The Intellectual Edge

The Intellectual Edge

The Big Ideas

Investing amid uncertainty - Pt.1

Using payoffs and probabilities to improve investment outcomes

The Intellectual Edge's avatar
The Intellectual Edge
Nov 02, 2025
∙ Paid

This concept can, without a doubt, make you a better investor. The very best investors use it and we should too.

In a recent two-part series, we covered the fundamentals of probabilistic thinking and briefly explained concepts like expected value, standard deviation and so forth.

Today we’re going deeper into expected value, it’s a large topic that deserves its own series; I promise you, the quality of your decisions can be improved by it.

This is another two-part series where I’ll be explaining and analysing a wonderful research paper called Payoffs and Probabilities by Mauboussin et al; here are the topics we’ll dicuss:


Put simply, expected value is a predicted outcome that weighs up all of the probabilities and their payoffs in a given scenario. In situations of uncertainty, expected value helps you analyse outcomes and make a choice based on probabilities (not emotions or biases).

These long form articles are both a way of solidifying my own learning and sharing the insights with you. As I always say, nothing beats the original, which you can find here. If you haven’t the time for its 49 pages, this is the next best thing.

Let’s dive in.

This post is for paid subscribers

Already a paid subscriber? Sign in
© 2025 The Intellectual Edge
Privacy ∙ Terms ∙ Collection notice
Start your SubstackGet the app
Substack is the home for great culture