Deep down, you know that sticking your money in a bank account or some random mutual fund won’t get you into the fast lane of prosperity. Sure, successfully playing the stock market can help you become wealthy but where do you start? Not only does it have an intimidating language of its own but as we live through such turbulent times, it’s normal to feel hesitant to invest. Plus, can we actually make money from the stock market as a beginner?

Today, I sit down with Simon Ree, author of The Tao of Trading: How to Build Abundant Wealth in Any Market Condition. With his 28 years of experience as an active trader, investor, and financial markets professional, Simon shares with us how to make money from the stock market regardless of whether stocks are going up or down and regardless of your level of expertise. He doesn’t hold back, and he shares the most powerful secrets in trading, breaking down the complex language of the stock market into simple language that you can understand.

In this episode, you’ll learn how buying options is like renting an Airbnb and how playing the stock market is actually kind of a lot like sex. Plus, Simon dispels some of the most common myths of trading in the market and how to build wealth and manage risk at the same time. If you’re looking to make more money and learn more about the stock market without feeling overwhelmed or intimidated, this episode is for you.

Miles Rote: Hey everyone. I’m excited to be here today with Simon Ree, author of The Tao of Trading: How to Build Abundant Wealth in Any Market Condition. Simon, I’m excited you’re here, welcome to the Author Hour podcast.

Simon Ree: Thank you so much, I’m really excited to be here.

Miles Rote: Yeah, let’s start by giving our listeners a bit of background on who you are and what inspired you to write this book?

Simon Ree: Sure. I’ve spent most of my life in and around financial markets. So, I graduated from university with an economics degree and my first job at a university back in 1992 was as a futures broker. I went on from there, worked as a creative analyst for a couple of years and then worked for 14 years at Goldman Sachs where, before I left, I was the founder and head of the market’s desk, which is a division that was responsible for looking after equity derivative transactions, credit transactions, and foreign exchange transactions for the group.

I left Goldman in 2010 to move to Singapore to get a position with Citibank, where I worked with some of the wealthiest and most successful families and business people across Australia and Southeast Asia. Then I sort of retired from the corporate world in 2017 with a desire to help people who really needed the help.

I realized that I had spent the better part of my life, predominantly, helping people who were already extremely wealthy and I really wanted to share my knowledge and the experience and the talents that I’d been able to develop with people who really need that help. The sort of people who are never going to get the love and attention they might want from a private bank or a Goldman Sachs, for example. That’s when I decided to focus on my own trading and share my knowledge about trading with people who want to learn how to do it for themselves.

Miles Rote: Beautiful. You have such an interesting title. Most people wouldn’t think to mix Tao with trading, so Tao, T-A-O, can you share a little bit more about that title and how it encapsulates this book?

Simon Ree: Yeah, I’d love to. The inspiration for the title of the book was from the Tao of Jeet Kune Do by Bruce Lee. In addition to being a trader, I’m also a Jeet Kune Do instructor and Bruce Lee’s philosophy on life is something that I’ve really taken on board both as a trader and Jeet Kune Do instructor. There was this old thing in Chinese Kung Fu that the Kung Fu master would never reveal everything to his student, he’d always keep some secrets back. And Bruce Lee thought this was all bullshit and he was like, “No, we’re going to share this with everyone, I’m going to teach everyone everything I know and I’m even going to teach gweilo. I’m even going to teach the white man how to do this.” This made him actually very unpopular in the traditional Kung Fu community. But I take the same approach in trading when I teach people how to trade, I don’t hold anything back, I want to give them everything I’ve learned in nearly three decades in the trenches in the market.

My approach to trading, it’s a lot more than looking at numbers and looking at charts. I take a more holistic view. It’s very important to develop yourself and develop who and what you are as an individual if you want to get the most out of your trading experience and your trading journey. I try to cover all of that in the book.

The Path

Miles Rote: I love that approach and the Tao, doesn’t it mean the path?

Simon Ree: The path or the way, yeah.

Miles Rote: Right, yeah. Do you feel as though, in this book, you try to walk people down that path of what it’s like to trade in the market?

Simon Ree: Absolutely. Because I talk not only about the mechanical stuff, the nuts and bolts stuff, trends, and price section. I talk about the emotional aspect of it as well. The fear and euphoria you can feel as the trader and how to control that and how to be self-aware that you’re having these emotions. How to be able to tell if your emotional brain has hijacked your logical brain when you’re making trading decisions. These more psychological aspects of trading are really what separates wannabes from consistently profitable professional traders. I thought it was really important to get those messages across.

