Market speculation is a zero-sum game. In order for someone to win, someone else needs to lose.

You can think of the market as a collection of players… some weak, some average, and some strong. Your goal is to take action against the weak players and relentlessly separate them from their money.

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To do this you’ll need an edge.

Now the word edge is thrown around a lot in finance, but what it really means is the ability to exploit the errors of your opponents.

If you can’t find these errors, or if your opponents just aren’t making them, you can’t win.

Why?

Because to make a bet with positive expectation, someone else needs to make a bet with negative expectation.

A bet with positive expected value or “positive EV” means that placing it repeatedly will result in net profits. The outcome of any single instance may be negative due to variance or luck, but over the long-run the bet’s edge will express itself and profit.

The opposite is true for a “negative EV” bet. A negative EV bet may win in the short-term due to variance or luck, but over the long-term it’ll produce net losses.

To thrive in this zero-sum environment you need a relentless focus on other players’ errors. You need to find and exploit them.

How To Find Errors

Finding errors begins with asking the right questions:

  • Which market players make the most errors?
  • Why do they make them?
  • What market situations trigger these errors?

In answering these questions, we can break market errors into two types — unintentional and intentional.

Unintentional Errors

Unintentional errors are made by players who try to win, but then fail because of flaws in their process and implementation. Taking advantage of these errors can be very lucrative.

Here’s a list of the most common reasons weak players make bad bets:

  • Ego
  • Fear
  • Myopia
  • Labeling

Ego

Many players are only in the market to stroke their own ego. True or not, they want the world to know they have the “biggest dick” in the room.

In the poker world we call these guys “ballers”. They aren’t at the casino to win, but are instead trying to bully the table in order to come off as rich and aggressive. They could care less about making positive EV bets. These guys are there to show off.

You can easily spot ego-driven market players on Finance Twitter. These are the ones who hold onto particular narratives with a vice grip until the bitter end, win or lose. In the process they make tons of negative EV bets which are perfect for the astute Operator to exploit.

Look no further than the gold bugs to see ego in action.

Gold bugs will never stop buying gold. It doesn’t matter where the price is going. They have a certain set of beliefs about inflation and central bank policy that need to be proven right. The system has to fall apart, vindicating the gold bugs who can finally yell “told ya so!” Nothing else matters.

Their desire to be right about gold is purely to satisfy their own ego.

Making a trading decision based on ego instead of positive expectation is a huge error that can easily provide you with profit. A gold bug will always be there to buy the gold you’re trying to short in a downward trend. And as you know, it’s pretty easy for a bear to crush a bug…

Fear

Fear is a key evolutionary emotion that helped keep us alive over millions of years. But in the game of speculation, it only kills us.

Succumbing to fear creates large unintentional trading errors. A great example is the investing public that consistently sells at market lows. Fear overwhelms their trading decisions and leads to them sell at the bottom when they should be buying.

It takes a considerable amount of time, effort, and mental rewiring for an investor to overcome the fear of losses. But doing so gives you an edge over those who haven’t.

Take hedge fund titan David Tepper for example. In 2009 he loaded up on shares and debt of various banks when everyone thought they were headed for bankruptcy. By the end of the year he pocketed himself a cool $2.5 billion…

Watch for trades made out of fear. You can take the opposite side for huge gains.

Myopia

It’s tough for investors to picture a future drastically different than their immediate past. Weak players lack the imagination and foresight to do so. This can be exploited.

Many short sellers, for example, constantly step in front of innovation trains and get mowed down in the process. The unimaginative bears in Tesla have been getting flattened for years…

Market Errors

Their first mistake is not accepting that Tesla could indeed revolutionize both the auto and energy industries. Their second mistake is discounting the power of other investors’ belief in that same possibility. Herding and reflexivity can push prices much higher than what “conventional” valuation methods infer.

Watch for these trigger happy short sellers fighting large upside momentum. Most of them can’t take the pain and puke out. The resultant buying pressure they create from covering their shorts will send the market screaming higher once again. It’s easy to benefit if you’re on the right side.

Labeling

In professional fund management there exists a game within a game. You have the trading game and then you have the asset gathering game. Managers have to balance both. This means that sometimes a manager may have to take a negative EV action in trading because it’s a positive EV action in asset management.

I call this “labeling”.

Since a manager may be known as the “oil bull”, “equity bear”, or “value guy”, he’s forced to tilt his bets towards his brand. That way he can maximize the business side of his fund (sales and marketing).

The charming and brash founder of Eclectica, Hugh Hendry, paid greatly for his industry label. Hugh defined his brand by betting on a market collapse in 2008. He knocked it out of the park and his assets under management swelled.

But from then on he was forced to stick to his permabear view. That’s what his new investors hired him to do. They didn’t want him to own beta. They wanted protection if the global economy went double dipped.

Unfortunately for Hugh that meant fighting the central banks and putting up multiple years of poor performance.

Eventually this label drove him mad. In late 2013 he finally decided to flip the cards and go full bull.

I was actually on the investment call the moment he announced his decision to bet on higher prices. The fund of funds at my prior employer had money with him.

His reasons for turning bullish were sound. The central banks had too much control over the current macro narrative and it was a fool’s errand to fight them. But his investor base didn’t listen. Everyone began pulling out like crazy, including my employer.

And guess what? Hugh ended up being right!

Despite the fact that he took a positive EV bet in the trading game, Hugh took a massive negative EV bet in the asset gathering game. His fund management business suffered greatly for it. Hugh’s assets under management are now a fraction of what they were even though he’s trading better.

Errors stemming

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