Jesse Livermore’s 21 Trading Rules: Secrets of a Wall Street Legend Who Was Once America’s Top Stock Trader

Investing

In this video, I’m going to reveal Jesse Livermore’s 21 Trading Rules:

Jesse Livermore was one of Wall Street’s most legendary stock traders. Known as the ‘Boy Plunger’ and the man who famously shorted the market during the 1929 crash, Livermore’s story is a rollercoaster of astronomical success, devastating losses, and timeless lessons for traders.

Livermore was a self-taught trading prodigy who made – and lost – fortunes during some of the most volatile times in market history. Most famously, he made $100 million shorting the market during the 1929 crash. At his peak, Jesse Livermore was worth what would equate to $1.5 billion today. What makes him even more legendary is that Livermore traded on his own, using his own funds, his own system, and not trading anyone else’s capital. Livermore started trading at the age of 14, making his first profit of $3.12 at the age of 15 and $1,000 later at that same age. At age 20, he made $10,000, and then the rest is history…

Now let’s get into Jesse Livermore’s 21 trading rules. These aren’t just rules – they’re a blueprint for navigating the unpredictable world of the stock market. And make sure you listen until the end, because I’ll also share with you Jesse Livermore’s little-known book – published close to 100 years ago – and available again now.

Jesse Livermore’s 21 Trading Rules

Rule #1: Nothing new ever occurs in the business of speculating or investing in securities and commodities.

Rule #2: Money cannot consistently be made trading every day or every week during the year.

Rule #3: Don’t trust your own opinion and back your judgment until the action of the market itself confirms your opinion.

Rule #4: Markets are never wrong – opinions often are.

Rule #5: The real money made in speculating has been in commitments showing in profit right from the start.

Rule #6: As long as a stock is acting right, and the market is right, do not be in a hurry to take profits.

Rule #7: One should never permit speculative ventures to run into investments.

Rule #8: The money lost by speculation alone is small compared with the gigantic sums lost by so-called investors who have let their investments ride.

Rule #9: Never buy a stock because it has had a big decline from its previous high.

Rule #10: Never sell a stock because it seems high-priced.

Rule #11: Become a buyer as soon as a stock makes a new high on its movement after having had a normal reaction.

Rule #12: Never average losses.

Rule #13: The human side of every person is the greatest enemy of the average investor or speculator.

Rule #14: Wishful thinking must be banished.

Rule #15: Big movements take time to develop.

Rule #16: It is not good to be too curious about all the reasons behind price movements.

Rule #17: It is much easier to watch a few than many.

Rule #18: If you cannot make money out of the leading active issues, you are not going to make money out of the stock market as a whole.

Rule #19: The leaders of today may not be the leaders of two years from now.

Rule #20: Do not become completely bearish or bullish on the whole market because one stock in some particular group has plainly reversed its course from the general trend.

Rule #21: Few people ever make money on tips. Beware of inside information. If there was easy money lying around, no one would be forcing it into your pocket.

And there you have it – Jesse Livermore’s 21 trading rules, each one offering a wealth of wisdom that still holds true today. From managing your emotions to staying disciplined, these rules go beyond just trading strategies – they’re about developing a mindset for long-term success.

But remember, Livermore’s life was also a cautionary tale. Even with all his knowledge, he struggled with the emotional and psychological pressures of trading, which ultimately led to his tragic death. Let his lessons guide you, but also remember the importance of balance and mental health in your own journey.

Like I mentioned earlier, it’s not very well known, but Jesse Livermore is the author of a book called “How to Trade in Stocks“, published in 1940 – almost 100 years ago.

Powering The Oil Patch: Enterprise Group $E (Interview with Co-Founder & President Des O’Kell)

Capital Compounders Show

Enjoy the interview! 🍿👇 In this conversation, Des O’Kell, president and co-founder of Enterprise Group, discusses the resilience and strategies of his company in the cyclical oil and gas industry. He reflects on the challenges faced during downturns, particularly from 2014 to 2021, and how the company managed to remain cashflow positive. Des highlights the shift towards natural gas power systems, the importance of innovation, and the potential for growth in adjacent industries like mining. He also addresses the impact of global markets on Canadian energy and the company’s strategic planning for future growth, including acquisitions and market positioning. Finally, he shares insights into the governance of Enterprise Group and the expertise of its board members.