Miles Rote: Yeah, I read in your book, and one thing that I think it’s important to clarify and also may seem counterintuitive, is the idea that you shouldn’t necessarily try to be right when it comes to trading and how that can actually get you into some hot water. Let’s dive into that a little bit, why is it important not to necessarily try and be right when it comes to trading?

Simon Ree: That is such a great question, Miles, and thank you for asking because it really is a real pitfall for aspiring traders. The problem is, as humans, from the day we turn two years old, we’ve spent our whole lives trying not to make a mistake. If you make a mistake, your parents would yell at you, your teachers would scold you, your boss would yell at you, your friends would make fun of you. So, we spend our whole lives trying not to make mistakes.

If we do make a mistake, maybe we don’t even admit it to ourselves, we’re trying to cover it up, we’re trying to lie about it. Most people would rather drink bleach than admit they were wrong or admit they’d made a mistake. This sort of philosophy will really trip you up in trading because as a trader, you’re gonna be wrong 30 to 40% of the time. Even with a great trading method like the ones I teach, I’m wrong at least 30% of the time in my trading.

Am I wrong 30% of the time in real life? Probably not, my wife might disagree, but my career would probably suggest otherwise, but in trading, absolutely. The thing is, you’re going to have trading losses–and if you didn’t have trading losses, trading would literally become a risk-free way of printing money and governments would have outlawed it years ago.

People think if they made and lost, they’ve made a mistake and it’s not a mistake, it’s just part of trading, it’s a business expense. What I encourage people to do is to think of their trading losses with the same amount of passion they would think of buying paper or toning cartridges for their printer. It is just a business expense. Now, like any business owner, you want to keep your expenses to a minimum, but you can’t avoid them altogether and that is I think the right attitude to take with trading losses and being wrong.

Miles Rote: I love that, there’s so much I want to dive in here. I know too, in your book, you talk about our subconscious and how that can also lead us down some dangerous areas. When it comes down to trading, I think there’s the level of what you’re speaking to where it can be scary to be wrong and therefore people can feel intimidated by it or feel as though they’re doing it incorrectly. When that’s just the natural part of how it works, but also, people trying to put their beliefs about what they’re actually trying to trade and trying to justify their beliefs in the markets and how that can be dangerous, can you talk a little bit about that as well?

Simon Ree: Absolutely. I think the current state of the economy and the stock market is a great example of this. We’ve just gone through a global lockdown as a result of the pandemic. We’ve had an economic collapse. Around the world, in the US, China, throughout Asia and Europe, the economies have just fallen off a cliff. What have the stock market’s done? The NASDAQ is at a new all-time high as we speak, the S&P 500 is not that far away, and yet most people would have thought that given the woeful economic news, the lockdown, and horrendous unemployment figures, that the stock market should be falling.

What they’re doing is they’re imposing their beliefs and what they think should happen rather than listening to the market. Instead of trying to predict and make forecasts, what I’m doing is I’m responding to what I see in the market. It looks like I’m making short-term forecasts and I guess I am. But really, what I’m doing is I’m just seeing which way the wind is blowing, looking at which way the river is flowing and making little course corrections along the way, rather than trying to impose my will on it and saying, “Nope, that river should be flowing this way.” Which is how a lot of people approach the market.

Miles Rote: Absolutely. In your book, it’s based around the idea that no matter if markets are going up or going down, you have a set of strategies and ways to play the market and come out profitable, regardless. Let’s talk about that a little bit, what does that look like? Regardless of if it going up or down, still being able to be profitable?

Simon Ree: I’m a big proponent and a big fan of trading options. Options are the most flexible financial instrument in the finance industry, and they offer a really important feature and that feature is limited downside, limited risk, and unlimited upside. This type of payoff even has a name, it’s called an asymmetric payoff. Asymmetric just meaning not symmetric, one side is different from the other.

There are two types of options, only two kinds, there are call options and there are put options. Call options increase in value when the underlying stock price increases in value. Put options increase value when the underlying stock price falls in value. The put option is like insurance, it’s like taking out an insurance policy. When do we buy insurance, we buy insurance to protect us from something bad happening. And in the case of the stock market, that something bad is falling stock prices or a bear market or a stock market crash, and you can make a lot of money in those environments as an options trader. I think it’s a really important skill to develop because February and March were two of my best months ever.

Miles Rote: Wow, another thing that I love about your book is you take these complex things and you describe them in such simple ways, even with options, for example. Can you share with us your analogy of options being like the Airbnb of the finance industry?

