What the Man Who Shorted the 1929 Crash Knew

David Mitchell • September 5, 2022

“The sittin’ and the waitin’ is important. You have to sit and wait for all factors to come together to merge into the perfect play.” -Jesse Livermore


One of the most important traits of a great trader is patience.  You have to know how to sit on your hands and wait.


It takes patience to not be in the market all the time. It takes patience to wait for a great play.


And if you
don’t have the patience to wait for a great play, you’ll reach for a mediocre play. (And you really don’t want to do that.)


Jesse Livermore knows something about waiting.


He predicted the crash of 1929. As a matter of fact
he made $100,000,000 in one day (that’s about 1.7 billion dollars today) shorting stocks right before the crash.


What did Jesse Livermore know that other traders didn’t?
That’s what today’s episode is all about. 


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By David Mitchell November 24, 2025
The long-term investing industry hasn’t really changed that much in the last 50 years as far as their message goes: ”Don’t worry about bear market crashes, just stay the course…” Many people argue that the average person on the street would be way better off if they just bought the S&P 500 and held it rather than trying to buy and sell individual stocks themselves. Well, that may be absolutely true if you have zero trading skillsets. But if you do have the kind of trading skillsets that TRADEway teaches, then the old line philosophy of buy and hold isn’t the best strategy for you. In today’s episode we’re talking about some common myths that buy-and-hold-ers propagate. Let’s get into this important discussion… 
By David Mitchell November 24, 2025
The long-term investing industry hasn’t really changed that much in the last 50 years as far as their message goes: ”Don’t worry about bear market crashes, just stay the course…” Many people argue that the average person on the street would be way better off if they just bought the S&P 500 and held it rather than trying to buy and sell individual stocks themselves. Well, that may be absolutely true if you have zero trading skillsets. But if you do have the kind of trading skillsets that TRADEway teaches, then the old line philosophy of buy and hold isn’t the best strategy for you. In today’s episode we’re talking about some common myths that buy-and-hold-ers propagate. Let’s get into this important discussion…
By Dave Huber November 10, 2025
We all know that feeling… A trade is going well and you’re feeling elated anticipating taking profits. And then out of seemingly nowhere, it tanks. Man, it’s frustrating! And if this has happened to you–maybe once, maybe many times–just know, you’re not alone. You might be wondering, why did this happen? It turns out there are three common reasons why trades stop working. Once you learn these three reasons it will be easier for you to analyze your past trades and figure out what went wrong. But more importantly, once you learn these three reasons why trades stop working, you’ll be better able to prevent a trade from going south in the first place, because you’ll start to recognize the warning signs. So let’s dive in. Here are three most common reasons why people’s trades stop working.
By Dave Huber November 10, 2025
We all know that feeling… A trade is going well and you’re feeling elated anticipating taking profits. And then out of seemingly nowhere, it tanks. Man, it’s frustrating! And if this has happened to you–maybe once, maybe many times–just know, you’re not alone. You might be wondering, why did this happen? It turns out there are three common reasons why trades stop working. Once you learn these three reasons it will be easier for you to analyze your past trades and figure out what went wrong. But more importantly, once you learn these three reasons why trades stop working, you’ll be better able to prevent a trade from going south in the first place, because you’ll start to recognize the warning signs. So let’s dive in. Here are three most common reasons why people’s trades stop working.
By Dave Huber October 27, 2025
Can you imagine what it would feel like to be steadily improving your trading week after week, month after month? Consistently improving your trading over time isn’t rocket science, but it sure can feel that way–especially if your profits have been inconsistent so far. Today, I’m sharing three simple ideas you can use to improve your trading. If getting to a place where you’re seeing consistent profits is something that’s been on your mind for a while, then be sure to listen to today’s episode all the way through because I think you’ll be surprised at just how simple improving your trading can really be.
By Dave Huber October 27, 2025
Can you imagine what it would feel like to be steadily improving your trading week after week, month after month? Consistently improving your trading over time isn’t rocket science, but it sure can feel that way–especially if your profits have been inconsistent so far. Today, I’m sharing three simple ideas you can use to improve your trading. If getting to a place where you’re seeing consistent profits is something that’s been on your mind for a while, then be sure to listen to today’s episode all the way through because I think you’ll be surprised at just how simple improving your trading can really be.
By Ben Mitchell October 13, 2025
What do you do if you’re excited about learning how to trade in the stock market but your spouse has reservations? Today we’re going to be talking about how to integrate the skill set of trading into the family, and providing some suggestions about how to share your excitement for trading with your spouse. Here at TRADEway we teach families how to take advantage of one of the most dynamic markets in history, the US stock market. But you can’t incorporate something like stock trading into your household unless there is a shared mission between husband and wife. So what do you do if you want to give stock trading a try, but you’re not sure if your spouse is “all in” on it? That’s what we’re going to talk about today.
