Jonathan Rose

Jonathan Rose

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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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

The Automation Era: Why This Is the Most Mispriced Macro Shift of the Decade

AI is forcing a complete rethink of the future of work and income. It’s all part of a much larger economic shift that’s unfolding faster than markets, policymakers, or most investors realize. Which means practically nobody's positioned for it… yet.

Process, Conviction, Discipline: The Framework That Wins

I didn’t know it then, but the first steps I took onto the floor of Chicago Mercantile Exchange at 22 years old shaped everything that came after. That was where I learned what really separates traders who survive from traders who wash out. And it's precisely where I learned the mindset of a master trader...

Delta Hedging: The Game-Changer Most Traders Don’t Know

The holiday season is here and the markets are taking a pause. But that doesn’t mean we have to sit idle. While Wall Street is quiet, it’s the perfect time to sharpen our trading skills and learn strategies that can make us more profitable when the market reopens. So today I want to take this opportunity to tell you a story…

The $2.5 Trillion Shift No One’s Watching and What It Means for Q1 2026

If you’ve been following Masters in Trading Live for any length of time, you’ll know that I do my best to stick to the facts.…

Convexity, Skew, Variance – Your Guide to Smarter Options Trading

Volatility is a constant in the stock market. And it can be the biggest impediment to success if you don’t know how to manage it. Today, I’m breaking down the key terms and strategies every options trader needs to understand how we manage volatility over the life of an options trade. I also want to show you the exact tools we use to measure volatility in the stock market.