Simon Ree: Absolutely. If you’re considering, maybe you want to stay in a French chateau in the lower valley, but you know you can’t afford to buy one, it’s going to cost you millions of euros, so you don’t extend that idea any further. But what if you could rent one for a week or two and just pay a few hundred dollars for that, a few hundred euros? All of a sudden, the idea seems plausible. This seems doable, this seems like something you could afford.

What happens if you rent an Airbnb, whether it’s a Malibu beach house or a French chateau, you get all the benefits of ownership for a fixed period of time without the significant capital outlay that would occur if you owned it. It’s a little bit like if you want to buy Google shares, if you want to buy a hundred shares in Google, that’s going to cost you about $200,000. But maybe you could buy a call option in Google that would cost you only $5,000.

What you end up doing with the call options is you end up effectively renting Google stock for a fixed period of time. If Google stock rises, you could stand to make almost as much as you could have if you spent the $200,000 on the stock. If Google stock falls, well, you only stand to lose potentially a fraction with the number of options that you paid. It’s an analogy I like to use when we’re buying options, buying call options on a stock, we’re not making money by buying stock, we’re making it by renting them because you just get control of them for a short period of time.

Miles Rote: That is really helpful, especially the stock market in general, the language can seem so daunting, it feels like speaking another language with a lot of these terms. I love how you’re able to break this down in such simple ways.

What’s the difference trading today as opposed to 30 years ago? I know in your book you talk about how before it was most important to have funnels of information and now, investors need to have the best filters of information. What do you mean by that?

Simon Ree: If you go back 30 years, the smartest investors in the room were those that had access to good information because information pre the internet age was not widely available. You had to know where to go and who to get it from and it was expensive to obtain. What the internet has done is it has democratized the availability of information. Anybody with an internet connection can just be deluged in information.

But not all that information is good. In fact, a lot of it is actually quite unhelpful if you’re looking to make money as a trader. What you need to do as a trader is be grateful and thankful that you’ve got free access to a huge amount of information that 30 years ago would have cost you millions of dollars to have access to. But you’ve got to know how to filter the signal from the noise because most of it, in fact, is noise.

Filtering Information

Miles Rote: Do you feel as though now, people have more of an opportunity to get into this than the past, given the fact that everyone has access to this information?

Simon Ree: People have certainly got more opportunity–it’s never been easier to open a brokerage account and it’s never been easier to start trading. But that doesn’t mean it’s never been easier to make money. Now, there’s been a lot of talk in the press lately about the so-called Robin Hood traders. Robin Hood is a brokerage firm that, I think it was last year that they reduced their commissions to zero. In 2020 alone, they’ve opened up over three million new accounts and a lot of this is being attributed to people who are bored in lockdown. There’s no sports betting going on, let’s have a crack at the stock market.

They’ve done very well. By all accounts, they’ve done well over the last couple of months but there’s another analogy that I use in the book. People will often mistake luck for genius. Anybody can make money in a rising market but how do you fare when markets start crapping themselves again as they did in February and let’s face it, that could happen again in the future. It’s easy to have beginner’s luck. It is easy to have some quick wins. It is just a bit like how anybody can throw a basketball through a hoop once, but it is how many times you can get that basketball through the hoop on the next one thousand shots.

That is what is going to determine your long-term success and trading is no different. It is all very well having four or five profitable trades, but can you replicate that over your next 1,000 trades.

Every trader’s goal should be consistency.

Miles Rote: What would you recommend to someone just starting out so they don’t just try to strike that beginner’s luck, but they strike that consistency? What are some things that they can do?

Simon Ree: It is all about having a plan, having a method, having a process, and becoming wedded to that process. Having a process that gives you an edge and an edge is something that puts the odds in your favor every time you come to the market. That edge is a good entry system and a good exit system that tells you when to get out of trades. Above all else, something that teaches you how to manage risk, and manage your money. That is really, really important.

When you combine that with having the right mindset and the right psychology, you have an extremely good chance of being profitable over the long term. Being consistently profitable month in and month out–if you want to make a living from trading that’s what’s really important, not having a few big wins and then potentially giving it all back six months later, which is a path so many traders follow. It is because they don’t have a system in place. They don’t have a process.

Miles Rote: That system and process, goes back to what you were saying earlier too about not necessarily trying to be right, but really having these systems in place to guide you as opposed to your own opinions guiding it.