Disclosure: Enterprise Group ($E) – No

DISCLAIMER: This content is for informational purposes only, and should not be construed as offering of investment advice or stock recommendations. This content is based on the author’s independent analysis and research and does not guarantee the information’s accuracy or completeness. The information contained in this video is subject to change without notice, and the author assumes no responsibility to update the information contained in this video. All information contained herein this video should be independently verified with the sources and companies mentioned. The author is not responsible for errors or omissions. The author does not purport to tell or suggest which investment securities viewers should buy or sell for themselves. Those viewers seeking direct investment advice should consult a qualified, registered, investment professional. The author is not a professional or financial advisor, and does not provide financial advice. Viewers are advised to conduct their own due diligence prior to considering buying or selling any stock. The author will not be liable for any loss or damage caused by a viewer’s reliance on information obtained in any of this content. It’s important to understand that investing involves risk, including loss of principal. The author is not engaged in any investor relations agreements with any of the publicly traded companies mentioned. The author does not receive compensation of any kind from any publicly traded companies that are mentioned in any of this content. The author has acquired and may trade shares of some of the companies mentioned through open market transactions and for investment purposes only. Refer to the “author’s ownership disclosure” where applicable. There may be affiliate links to Amazon, and other companies in which the author is compensated if any of the affiliate products are purchased from Amazon.ca/.com or any other companies.

A Conversation with Francois Rochon (Giverny Capital)

Capital Compounders Show

Enjoy the interview! 🍿👇 In this conversation, Robin Speziale interviews Francois Rochon, the founder and CEO of Giverny Capital, who shares insights into his investment philosophy, the importance of art in his life, and the dynamics of the current market. Francois discusses his long-term track record, the significance of being fully invested, and the challenges of navigating market drawdowns. He emphasizes the need for prudent valuation, the role of management quality, and the lessons learned from mistakes. The discussion also touches on the Canadian market, and the importance of continuous learning.

DISCLAIMER: This content is for informational purposes only, and should not be construed as offering of investment advice or stock recommendations. This content is based on the author’s independent analysis and research and does not guarantee the information’s accuracy or completeness. The information contained in this video is subject to change without notice, and the author assumes no responsibility to update the information contained in this video. All information contained herein this video should be independently verified with the sources and companies mentioned. The author is not responsible for errors or omissions. The author does not purport to tell or suggest which investment securities viewers should buy or sell for themselves. Those viewers seeking direct investment advice should consult a qualified, registered, investment professional. The author is not a professional or financial advisor, and does not provide financial advice. Viewers are advised to conduct their own due diligence prior to considering buying or selling any stock. The author will not be liable for any loss or damage caused by a viewer’s reliance on information obtained in any of this content. It’s important to understand that investing involves risk, including loss of principal. The author is not engaged in any investor relations agreements with any of the publicly traded companies mentioned. The author does not receive compensation of any kind from any publicly traded companies that are mentioned in any of this content. The author has acquired and may trade shares of some of the companies mentioned through open market transactions and for investment purposes only. Refer to the “author’s ownership disclosure” where applicable. There may be affiliate links to Amazon, and other companies in which the author is compensated if any of the affiliate products are purchased from Amazon.ca/.com or any other companies.

Disclaimers (Giverny Capital):

Returns Rochon Global Portfolio

The Rochon Global portfolio is a private group of personal and family accounts managed by François Rochon, the president of Giverny Capital Inc. (GCI). The Rochon Global portfolio has existed since 1993, that is seven years before the registration of GCI as portfolio manager with the AMF. Although the Rochon Global portfolio serves as a model for GCI’s clients, clients’ portfolio returns can vary. The Rochon Global portfolio returns indicated include trading commissions and dividends but do not include management fees. Portfolio returns of the Rochon Global portfolio have been generated in a different environment than GCI’s clients and this environment is considered controlled. For example, cash deposits and withdrawals can increase the returns of the Rochon Global portfolio. Thus, the portfolio returns of the Rochon Global portfolio are often higher than the returns realized by clients of GCI.  Past performance is no guarantee of future results.

Forward-looking information

Some information set forth in this interview is forward-looking and involves uncertainties and other known and unknown factors that may cause actual results or events to differ materially from those anticipated. The assumptions made and the expectations represented are believed to be reasonable at the time they are made, but there can be no assurance that the forward-looking information will prove to be accurate. Actual results or events may differ materially from those expressed or implied in the forward-looking information. The interviewee undertakes no obligation to publicly update or revise forward-looking statements and information contained in this interview.