By Ben Mitchell October 13, 2025
What do you do if you’re excited about learning how to trade in the stock market but your spouse has reservations? Today we’re going to be talking about how to integrate the skill set of trading into the family, and providing some suggestions about how to share your excitement for trading with your spouse. Here at TRADEway we teach families how to take advantage of one of the most dynamic markets in history, the US stock market. But you can’t incorporate something like stock trading into your household unless there is a shared mission between husband and wife. So what do you do if you want to give stock trading a try, but you’re not sure if your spouse is “all in” on it? That’s what we’re going to talk about today.
By Ben Mitchell September 29, 2025
Today we’re going to be talking about three types of traders. Over the past 15+ years we’ve trained a lot of traders through our courses, and more recently our memberships and mentorship programs. And throughout that process we’ve noticed that at the end of the day you can reduce all the various trading styles and personalities into three main groups or types of traders. My hope is by sharing these with you, it will help you identify which group you’re in, and how to advance forward in light of that.
By Ben Mitchell September 29, 2025
Today we’re going to be talking about three types of traders. Over the past 15+ years we’ve trained a lot of traders through our courses, and more recently our memberships and mentorship programs. And throughout that process we’ve noticed that at the end of the day you can reduce all the various trading styles and personalities into three main groups or types of traders. My hope is by sharing these with you, it will help you identify which group you’re in, and how to advance forward in light of that.
Show More
By David Mitchell November 24, 2025
The long-term investing industry hasn’t really changed that much in the last 50 years as far as their message goes: ”Don’t worry about bear market crashes, just stay the course…” Many people argue that the average person on the street would be way better off if they just bought the S&P 500 and held it rather than trying to buy and sell individual stocks themselves. Well, that may be absolutely true if you have zero trading skillsets. But if you do have the kind of trading skillsets that TRADEway teaches, then the old line philosophy of buy and hold isn’t the best strategy for you. In today’s episode we’re talking about some common myths that buy-and-hold-ers propagate. Let’s get into this important discussion… 
By David Mitchell November 24, 2025
The long-term investing industry hasn’t really changed that much in the last 50 years as far as their message goes: ”Don’t worry about bear market crashes, just stay the course…” Many people argue that the average person on the street would be way better off if they just bought the S&P 500 and held it rather than trying to buy and sell individual stocks themselves. Well, that may be absolutely true if you have zero trading skillsets. But if you do have the kind of trading skillsets that TRADEway teaches, then the old line philosophy of buy and hold isn’t the best strategy for you. In today’s episode we’re talking about some common myths that buy-and-hold-ers propagate. Let’s get into this important discussion…
By Dave Huber November 10, 2025
We all know that feeling… A trade is going well and you’re feeling elated anticipating taking profits. And then out of seemingly nowhere, it tanks. Man, it’s frustrating! And if this has happened to you–maybe once, maybe many times–just know, you’re not alone. You might be wondering, why did this happen? It turns out there are three common reasons why trades stop working. Once you learn these three reasons it will be easier for you to analyze your past trades and figure out what went wrong. But more importantly, once you learn these three reasons why trades stop working, you’ll be better able to prevent a trade from going south in the first place, because you’ll start to recognize the warning signs. So let’s dive in. Here are three most common reasons why people’s trades stop working.
By Dave Huber November 10, 2025
We all know that feeling… A trade is going well and you’re feeling elated anticipating taking profits. And then out of seemingly nowhere, it tanks. Man, it’s frustrating! And if this has happened to you–maybe once, maybe many times–just know, you’re not alone. You might be wondering, why did this happen? It turns out there are three common reasons why trades stop working. Once you learn these three reasons it will be easier for you to analyze your past trades and figure out what went wrong. But more importantly, once you learn these three reasons why trades stop working, you’ll be better able to prevent a trade from going south in the first place, because you’ll start to recognize the warning signs. So let’s dive in. Here are three most common reasons why people’s trades stop working.
By Dave Huber October 27, 2025
Can you imagine what it would feel like to be steadily improving your trading week after week, month after month? Consistently improving your trading over time isn’t rocket science, but it sure can feel that way–especially if your profits have been inconsistent so far. Today, I’m sharing three simple ideas you can use to improve your trading. If getting to a place where you’re seeing consistent profits is something that’s been on your mind for a while, then be sure to listen to today’s episode all the way through because I think you’ll be surprised at just how simple improving your trading can really be.