Simon Ree: Absolutely. So, you should be literally getting into trades when the system tells you to–not when your gut tells you to. You are getting out of trades when your system tells you to–not when your scaredy cat emotional lizard brain tells you to. You are taking small-sized bits. You are not betting the farm or backing up the truck when what you think looks like the best trade in the world comes along because markets are literally designed to make money off novice investors.

When you are sitting in the market and then the market is moving it is almost like you were doing the headlights a little bit. You can be a little bit paralyzed by all of the fast-moving numbers and the flashing lights, and if you haven’t got a system in place, it will entice you to make suboptimal decisions.

So, if you just bought up a position and you see the market fall and you’re an inexperienced trader, you can feel a little surge of regret or maybe even fear. And that can be enough to shake you out of a perfectly good position that you’ve bought. If you are not in the market and you are watching a stock that you have been looking at start racing away from you, you can be tempted to jump in even though the move is well underway, and again, you are getting in at the wrong time. So, the market will try and play on your emotions to get you to sell at the wrong time and to get you to buy at the wrong time. That is what happens to most people who don’t have a process.

Miles Rote: In your book, you talk about several myths that exist out there when it comes to the stock market. Can you share a few of your favorite myths with us and how they’re not actually true?

Simon Ree: There are many, many myths. There are five that I cover in the book. They are all important actually but probably the biggest myth of all is the one that high risk equals high return. I just really roll my eyes when I hear this. The finance industry at large has kind of got us all to believe this theory that if you take on more risk, you will achieve higher returns.

You’ve got to sit back and ask yourself, what actually is risk? What does risk mean? Well, the risk is the probability of losing. It is the probability or the possibility of a permanent loss of money, of capital. What the finance industry wants us to believe is that to increase our chances of winning, we’ve got to be prepared to increase our chances of losing. Now how does this make any logical sense whatsoever? The correct theory is that if we want to win more, we’ve got to lose less. We need to be taking strategies that are less risky.

Why does the finance industry want us to believe this? So, they can sell us a whole bunch of finance products and charge us exorbitant fees on them. Then you basically sit there and cross your fingers and toes and hope that things work out the way they need to for you to be able to make money. Whereas if you can take these matters into your own hands, learn how to trade, learn how to read the markets, and follow a successful and rigorous process, you can trade profitably and take far less risk than you ever would have believed was necessary.

Miles Rote: This sounds like it is touching on the reason why you wrote the book and seeing how the novice traders can get preyed upon by the industry.

Simon Ree: Well the industry is just not well positioned to help out your average middle-class investor who wants to get ahead. If you are earning, $60,000 a year and you are saving a bit of money, earning 10% per annum on that money is probably not going to be terribly helpful to you. And yet Wall Street has convinced everybody that is a fantastic return and it isn’t. But the reason they’ve convinced everybody that it’s a great return is that if they can achieve these pretty crappy returns for you, they can then go back and charge you a whole bunch of fees for generating what are in effect pretty ordinary returns and you don’t feel like you’re being fleeced. You don’t feel like you are being cheated.

Now, if you want to generate extra returns, that there is some effort required, that there is some learning required, you do need to upskill yourself and you do need to follow a diligent process.

But once you have learned the ropes, it will not even take an awful lot of your time. I mean, once you have these dialed in, it can literally take 30 minutes a day. There is a learning curve, don’t get me wrong. You are not going to start trading and spend 30 minutes a day from day one and be widely successful. You’ve got to pay your dues, so to speak in terms of learning material. Once you’ve got it dialed in, which need only take a few weeks, literally you’d be done in less than an hour a day.

Empower Yourself

Miles Rote: One thing they may not correlate with trading and getting good at this and becoming involved in this industry is gaining a sense of self-empowerment. I have recently watched my girlfriend get involved in trading and it’s been amazing to see how much it’s empowered her, and I think this topic is often overlooked. Do you find that when people first start getting into trading and getting the hang of it and start to speak the language that it gives them a sense of self-empowerment?

Simon Ree: Definitely, because as you’ve eluded to earlier, there is an entire language that the finance industry world straight up concocted and it’s been done deliberately. It’s been done to make people outside of the industry feel like outsiders and feel like they are at a disadvantage. But once you start to learn what it all means and once you realize that none of it is actually really that complex or that mysterious, absolutely, it’s empowering.

One of my greatest anecdotes was, I had a student in Australia. She lives in Queensland, and she’s a 79-year-old lady. When she first started with me, she didn’t even know how to open up a second tab on her browser, and within a few weeks, she was placing profitable trades and has been doing great ever since.