Best Stocks for 2025: A Conversation with Jason Donville

Capital Compounders Show

Enjoy the interview! 🍿👇 In this engaging conversation, Jason Donville shares insights into his successful investment strategies, his artistic pursuits, and the importance of storytelling in both finance and creative endeavors. He discusses his early investment discoveries, the significance of high return on equity, and the role of CEOs in driving company growth. The conversation also touches on the current state of the small cap market, the impact of AI on business, and advice for do-it-yourself investors looking to build wealth over time.

DISCLAIMER: This content is for informational purposes only, and should not be construed as offering of investment advice or stock recommendations. This content is based on the author’s independent analysis and research and does not guarantee the information’s accuracy or completeness. The information contained in this video is subject to change without notice, and the author assumes no responsibility to update the information contained in this video. All information contained herein this video should be independently verified with the sources and companies mentioned. The author is not responsible for errors or omissions. The author does not purport to tell or suggest which investment securities viewers should buy or sell for themselves. Those viewers seeking direct investment advice should consult a qualified, registered, investment professional. The author is not a professional or financial advisor, and does not provide financial advice. Viewers are advised to conduct their own due diligence prior to considering buying or selling any stock. The author will not be liable for any loss or damage caused by a viewer’s reliance on information obtained in any of this content. It’s important to understand that investing involves risk, including loss of principal. The author is not engaged in any investor relations agreements with any of the publicly traded companies mentioned. The author does not receive compensation of any kind from any publicly traded companies that are mentioned in any of this content. The author has acquired and may trade shares of some of the companies mentioned through open market transactions and for investment purposes only. Refer to the “author’s ownership disclosure” where applicable. There may be affiliate links to Amazon, and other companies in which the author is compensated if any of the affiliate products are purchased from Amazon.ca/.com or any other companies.

Best Stocks for 2025: A Conversation with Martin Braun & Veeral Khatri

Capital Compounders Show

Enjoy the interview! 🍿👇 In this conversation, Robin Speziale interviews Martin Braun and Veeral Khatri from the JC Clark Opportunity Fund. They discuss the fund’s impressive 25-year track record, its evolution from a value-focused strategy to a growth-oriented approach, and the importance of identifying overlooked Canadian small to mid-cap companies. The discussion also covers the challenges of the current market environment, the significance of management evaluation, and the role of AI in investment research. The guests share insights on their recent stock selections, market outlook for 2025, and common pitfalls for DIY investors.

DISCLAIMER: This content is for informational purposes only, and should not be construed as offering of investment advice or stock recommendations. This content is based on the author’s independent analysis and research and does not guarantee the information’s accuracy or completeness. The information contained in this video is subject to change without notice, and the author assumes no responsibility to update the information contained in this video. All information contained herein this video should be independently verified with the sources and companies mentioned. The author is not responsible for errors or omissions. The author does not purport to tell or suggest which investment securities viewers should buy or sell for themselves. Those viewers seeking direct investment advice should consult a qualified, registered, investment professional. The author is not a professional or financial advisor, and does not provide financial advice. Viewers are advised to conduct their own due diligence prior to considering buying or selling any stock. The author will not be liable for any loss or damage caused by a viewer’s reliance on information obtained in any of this content. It’s important to understand that investing involves risk, including loss of principal. The author is not engaged in any investor relations agreements with any of the publicly traded companies mentioned. The author does not receive compensation of any kind from any publicly traded companies that are mentioned in any of this content. The author has acquired and may trade shares of some of the companies mentioned through open market transactions and for investment purposes only. Refer to the “author’s ownership disclosure” where applicable. There may be affiliate links to Amazon, and other companies in which the author is compensated if any of the affiliate products are purchased from Amazon.ca/.com or any other companies.

Best Stocks for 2025: A Conversation with Paul Andreola

Capital Compounders Show

Enjoy the interview! 🍿👇 In this engaging conversation, Paul Andreola, CEO of NameSilo Tech and Small Cap Discoveries, shares his insights on microcap investing, innovative technologies in the wheelchair industry, and his unique journey from carpentry to becoming a successful investor. He discusses the importance of growth versus profitability, the discovery process in microcap investing, and the dynamics of institutional investors in the market. Paul also highlights his investment strategies, the significance of shareholder quality, and the outlook for 2025, emphasizing the potential of undervalued companies in the Canadian market.