By Dave Huber October 27, 2025
Can you imagine what it would feel like to be steadily improving your trading week after week, month after month? Consistently improving your trading over time isn’t rocket science, but it sure can feel that way–especially if your profits have been inconsistent so far. Today, I’m sharing three simple ideas you can use to improve your trading. If getting to a place where you’re seeing consistent profits is something that’s been on your mind for a while, then be sure to listen to today’s episode all the way through because I think you’ll be surprised at just how simple improving your trading can really be.
By Ben Mitchell October 13, 2025
What do you do if you’re excited about learning how to trade in the stock market but your spouse has reservations? Today we’re going to be talking about how to integrate the skill set of trading into the family, and providing some suggestions about how to share your excitement for trading with your spouse. Here at TRADEway we teach families how to take advantage of one of the most dynamic markets in history, the US stock market. But you can’t incorporate something like stock trading into your household unless there is a shared mission between husband and wife. So what do you do if you want to give stock trading a try, but you’re not sure if your spouse is “all in” on it? That’s what we’re going to talk about today.
By Ben Mitchell October 13, 2025
What do you do if you’re excited about learning how to trade in the stock market but your spouse has reservations? Today we’re going to be talking about how to integrate the skill set of trading into the family, and providing some suggestions about how to share your excitement for trading with your spouse. Here at TRADEway we teach families how to take advantage of one of the most dynamic markets in history, the US stock market. But you can’t incorporate something like stock trading into your household unless there is a shared mission between husband and wife. So what do you do if you want to give stock trading a try, but you’re not sure if your spouse is “all in” on it? That’s what we’re going to talk about today.
By Ben Mitchell September 29, 2025
Today we’re going to be talking about three types of traders. Over the past 15+ years we’ve trained a lot of traders through our courses, and more recently our memberships and mentorship programs. And throughout that process we’ve noticed that at the end of the day you can reduce all the various trading styles and personalities into three main groups or types of traders. My hope is by sharing these with you, it will help you identify which group you’re in, and how to advance forward in light of that.
By Ben Mitchell September 29, 2025
Today we’re going to be talking about three types of traders. Over the past 15+ years we’ve trained a lot of traders through our courses, and more recently our memberships and mentorship programs. And throughout that process we’ve noticed that at the end of the day you can reduce all the various trading styles and personalities into three main groups or types of traders. My hope is by sharing these with you, it will help you identify which group you’re in, and how to advance forward in light of that.
Show More
By David Mitchell November 24, 2025
The long-term investing industry hasn’t really changed that much in the last 50 years as far as their message goes: ”Don’t worry about bear market crashes, just stay the course…” Many people argue that the average person on the street would be way better off if they just bought the S&P 500 and held it rather than trying to buy and sell individual stocks themselves. Well, that may be absolutely true if you have zero trading skillsets. But if you do have the kind of trading skillsets that TRADEway teaches, then the old line philosophy of buy and hold isn’t the best strategy for you. In today’s episode we’re talking about some common myths that buy-and-hold-ers propagate. Let’s get into this important discussion… 
By David Mitchell November 24, 2025
The long-term investing industry hasn’t really changed that much in the last 50 years as far as their message goes: ”Don’t worry about bear market crashes, just stay the course…” Many people argue that the average person on the street would be way better off if they just bought the S&P 500 and held it rather than trying to buy and sell individual stocks themselves. Well, that may be absolutely true if you have zero trading skillsets. But if you do have the kind of trading skillsets that TRADEway teaches, then the old line philosophy of buy and hold isn’t the best strategy for you. In today’s episode we’re talking about some common myths that buy-and-hold-ers propagate. Let’s get into this important discussion…
By Dave Huber November 10, 2025
We all know that feeling… A trade is going well and you’re feeling elated anticipating taking profits. And then out of seemingly nowhere, it tanks. Man, it’s frustrating! And if this has happened to you–maybe once, maybe many times–just know, you’re not alone. You might be wondering, why did this happen? It turns out there are three common reasons why trades stop working. Once you learn these three reasons it will be easier for you to analyze your past trades and figure out what went wrong. But more importantly, once you learn these three reasons why trades stop working, you’ll be better able to prevent a trade from going south in the first place, because you’ll start to recognize the warning signs. So let’s dive in. Here are three most common reasons why people’s trades stop working.
By Dave Huber November 10, 2025
