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

The Trader’s Mindset: Why We Held Lyft Calls When Everyone Else Panicked

By Jonathan Rose, Editor, Masters in Trading

I had just graduated from the University of Miami — sun still on my skin, confidence in my step — and Chicago was calling louder…

From Stock Picker to Smart Money: Why Options Change Everything

By Jonathan Rose, Editor, Masters in Trading

Options aren't some Wall Street mystery reserved for guys in $5,000 suits. They're just just another way to trade your same opinion on the same stocks you already know. And my strategy shows just how powerful options trading can be...

The Real-Time ETH Trade Tracker That Crushed Wall Street

By Jonathan Rose, Editor, Masters in Trading

For weeks, I’ve been talking about how certain companies hold huge amounts of ETH in their treasury — and how their stock prices don’t always match the value of what they own. Those mismatches are opportunities, but they open and close fast. And now I've built a tool that discovers those mismatches. One screen. All the companies, their ETH holdings, their market caps, and whether they’re trading at a premium or a discount — updating in real time.

BMNR: The Big Ethereum Opportunity Wall Street Can’t Ignore

By Jonathan Rose, Editor, Masters in Trading

The history of the stock market is always written by the biggest winners. They set the precedent for every newcomer looking to disrupt the old…

From Confused to Confident: How We Trade Options Differently

By Jonathan Rose, Editor, Masters in Trading

I’ve been a professional trader for over 27 years. I’ve seen the good, the bad, and the outright irresponsible when it comes to options education. On the flip side, I’ve also seen what happens when people are finally shown the right way to approach options — not with hype or hero trades, but with structure, clarity, and real risk management.

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