So, trading is eminently teachable and to your point, it is so empowering once you get it and you’re right, it can even just be starting to learn the lingo and the terminology. It can open up a whole new world for you.

Miles Rote: Yeah, I totally agree, and it can feel intimidating even for me, but I am already seeing how that can be the case. One thing in your book that stood out was how you compare trading to sex. Let’s dive into that.

Simon Ree: Well, it’s all about expectations. If you are involved in an intimate situation with another person and you’re very, very focused on what you want to get out of that situation it is probably not going to be that enjoyable for either of you. Whereas if you just throw yourself in and enjoy yourself and have fun without any expectations as to what the end result is going to be, chances are you’re both going to have a pleasing end result.

Trading is very, very similar in that regard. If you go into trading and you’re just focused on how much money you’re going to make, well guess what? Profits are elusive and, in that regard, trading profits are like orgasms. Because the more you focus on them, the more they seem to go away. It is all about focusing on the process.

Miles Rote: Right, the process not the outcome.

Simon Ree: Absolutely, you’ve heard Tony Robbins talk about it. This is one situation where trading does mirror real life. It’s really about focusing on, enjoying, getting good at the process. You do that and the pleasing results will come, whereas if you focus on the end results, they will remain elusive.

Miles Rote: Yeah and another crazy crossover with trading and life and one of the things that just really blows my mind is how the stock market can reflect universal principles like the golden ratio or the Fibonacci sequence. Can you share some of that and how that’s the case or why that’s the case?

Simon Ree: I’m going to start answering that question that asking ‘why?’ in trading is often just an exercise in futility. A lot of this stuff works, and I’ll be honest with you, I don’t know why it works. I just know that it does and there is a certain amount of trust involved when you are first starting to learn these techniques because you are going, “All right, this is all a bit weird.” It is a bit weird and I still get goosebumps occasionally when I am drawing Fibonacci ratios on a chart. I think, “Dang! How did that all come together again so precisely?”

But you’re right. The Fibonacci, the golden ratio appears throughout nature and it appears throughout financial markets as well. But going back to your question about why it works, I mean it’s a bit like when I switch on a lamp in my house, I don’t know how electricity works. I know it’s got something to do with the movement of electrons or something. I don’t know how it works but I just know that it does. Things like Fibonacci are the same. I don’t know why they work but I just know that they do.

Miles Rote: Yeah it is so fascinating.

Simon Ree: Yeah, absolutely. I mean it is the stuff that you could just lose yourself in for a lifetime studying it and still not get the answers, but the book that I have written, it’s really written from a practical point of view. It’s written from the point of view of a practitioner. It’s not highly theoretical. So, I’ve really just tried to get people information that works. I haven’t gone too deep into the why.

Miles Rote: Yeah and you are so right. I just want to underline that statement for everyone that is listening. This book really breaks everything down that feels complex and intimidating in such simple ways and it feels as though all of the fat has been trimmed off. You really just get to the meat of the matter and for people like me who know very little about the subject, it is exactly what I need to know. So, writing a book is no joke at all. Congrats in getting this done and if people could take away one or two things from this book, what would it be?

Simon Ree: I think the two things that I would urge people to take away from this book is trading. It is not all about setups and indicators and so forth. That stuff is important, but that stuff is like your golf clubs. If you want to learn how to become a golfer, you need a set of golf clubs. That is a prerequisite and that’s what a trading system is like, it’s like a set of golf clubs.

It is necessary and it is important but is it going to make you a great golfer? No, what is going to make you a great golfer is learning your techniques, spending hours at the driving range, and getting your mindset right. Realize that at the end of the day, golf is pretty much like trading, it’s 90% a mental game. Yes, you need a good system just like you need a good set of golf clubs. What is going to make you a great trader is your self-development and your practice and working on yourself and your mindset and your psychology.

Miles Rote: I love that. It is such a good approach that I feel is so overlooked in this world. So, thank you for writing this book and not only distilling the information that is needed but underlying what is most important.

Simon this has been such a pleasure and I am so excited for people to check this book out. Everyone, the book is called, The Tao of Trading: How to Build Abundant Wealth in Any Market Condition and you can find it on Amazon. So besides checking the book out Simon, where can people find you?

Simon Ree: They can find me at my website. I own a company, and it’s also called The Tao of Trading. The website address is–that is where people can learn more about me and more about learning how to trade.

Miles Rote: And just to remind everyone, Tao of Trading, Tao is spelled T-A-O. Thanks again Simon, this has been so much fun.

Simon Ree: Thank you, Miles, it’s been a real pleasure.