The Rollercoaster Life of Jesse Livermore: A True Pioneer of Stock Market Trading

Andreas Jäger
3 min readDec 4, 2023

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Ah, the allure of Wall Street! The glitz, the glamour, the highs, and the devastating lows. Today, let’s dive deep into the life of a man who experienced it all — Jesse Livermore. A man of many names — the Boy Plunger, the Great Bear of Wall Street, the Lone Wolf of Wall Street. But for those who knew him, he was simply J.L.

Chapter 1: Finding One’s Passion

Born in 1877 in rural Massachusetts, Livermore was a prodigious talent from a young age. By 15, he was trading in Boston’s bucket shops, and by 30, he had made a million dollars in a single day during the 1907 Wall Street panic. But it wasn’t all smooth sailing. He went broke multiple times, learning valuable lessons along the way.

Chapter 2: Learning from Mistakes

Livermore’s early days in New York were marked by losses. But he was a quick learner. He realized the importance of patience, cutting losses, and letting profits run. By the time the 1907 Bankers’ Panic hit, Livermore was ready. He made over $1 million in one day, earning the respect of Wall Street giants like J.P. Morgan.

Chapter 3: King for a Day

The 1920s saw Livermore’s wealth grow exponentially. He lived the high life, with luxury homes, yachts, and a penchant for beautiful women. But as the saying goes, “Pride comes before a fall.”

Chapter 4: The Rollercoaster

Despite his successes, Livermore’s personal life was tumultuous. Multiple marriages, affairs, and family tragedies took a toll on his mental health. His trading skills deteriorated, and by 1934, he was bankrupt again.

Chapter 5: The $100,000,000 Man

In the late 1920s, Livermore saw the stock market bubble for what it was. He shorted the market, making a staggering $100 million during the 1929 crash. But the subsequent Great Depression and personal tragedies saw him lose it all.

Chapter 6: Endgame

Livermore’s final years were marked by depression and despair. In 1940, he took his own life, leaving behind a legacy of incredible highs and devastating lows.

Conclusion

Jesse Livermore’s life is a testament to the fact that success in the stock market requires more than just skill. It requires mental fortitude, a strong support system, and the ability to learn from one’s mistakes. His story serves as a cautionary tale for all investors, reminding us of the importance of balance in all aspects of life.

Glossary of Financial Terms:

  1. Bucket Shops: An establishment where bets on stock price movements can be placed, without actually buying or selling the stock.
  2. Short Selling: Selling stocks that you do not own, with the hope of buying them back at a lower price.
  3. Bankers’ Panic of 1907: A financial crisis that took place in the U.S. when the New York Stock Exchange fell close to 50% from its peak the previous year.
  4. Swing Trader: A trader who tries to capture gains in a stock within a few days to several weeks.
  5. Leverage: The use of borrowed money to increase the potential return of an investment.

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Andreas Jäger

Financial Adviser of Rabenherz Productions LLC. Sometimes with a twist of legal support and a sprinkle of world politics.