The Rational Trader: Why I’d Risk $445 to Make $55 — And Still Call It a Good Trade

by | Jun 30, 2025

 

 

Looking for a verified statistical edge in the markets? Check out this 2ST strategy!

Good afternoon everybody. JD here with your Rational Trader market analysis daily.

In today’s video, I want to walk you through a concept that’s at the center of how I trade — especially during earnings season — and that’s expected value.

What Is Expected Value?

Expected value is a simple idea: when you’re faced with multiple outcomes, you multiply the value of each by its probability — and that gives you a clearer picture of whether a trade is worth taking.

Now, in real-world markets, it’s hard to assign precise probabilities to outcomes. But during earnings season, we get something we don’t usually have — historical data that helps quantify the odds.

So if you’ve ever felt uncertain about a trade that looks risky, this might help you think about it differently.

The Trade Most People Wouldn’t Take

Here’s a simple example:

  • There’s a 10% chance you lose $445

  • There’s a 90% chance you make $55

Most traders pass. Too lopsided. That loss number is just too big.

But when you do the math? The expected value is positive. You’d make $5 on average every time you take the trade.

It’s not sexy. But if you saw that setup over and over — and you stayed consistent — it would pay off.

Real Example: Constellation Brands

Now let’s take that logic and apply it to a real trade I’m watching today.

Constellation Brands (STZ) reports earnings after the bell tomorrow.

  • Current price: around $162

  • Mean: around $166

  • Two standard deviations below the mean: $155

That’s where I get interested.

Here’s the setup:

  • Sell the $150 put

  • Buy the $145 put (as a hedge)

  • You collect about $0.80 in premium

  • Max loss is $5 minus that premium

So you’re risking around $4.20 to make $0.80 — not all that different from the earlier example.

Why I Like This Trade

Looking back at the last 5 years of earnings:

  • STZ has only dropped more than 8% twice — out of 20 earnings events.

  • That’s just a 10% probability of breaching $150.

  • The median drop is 3.3% — which keeps it well above our short strike.

So what does that mean?

It means the expected value is on your side — even though the potential loss number might feel scary.

This is why I trade statistically. This is why expected value matters.

Final Thoughts

When you’re faced with a decision that feels uncomfortable, take a step back and ask:

What’s the probability-weighted outcome here?

That question has saved me from countless bad trades — and helped me take the good ones others walk away from.

Earnings season is here. Time to think like a rational trader.

Part 2, followup on this trade is here

Talk soon,

JD
The Rational Trader

What to read next