We all know that feeling… A trade is going well and you’re feeling elated anticipating taking profits. And then out of seemingly nowhere, it tanks. Man, it’s frustrating! And if this has happened to you–maybe once, maybe many times–just know, you’re not alone. You might be wondering, why did this happen? It turns out there are three common reasons why trades stop working. Once you learn these three reasons it will be easier for you to analyze your past trades and figure out what went wrong. But more importantly, once you learn these three reasons why trades stop working, you’ll be better able to prevent a trade from going south in the first place, because you’ll start to recognize the warning signs. So let’s dive in. Here are three most common reasons why people’s trades stop working.
By Dave Huber October 27, 2025
Can you imagine what it would feel like to be steadily improving your trading week after week, month after month? Consistently improving your trading over time isn’t rocket science, but it sure can feel that way–especially if your profits have been inconsistent so far. Today, I’m sharing three simple ideas you can use to improve your trading. If getting to a place where you’re seeing consistent profits is something that’s been on your mind for a while, then be sure to listen to today’s episode all the way through because I think you’ll be surprised at just how simple improving your trading can really be.
By Dave Huber October 27, 2025
Can you imagine what it would feel like to be steadily improving your trading week after week, month after month? Consistently improving your trading over time isn’t rocket science, but it sure can feel that way–especially if your profits have been inconsistent so far. Today, I’m sharing three simple ideas you can use to improve your trading. If getting to a place where you’re seeing consistent profits is something that’s been on your mind for a while, then be sure to listen to today’s episode all the way through because I think you’ll be surprised at just how simple improving your trading can really be.
By Ben Mitchell October 13, 2025
What do you do if you’re excited about learning how to trade in the stock market but your spouse has reservations? Today we’re going to be talking about how to integrate the skill set of trading into the family, and providing some suggestions about how to share your excitement for trading with your spouse. Here at TRADEway we teach families how to take advantage of one of the most dynamic markets in history, the US stock market. But you can’t incorporate something like stock trading into your household unless there is a shared mission between husband and wife. So what do you do if you want to give stock trading a try, but you’re not sure if your spouse is “all in” on it? That’s what we’re going to talk about today.
By Ben Mitchell October 13, 2025
What do you do if you’re excited about learning how to trade in the stock market but your spouse has reservations? Today we’re going to be talking about how to integrate the skill set of trading into the family, and providing some suggestions about how to share your excitement for trading with your spouse. Here at TRADEway we teach families how to take advantage of one of the most dynamic markets in history, the US stock market. But you can’t incorporate something like stock trading into your household unless there is a shared mission between husband and wife. So what do you do if you want to give stock trading a try, but you’re not sure if your spouse is “all in” on it? That’s what we’re going to talk about today.
By Ben Mitchell September 29, 2025
Today we’re going to be talking about three types of traders. Over the past 15+ years we’ve trained a lot of traders through our courses, and more recently our memberships and mentorship programs. And throughout that process we’ve noticed that at the end of the day you can reduce all the various trading styles and personalities into three main groups or types of traders. My hope is by sharing these with you, it will help you identify which group you’re in, and how to advance forward in light of that.
By Ben Mitchell September 29, 2025
Today we’re going to be talking about three types of traders. Over the past 15+ years we’ve trained a lot of traders through our courses, and more recently our memberships and mentorship programs. And throughout that process we’ve noticed that at the end of the day you can reduce all the various trading styles and personalities into three main groups or types of traders. My hope is by sharing these with you, it will help you identify which group you’re in, and how to advance forward in light of that.
Show More
By David Mitchell November 24, 2025
The long-term investing industry hasn’t really changed that much in the last 50 years as far as their message goes: ”Don’t worry about bear market crashes, just stay the course…” Many people argue that the average person on the street would be way better off if they just bought the S&P 500 and held it rather than trying to buy and sell individual stocks themselves. Well, that may be absolutely true if you have zero trading skillsets. But if you do have the kind of trading skillsets that TRADEway teaches, then the old line philosophy of buy and hold isn’t the best strategy for you. In today’s episode we’re talking about some common myths that buy-and-hold-ers propagate. Let’s get into this important discussion… 
By David Mitchell November 24, 2025
The long-term investing industry hasn’t really changed that much in the last 50 years as far as their message goes: ”Don’t worry about bear market crashes, just stay the course…” Many people argue that the average person on the street would be way better off if they just bought the S&P 500 and held it rather than trying to buy and sell individual stocks themselves. Well, that may be absolutely true if you have zero trading skillsets. But if you do have the kind of trading skillsets that TRADEway teaches, then the old line philosophy of buy and hold isn’t the best strategy for you. In today’s episode we’re talking about some common myths that buy-and-hold-ers propagate. Let’s get into this important discussion…
