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How to Consistently Stack the Odds in Your Favor When Trading Markets | Investing.com

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January 26, 2026
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’I compile statistics on my traders. My best trader makes money only 63 percent of the time. Most traders make money only in the 50 to 55 percent range. That means you’re going to be wrong a lot. If that’s the case, you better be sure your losses are as small as they can be, and that your winners are bigger.’’ – Steve Cohen.

This is a hard truth to accept for many macro investors: we will be right only about 50-55% of the time.

If your win rate is much higher than this, I suggest you extend the sample of trades you are analyzing or assess whether you are not trading macro but rather just selling optionality – short vol/option strategies have win rates as high as 90%+, but they wipe you out completely when you are wrong.

In the last 10 years, I scored a 53% long-term win rate on my directional macro trades.

Once I realized that, and given that the year-end P&L formula can be written as follows:

P&L Formula

I knew I’d better make sure the size of my losses doesn’t get out of control.

This can be achieved in two ways: sizing trades correctly and designing a system that lets your winners run.

Here is what I go through for every tactical trade I set up:

Checklist

Points 1-3 keep my emotions in check and ground me to a more rational assessment of the trade.

Points 4-6 are about implementation.

A warning: short carry trades (and long options) are expensive to hold over time if nothing happens.

A reminder: in very choppy markets, you can get quickly stopped out with linear trades even if your thesis proves to be correct – consider whether the market regime favors linear or option implementations.

Don’t be stupid: check whether the trade you are about to add is not just another expression of a trade you already have on – I have seen people blow up as the 10 trades they were running were just…the same trade.

But it’s point 7 that sticks out: sizing and risk management define most of your P&L at year-end.

Here is how I approach them through a practical example.

Say you think that the will keep marching higher over the next month: how many do you buy?

Cumulative Probabilities

You could be in the right or left 50% of that distribution: when you pull the trigger, you don’t know that.

And because you don’t know that, you want to standardize your ex-ante sizing.

One effective way to standardize the sizing of each tactical trade so that they don’t excessively weigh on your year-end P&L is to do volatility-adjusted sizing: let’s go through the SPY example.Volatility Adjusted Sizing

Let’s set our stop at 1.5 standard deviations, and our defined time horizon in this example will be 1 month.

For the SPY, using a 5-year lookback the typical 1.5x monthly negative sigma event would be a -7.6% decline.

You can play around with the lookback period if you want more history and/or assign different weight to more recent periods if you think today’s vol regime is more relevant (grey boxes).

If returns are normally distributed, we will be stopped out 6.7% of the times in our defined time horizon.

But as returns often follow other distributions, it’s good practice to check the actual empirical probability of being stopped out against the theoretical 6.7% probability (orange boxes).

Finally, define what’s the fixed % of AuM you are willing to lose on any given macro trade.

A fictitious $1 million trading account willing to lose max $20k per trade which is bullish on SPY with a 1-month horizon would buy 571 SPY shares at $437 and be stopped out at $402 (-7.6% = 1.5x sigma event) hence losing $20k (= 2% of AuM).

Congratulations, you just applied volatility-adjusted position sizing!

What are the advantages of this approach?

1) You remain agnostic to ‘’volatility luck’’: if you size all positions the same, being right/wrong on the most volatile assets will make/break your P&L at year-end and that’s all about luck. Don’t gamble.

2) You remain agnostic to your ‘’conviction’’ level: the truth is that ex-ante you don’t know when you’ll be in the right or wrong 50%, so why would you over or under size a trade based on your ex-ante conviction levels? You shouldn’t.

3) This approach is really flexible: you can use it as a day trader or as a tactical macro investor, you can set stops looser/tighter depending on your approach etc.

Ok so now you have a data-driven macro approach, tools to help you digest action in global markets, and a ‘’don’t be stupid checklist’’ to help you push that 50% win rate higher plus a vol-adjusted position sizing system to avoid big losses by design.

How do you actually make money?

How Do You Actually Make Money

First, you place profit targets in an asymmetric way to your stop losses.

If your stop loss is at -1 standard deviation, your profit targets should be at over 1 sigma: if you are able to preserve a 50% win rate, that will help you making more money on winners than you lose on bad trades.

Most importantly though, you must have a system in place to let your winners run: the best hedge fund traders I know only score 2-3 outstanding trades per year which account for 80% of their yearly excellent P&L.

To improve the odds of achieving that, I use a trailing profit target strategy:

Trailing Profit Target Strategy

Say you set a stop at -1 sigma and first profit target at +1.5 sigma: when you hit the first target, you do not take profits – rather, you enter a trailing strategy.

Your new profit target becomes +2.5 sigma, and your new stop becomes 0.

You hit 2.5 sigma? Great!

Extend again: +3.5 sigma target, +1.5 sigma stop. And so on and so forth.In short, here is a sensible approach to tactical macro trading:

– You want to recognize you’ll be right only about 50-55% of the times;

– To skew the odds towards 55% you want to have a data-driven macro process, quantitative tools to screen markets and a ‘’don’t be stupid’’ checklist before pulling the trigger;

– You want to follow a volatility-adjusted sizing process as explained above;

– You want to religiously respect your stop losses and have a system in place to let your profits run.

This was it for today, thanks for reading.

***

This article was originally published on The Macro Compass. Come join this vibrant community of macro investors, asset allocators and hedge funds – check out which subscription tier suits you the most using this link.

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