DISCLAIMER: This content is for informational purposes only, and should not be construed as offering of investment advice or stock recommendations. This content is based on the author’s independent analysis and research and does not guarantee the information’s accuracy or completeness. The information contained in this video is subject to change without notice, and the author assumes no responsibility to update the information contained in this video. All information contained herein this video should be independently verified with the sources and companies mentioned. The author is not responsible for errors or omissions. The author does not purport to tell or suggest which investment securities viewers should buy or sell for themselves. Those viewers seeking direct investment advice should consult a qualified, registered, investment professional. The author is not a professional or financial advisor, and does not provide financial advice. Viewers are advised to conduct their own due diligence prior to considering buying or selling any stock. The author will not be liable for any loss or damage caused by a viewer’s reliance on information obtained in any of this content. It’s important to understand that investing involves risk, including loss of principal. The author is not engaged in any investor relations agreements with any of the publicly traded companies mentioned. The author does not receive compensation of any kind from any publicly traded companies that are mentioned in any of this content. The author has acquired and may trade shares of some of the companies mentioned through open market transactions and for investment purposes only. Refer to the “author’s ownership disclosure” where applicable. There may be affiliate links to Amazon, and other companies in which the author is compensated if any of the affiliate products are purchased from Amazon.ca/.com or any other companies.

Warren Buffett’s First $100 Million: A New Investigation Into The Decades When Warren Buffett Earned His Best Returns

Capital Compounders Show

Enjoy the episode! 🍿👇 In this conversation, Robin Speziale interviews Brett Garner, author of ‘Buffett’s Early Investments.’ They discuss Buffett’s investment strategies, the research process behind the book, and the significant lessons learned from Buffett’s early investments. The conversation delves into specific case studies, including Philadelphia and Reading, American Express, and Disney, while also exploring Buffett’s evolution as an investor and his partnership with Charlie Munger.

DISCLAIMER: This content is for informational purposes only, and should not be construed as offering of investment advice or stock recommendations. This content is based on the author’s independent analysis and research and does not guarantee the information’s accuracy or completeness. The information contained in this video is subject to change without notice, and the author assumes no responsibility to update the information contained in this video. All information contained herein this video should be independently verified with the sources and companies mentioned. The author is not responsible for errors or omissions. The author does not purport to tell or suggest which investment securities viewers should buy or sell for themselves. Those viewers seeking direct investment advice should consult a qualified, registered, investment professional. The author is not a professional or financial advisor, and does not provide financial advice. Viewers are advised to conduct their own due diligence prior to considering buying or selling any stock. The author will not be liable for any loss or damage caused by a viewer’s reliance on information obtained in any of this content. It’s important to understand that investing involves risk, including loss of principal. The author is not engaged in any investor relations agreements with any of the publicly traded companies mentioned. The author does not receive compensation of any kind from any publicly traded companies that are mentioned in any of this content. The author has acquired and may trade shares of some of the companies mentioned through open market transactions and for investment purposes only. Refer to the “author’s ownership disclosure” where applicable. There may be affiliate links to Amazon, and other companies in which the author is compensated if any of the affiliate products are purchased from Amazon.ca/.com or any other companies.

Home Care Serial Acquirer: Nova Leap Health $NLH (Interview with Founder & CEO Chris Dobbin)

Capital Compounders Show

Enjoy the interview! 🍿👇 In this conversation, Chris Dobbin, founder and CEO of Nova Leap Health, shares his journey from a traditional finance background to establishing a successful home healthcare company. He discusses the inspiration behind Nova Leap, the challenges and strategies involved in acquiring home healthcare businesses, and the importance of understanding the market dynamics. Chris elaborates on the company’s growth trajectory, including their expansion into the U.S. market, the evaluation of acquisition targets, and the ongoing challenges of organic growth. He also touches on the significance of branding and the potential opportunities in the Florida market, emphasizing the company’s commitment to providing quality care while navigating the complexities of the healthcare industry.

