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Legends of Trading: Jesse Livermore

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Written by Timothy Sykes
Reviewed by Jack Kellogg Fact-checked by Ellis Hobbs
Updated 10/29/2024 9 min read

Jesse Livermore is one of the most famous traders in stock market history, often referred to as a pioneer of day trading. He’s best known for his ability to speculate on market movements during periods of extreme volatility.

His success wasn’t just about timing; it came from deep knowledge of market psychology and a strict focus on trading principles, much like what I teach in my 7-step pennystocking framework.

This article discusses Jesse Livermore’s legendary trading strategies and how speculative short selling made him a fortune during historic market crashes.

I’ll answer the following questions:

  1. Who is Jesse Livermore?
  2. Is Jesse Livermore legit or a scam?
  3. What trading strategy is Jesse Livermore famous for?
  4. How did Jesse Livermore get started in trading?
  5. What were Jesse Livermore’s early trading successes?
  6. Which stock picks would likely be on Jesse Livermore’s watchlist?
  7. What was Jesse Livermore’s net worth?
  8. Does Jesse Livermore offer a course?

Let’s get to the content!

Who Is Jesse Livermore?

Livermore started his trading career in the late 19th century and gained fame by making significant profits during major market crashes. His approach to speculation helped shape modern trading strategies, especially when it comes to taking advantage of panic-driven markets.

Is Jesse Livermore Legit or a Scam?

Jesse Livermore was definitely legit, but his story also serves as a cautionary tale about the dangers of wealth fluctuations in trading. At his peak, Livermore was worth around $100 million, equivalent to billions in today’s dollars. However, his net worth fluctuated wildly, and he eventually lost it all.

This isn’t uncommon in trading—riding high during market speculation only to face significant losses if risk management is ignored. Livermore’s story is a reminder that even the best traders must stay disciplined and stick to their trading principles.

Many traders today see Livermore as a hero, while others view him as a symbol of reckless speculation. He wasn’t a scam, but his career highlights why traders must employ proper risk management. Even though he was a genius in short-selling and speculation, neglecting the fundamentals can lead to disaster.

Every successful trader must know how to manage risk. Have you mastered this concept? This video shows you how:

What Trading Strategy Is Jesse Livermore Famous For?

Jesse Livermore is famous for speculative short selling, particularly during times of economic instability. He made a fortune by shorting overvalued stocks during the 1907 Panic and the 1929 stock market crash.

Livermore’s ability to read market trends and recognize when stocks were overextended led him to short the market at just the right times, turning volatility into profits. Livermore would not risk more than 10% of his capital on any single trade.

When you’re shorting stocks or betting against a bubble, you must properly manage your risk. Livermore’s strategy of never over-leveraging on one position mirrors my own teachings on position sizing. This concept is universal across all forms of trading—whether you’re shorting a market crash or buying into a penny stock supernova.

Speculative Short Selling

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Livermore’s most notable strategy was speculative short selling, where he would bet against overvalued stocks or markets, particularly during times of economic instability. He famously made a fortune by shorting the market during the 1907 and 1929 stock market crashes.

In addition to speculative short selling, Jesse Livermore’s success was also driven by his disciplined approach to timing the market. He was known for waiting patiently for the perfect opportunity to enter and exit trades, a method that modern traders can learn from.

Livermore was a master at identifying when the market was overbought or oversold, using technical analysis and market psychology to inform his decisions.

If you’re interested in other traders who excel in timing the markets, check my article on Richard Dennis’s strategy for more insights.

How Did Jesse Livermore Get Started?

Jesse Livermore got started in trading when he was just 14 years old, working as a chalk boy in a stock brokerage office. By watching price movements on the ticker tape, he began to spot patterns, leading him to start making small trades.

His early success gave him the confidence to go all-in on market speculation, eventually moving beyond small-time trades to larger, more complex positions in stocks and commodities.