By Dave Huber November 10, 2025
We all know that feeling… A trade is going well and you’re feeling elated anticipating taking profits. And then out of seemingly nowhere, it tanks. Man, it’s frustrating! And if this has happened to you–maybe once, maybe many times–just know, you’re not alone. You might be wondering, why did this happen? It turns out there are three common reasons why trades stop working. Once you learn these three reasons it will be easier for you to analyze your past trades and figure out what went wrong. But more importantly, once you learn these three reasons why trades stop working, you’ll be better able to prevent a trade from going south in the first place, because you’ll start to recognize the warning signs. So let’s dive in. Here are three most common reasons why people’s trades stop working.
By Dave Huber November 10, 2025
We all know that feeling… A trade is going well and you’re feeling elated anticipating taking profits. And then out of seemingly nowhere, it tanks. Man, it’s frustrating! And if this has happened to you–maybe once, maybe many times–just know, you’re not alone. You might be wondering, why did this happen? It turns out there are three common reasons why trades stop working. Once you learn these three reasons it will be easier for you to analyze your past trades and figure out what went wrong. But more importantly, once you learn these three reasons why trades stop working, you’ll be better able to prevent a trade from going south in the first place, because you’ll start to recognize the warning signs. So let’s dive in. Here are three most common reasons why people’s trades stop working.
By Dave Huber October 27, 2025
Can you imagine what it would feel like to be steadily improving your trading week after week, month after month? Consistently improving your trading over time isn’t rocket science, but it sure can feel that way–especially if your profits have been inconsistent so far. Today, I’m sharing three simple ideas you can use to improve your trading. If getting to a place where you’re seeing consistent profits is something that’s been on your mind for a while, then be sure to listen to today’s episode all the way through because I think you’ll be surprised at just how simple improving your trading can really be.
By Dave Huber October 27, 2025
Can you imagine what it would feel like to be steadily improving your trading week after week, month after month? Consistently improving your trading over time isn’t rocket science, but it sure can feel that way–especially if your profits have been inconsistent so far. Today, I’m sharing three simple ideas you can use to improve your trading. If getting to a place where you’re seeing consistent profits is something that’s been on your mind for a while, then be sure to listen to today’s episode all the way through because I think you’ll be surprised at just how simple improving your trading can really be.
By Ben Mitchell October 13, 2025
What do you do if you’re excited about learning how to trade in the stock market but your spouse has reservations? Today we’re going to be talking about how to integrate the skill set of trading into the family, and providing some suggestions about how to share your excitement for trading with your spouse. Here at TRADEway we teach families how to take advantage of one of the most dynamic markets in history, the US stock market. But you can’t incorporate something like stock trading into your household unless there is a shared mission between husband and wife. So what do you do if you want to give stock trading a try, but you’re not sure if your spouse is “all in” on it? That’s what we’re going to talk about today.
By Ben Mitchell October 13, 2025
What do you do if you’re excited about learning how to trade in the stock market but your spouse has reservations? Today we’re going to be talking about how to integrate the skill set of trading into the family, and providing some suggestions about how to share your excitement for trading with your spouse. Here at TRADEway we teach families how to take advantage of one of the most dynamic markets in history, the US stock market. But you can’t incorporate something like stock trading into your household unless there is a shared mission between husband and wife. So what do you do if you want to give stock trading a try, but you’re not sure if your spouse is “all in” on it? That’s what we’re going to talk about today.
By Ben Mitchell September 29, 2025
Today we’re going to be talking about three types of traders. Over the past 15+ years we’ve trained a lot of traders through our courses, and more recently our memberships and mentorship programs. And throughout that process we’ve noticed that at the end of the day you can reduce all the various trading styles and personalities into three main groups or types of traders. My hope is by sharing these with you, it will help you identify which group you’re in, and how to advance forward in light of that.
By Ben Mitchell September 29, 2025
Today we’re going to be talking about three types of traders. Over the past 15+ years we’ve trained a lot of traders through our courses, and more recently our memberships and mentorship programs. And throughout that process we’ve noticed that at the end of the day you can reduce all the various trading styles and personalities into three main groups or types of traders. My hope is by sharing these with you, it will help you identify which group you’re in, and how to advance forward in light of that.
Show More