Ownership Disclosure: Nova Leap Health ($NLH) – No

DISCLAIMER: This content is for informational purposes only, and should not be construed as offering of investment advice or stock recommendations. This content is based on the author’s independent analysis and research and does not guarantee the information’s accuracy or completeness. The information contained in this video is subject to change without notice, and the author assumes no responsibility to update the information contained in this video. All information contained herein this video should be independently verified with the sources and companies mentioned. The author is not responsible for errors or omissions. The author does not purport to tell or suggest which investment securities viewers should buy or sell for themselves. Those viewers seeking direct investment advice should consult a qualified, registered, investment professional. The author is not a professional or financial advisor, and does not provide financial advice. Viewers are advised to conduct their own due diligence prior to considering buying or selling any stock. The author will not be liable for any loss or damage caused by a viewer’s reliance on information obtained in any of this content. It’s important to understand that investing involves risk, including loss of principal. The author is not engaged in any investor relations agreements with any of the publicly traded companies mentioned. The author does not receive compensation of any kind from any publicly traded companies that are mentioned in any of this content. The author has acquired and may trade shares of some of the companies mentioned through open market transactions and for investment purposes only. Refer to the “author’s ownership disclosure” where applicable. There may be affiliate links to Amazon, and other companies in which the author is compensated if any of the affiliate products are purchased from Amazon.ca/.com or any other companies.

Secret Mortgage Hacks (How to Pay Off Your Mortgage Faster): Interview with Mortgage Broker Sean Cooper

Capital Compounders Show

Enjoy the interview! 🍿👇 In this conversation, Sean Cooper, a mortgage broker, shares his journey of paying off his mortgage in just over three years and discusses various strategies for home buyers in Canada. He highlights the importance of understanding mortgage types, the current challenges in the real estate market, and the role of mortgage brokers compared to banks. Sean also provides insights into government incentives for first-time home buyers and offers practical advice for navigating the mortgage landscape.

DISCLAIMER: This content is for informational purposes only, and should not be construed as offering of investment advice or stock recommendations. This content is based on the author’s independent analysis and research and does not guarantee the information’s accuracy or completeness. The information contained in this video is subject to change without notice, and the author assumes no responsibility to update the information contained in this video. All information contained herein this video should be independently verified with the sources and companies mentioned. The author is not responsible for errors or omissions. The author does not purport to tell or suggest which investment securities viewers should buy or sell for themselves. Those viewers seeking direct investment advice should consult a qualified, registered, investment professional. The author is not a professional or financial advisor, and does not provide financial advice. Viewers are advised to conduct their own due diligence prior to considering buying or selling any stock. The author will not be liable for any loss or damage caused by a viewer’s reliance on information obtained in any of this content. It’s important to understand that investing involves risk, including loss of principal. The author is not engaged in any investor relations agreements with any of the publicly traded companies mentioned. The author does not receive compensation of any kind from any publicly traded companies that are mentioned in any of this content. The author has acquired and may trade shares of some of the companies mentioned through open market transactions and for investment purposes only. Refer to the “author’s ownership disclosure” where applicable. There may be affiliate links to Amazon, and other companies in which the author is compensated if any of the affiliate products are purchased from Amazon.ca/.com or any other companies.

Best Stocks for 2025: A Conversation with Iain Butler of Motley Fool Canada

Capital Compounders Show

Enjoy the interview! 🍿👇 In this conversation, Iain Butler, Chief Investment Advisor for Motley Fool Canada, discusses the growth of the company, particularly during the pandemic, and shares insights on investment strategies, market trends, and stock picks for 2025. He emphasizes the importance of long-term investing, the role of content creation in attracting subscribers, and the potential of microcap stocks. Iain also reflects on the impact of technology, including Gen AI, on the investment landscape and the future of Motley Fool Canada.

DISCLAIMER: This content is for informational purposes only, and should not be construed as offering of investment advice or stock recommendations. This content is based on the author’s independent analysis and research and does not guarantee the information’s accuracy or completeness. The information contained in this video is subject to change without notice, and the author assumes no responsibility to update the information contained in this video. All information contained herein this video should be independently verified with the sources and companies mentioned. The author is not responsible for errors or omissions. The author does not purport to tell or suggest which investment securities viewers should buy or sell for themselves. Those viewers seeking direct investment advice should consult a qualified, registered, investment professional. The author is not a professional or financial advisor, and does not provide financial advice. Viewers are advised to conduct their own due diligence prior to considering buying or selling any stock. The author will not be liable for any loss or damage caused by a viewer’s reliance on information obtained in any of this content. It’s important to understand that investing involves risk, including loss of principal. The author is not engaged in any investor relations agreements with any of the publicly traded companies mentioned. The author does not receive compensation of any kind from any publicly traded companies that are mentioned in any of this content. The author has acquired and may trade shares of some of the companies mentioned through open market transactions and for investment purposes only. Refer to the “author’s ownership disclosure” where applicable. There may be affiliate links to Amazon, and other companies in which the author is compensated if any of the affiliate products are purchased from Amazon.ca/.com or any other companies.