The early days of any trader’s career are full of lessons. Livermore’s ability to spot price patterns early on gave him the foundation to later succeed. That’s why I stress the importance of studying charts, learning technical patterns, and understanding the psychology behind price moves—just like I do in my 7-step pennystocking framework.

What Are the Early Trading Successes of Jesse Livermore?

Jesse Livermore’s early trading success came from noticing price patterns that others missed. His first big win came when he turned $5 into $1,000 by betting on short-term stock price movements.

Jesse Livermore’s  early recognition of market speculation led him to double down on his trading strategies, allowing him to capitalize on opportunities that most traders ignored.

Livermore’s early trading success wasn’t just about spotting patterns; he also had an innate understanding of human psychology. His ability to anticipate market reactions to news and events played a crucial role in his early triumphs.

His early wins teach traders the importance of developing a comprehensive understanding of both market mechanics and investor behavior.

For a more contemporary example of a trader with sharp market insights, take a look at my article on Steve Cohen’s trading career and how he became a hedge fund legend.

Which Stock Picks Are on Jesse Livermore’s Watchlist?

While there isn’t an exact record of Jesse Livermore’s watchlist, his focus was always on speculative, high-volatility stocks that could be shorted during periods of market hype.

Livermore thrived on watching bubbles form and burst. Much like today’s penny stock traders, he looked for stocks experiencing massive upward trends and prepared to short them when the momentum shifted.

Modern traders can apply Livermore’s principles by keeping an eye on stocks with extreme price swings, whether they’re penny stocks or larger names in the market.

To apply Livermore’s trading principles you’ll also need a robust platform that allows you to screen for stocks, create charts, and apply technical indicators.

When it comes to trading platforms, StocksToTrade is first on my list. It’s a powerful day and swing trading platform that integrates with most major brokers.

I helped to design it, which means it has all the trading indicators, news sources, and stock screening capabilities that traders like me look for in a platform.

Grab your 14-day StocksToTrade trial today — it’s only $7!

What Is Jesse Livermore’s Net Worth?

Jesse Livermore’s net worth fluctuated wildly during his career, peaking at around $100 million after the 1929 stock market crash. At his height, he was one of the richest people in the world. However, his inability to maintain his wealth due to over-leveraging and poor risk management eventually left him bankrupt.

In trading, it’s not just about making money, but about keeping it. Livermore’s story emphasizes the need for disciplined risk management. No matter how much you make, it only takes one bad trade to lose it all.

Trading isn’t rocket science. It’s a skill you build and work on like any other. Trading has changed my life, and I think this way of life should be open to more people…

I’ve built my Trading Challenge to pass on the things I had to learn for myself. It’s the kind of community that I wish I had when I was starting out.

We don’t accept everyone. If you’re up for the challenge — I want to hear from you.

Apply to the Trading Challenge here.

Trading is a battlefield. The more knowledge you have, the better prepared you’ll be.

Is risk management part of your trading toolkit? Write “I’ll keep it simple Tim!” in the comments if you picked up on my trading philosophy!

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FAQs About Jesse Livermore

How Old Is Jesse Livermore?

Jesse Livermore was born on July 26, 1877, and passed away in 1940. He was 63 years old when he died. His life spanned some of the most turbulent times in financial history, from the Gilded Age to the Great Depression. During that time, he became both a legend and a cautionary tale.

Does Jesse Livermore Have a Blog or Website?

No, Jesse Livermore doesn’t have a blog or website. His trading career ended long before the internet era. However, his insights on market speculation are widely available in books like “Reminiscences of a Stock Operator,” a classic that many traders still study today for its psychological insights into market behavior. (As an Amazon Associate, we earn from qualifying purchases.)

Does Jesse Livermore Have a TikTok, YouTube, or IG account?

Obviously, Jesse Livermore doesn’t have a TikTok, YouTube, or Instagram account, as he lived in a different era. But today there are plenty of online resources and channels that break down his trading strategies.

Does Jesse Livermore Offer a Course?

