, Editor, Masters in Trading

Four years ago, I made the boldest call of my career on one stock the markets left for dead. What many didn’t know was that the smart money was getting into position... and the domino effect from this stock's huge ascent would become one of the biggest stories on Wall Street for years to come.

Why Master Trader Jeff Clark Loves These Volatile Markets

By Jonathan Rose, Editor, Masters in Trading

While everyone is panicking over tariffs… options pro Jeff Clark had been pounding the table since President Trump’s inauguration, warning his readers of a period of volatility… and how he was excited to trade it. Buy-and-hold investors have gone nowhere from inauguration day, January 20 – when the S&P 500 was trading near 5960 – to June 2 when the S&P was trading at 5935. But Jeff has managed 19 winning trades in that time... And today, he's going to show you how he managed that amazing track record.

QXO: The $800 Billion Disruption No One’s Watching

By Jonathan Rose, Editor, Masters in Trading

Today, I want to walk you through a trade I usually would’ve saved for my All Access members. But this one’s too good. I’m sharing it with everyone who watches Masters in Trading Live—because I believe this trade has the potential to be one of the most explosive growth stories of the next decade.

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