TIP037: BILLIONAIRE RAY DALIO AND OTHER MARKET WIZARDS

W/ PRESTON & STIG

26 May 2015

In this episode, Preston and Stig talk about Billionaire Ray Dalio and other investing wizards. The discussion centers around the book, Hedge Fund Market Wizards by Jack Schwager. The book studies the top 15 fund managers and profiles their answers to difficult questions and how they approach capital management.

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IN THIS EPISODE, YOU’LL LEARN:

  • Who is Jack Schwager and what is the best investing strategy?
  • How does Billionaire Ray Dalio invest?
  • What can you learn from the best hedge fund managers?
  • Ask The Investors: How do you stay grounded in value investing when the macro environment constantly changes?

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TRANSCRIPT

Disclaimer: The transcript that follows has been generated using artificial intelligence. We strive to be as accurate as possible, but minor errors and slightly off timestamps may be present due to platform differences.

Preston Pysh  1:04  

Hey, how’s everybody doing out there? This is Preston Pysh. I’m your host for The Investor’s Podcast. And as usual, I’m accompanied by my co-host, Stig Brodersen, out in Denmark. And toda, we’ve got a really good book that we’re going to be discussing. The name of the book was “Hedge Fund Market Wizards” by Jack Swagger. 

For anybody that knows Jack Swagger in the investing community, he’s one of the best writers out there. And the reason that we really like Jack Swagger so much is because he just asked such intelligent questions. When you’re going through the book and you’re reading some of his initial questions are pretty generic, but then he really gets into the meat and potatoes of everyone’s investing approach. 

I think that because he has such a firm understanding of investing himself, he’s able to ask some of these really intelligent questions. So, he’s able to extract some knowledge out of these just top level performers–these guys that are managing just billions of dollars, and it’s a really awesome opportunity to just kind of step into their world and really kind of be able to extract those key elements. 

Without further ado, Stig and I have got this episode laid out into two different segments. The first segment, we’re going to be talking about the top themes that we were able to pull from the book and then in the second part of the episode, we’re going to go ahead and just highlight a few of the Hedge Fund managers that we found to be the most interesting or that had probably the best results. 

So what’s really fascinating in the book is that Jack Swagger goes through 15 people who were interviewed in this book. Each one of them either managed a billion dollar kind of portfolio or they’re billionaires themselves. Ray Dalio is one of the people in the book. Ray Dalio, his personal net worth is $16 billion. So, you got some high net wealth people that were interviewed in this book, and it was just amazing to see how he kind of–that I think the most amazing thing for me was the difference in all of their different approaches. That’s the thing that was really quite fascinating. 

So what we’re going to do is we’re going to highlight the things that we found that were common amongst all the different people that he highlighted in the book because I think that’s what gives people probably the best tools that they could implement into their own strategy because if every one of these guys is doing the same thing, or at least one of these same elements, you probably need to be thinking about that in your approach as well. 

The first thing that we’re going to talk about, that we saw amongst all 15 of these people was the idea of asymmetrical trades. So what this is is that these gentlemen are not going to take on a trade and I am going to be using the word trade instead of investing. 

Just because there were a lot of people in this book that had a short-term approach to the way that they were making money in the market, which flies completely in the face of the way that Warren Buffett invests and that’s how Stig and I talked about our investing. And just so you know, that’s still how we look at things. 

We really haven’t changed our approach to investing but we want to highlight this idea of this asymmetrical trades because these gentlemen don’t take on a position in a stock, a bond, an option, unless they feel that they have an enormous upside versus a very small and minimal downside, and that’s what he means by taking on an asymmetrical trade. 

And we saw this amongst each person was, “Hey, my upside is 60% and my downside is probably 2% are really small and minimal.” Because of that, you saw a lot of people in this book that really didn’t take on a lot of short selling for a long-term strategy. 

Now, they talked a lot about short selling, don’t get me wrong, but in general, a lot of the people did not like to short sell because they limit their upside with that. They want to be on the option that whenever they want to short sell, they typically went into the options arena because they would have a much larger upside versus the downside. Go ahead, Stig. I see you have a point on that.

Stig Brodersen  4:53  

Yeah, and one of the things that I really noticed was that swagger, whenever he was interviewing people. He wanted to talk about the fantastic returns that they were getting, but all I guess, as far as I read it, they wanted to talk about how they were limiting their downside. 

Also, they actually thought that was quite interesting because they weren’t too much about, “Yeah, I had 20% last year or 25%.” It wasn’t that important. It was more about risk management. And so, I just think that especially in time sitting right now is something that’s really profound for me when I hear about these successful investors.

Preston Pysh  5:26  

On that point Stig, I found it really cool that most of these guys want to talk about their losses. They want to talk about their bad years or like these really bad experiences a lot. They almost always gravitated towards that in these interviews. 

What I also found interesting is when you track back to the start that most of all these gentlemen had, it almost always started because they had a really bad experience. Yeah, they started off. They had some maybe big returns up the first year or something like that, and then they just got slaughtered in the market–lost half or like 75% of their entire net worth. And then, they were able to adjust their investing style, and they were able to basically take it on a whole different course from that point.

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