Jesse Livermore never offered a formal trading course, but his principles are embedded in many modern trading strategies. His focus on risk management, market psychology, and speculation form the basis of what many successful traders, including myself, teach today.


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* Results are not typical and will vary from person to person. Making money trading stocks takes time, dedication, and hard work. There are inherent risks involved with investing in the stock market, including the loss of your investment. Past performance in the market is not indicative of future results. Any investment is at your own risk. See Terms of Service here

The available research on day trading suggests that most active traders lose money. Fees and overtrading are major contributors to these losses.

A 2000 study called “Trading is Hazardous to Your Wealth: The Common Stock Investment Performance of Individual Investors” evaluated 66,465 U.S. households that held stocks from 1991 to 1996. The households that traded most averaged an 11.4% annual return during a period where the overall market gained 17.9%. These lower returns were attributed to overconfidence.

A 2014 paper (revised 2019) titled “Learning Fast or Slow?” analyzed the complete transaction history of the Taiwan Stock Exchange between 1992 and 2006. It looked at the ongoing performance of day traders in this sample, and found that 97% of day traders can expect to lose money from trading, and more than 90% of all day trading volume can be traced to investors who predictably lose money. Additionally, it tied the behavior of gamblers and drivers who get more speeding tickets to overtrading, and cited studies showing that legalized gambling has an inverse effect on trading volume.

A 2019 research study (revised 2020) called “Day Trading for a Living?” observed 19,646 Brazilian futures contract traders who started day trading from 2013 to 2015, and recorded two years of their trading activity. The study authors found that 97% of traders with more than 300 days actively trading lost money, and only 1.1% earned more than the Brazilian minimum wage ($16 USD per day). They hypothesized that the greater returns shown in previous studies did not differentiate between frequent day traders and those who traded rarely, and that more frequent trading activity decreases the chance of profitability.

These studies show the wide variance of the available data on day trading profitability. One thing that seems clear from the research is that most day traders lose money .

Millionaire Media 66 W Flagler St. Ste. 900 Miami, FL 33130 United States (888) 878-3621 This is for information purposes only as Millionaire Media LLC nor Timothy Sykes is registered as a securities broker-dealer or an investment adviser. No information herein is intended as securities brokerage, investment, tax, accounting or legal advice, as an offer or solicitation of an offer to sell or buy, or as an endorsement, recommendation or sponsorship of any company, security or fund. Millionaire Media LLC and Timothy Sykes cannot and does not assess, verify or guarantee the adequacy, accuracy or completeness of any information, the suitability or profitability of any particular investment, or the potential value of any investment or informational source. The reader bears responsibility for his/her own investment research and decisions, should seek the advice of a qualified securities professional before making any investment, and investigate and fully understand any and all risks before investing. Millionaire Media LLC and Timothy Sykes in no way warrants the solvency, financial condition, or investment advisability of any of the securities mentioned in communications or websites. In addition, Millionaire Media LLC and Timothy Sykes accepts no liability whatsoever for any direct or consequential loss arising from any use of this information. This information is not intended to be used as the sole basis of any investment decision, nor should it be construed as advice designed to meet the investment needs of any particular investor. Past performance is not necessarily indicative of future returns.

Citations for Disclaimer

Barber, Brad M. and Odean, Terrance, Trading is Hazardous to Your Wealth: The Common Stock Investment Performance of Individual Investors. Available at SSRN: “Day Trading for a Living?”

Barber, Brad M. and Lee, Yi-Tsung and Liu, Yu-Jane and Odean, Terrance and Zhang, Ke, Learning Fast or Slow? (May 28, 2019). Forthcoming: Review of Asset Pricing Studies, Available at SSRN: “https://ssrn.com/abstract=2535636”

Chague, Fernando and De-Losso, Rodrigo and Giovannetti, Bruno, Day Trading for a Living? (June 11, 2020). Available at SSRN: “https://ssrn.com/abstract=3423101”