I’m breaking up Ackman’s story into three, maybe even four parts because, like him or loathe him, Ackman is a very interesting character. I’ll kick it off with a quote from Carl Icahn, the legendary Wall Street investor who has tussled with Ackman on more than one occasion, and this kind of encapsulates the core of Ackman’s character:

“I would be a very happy man in life if I could be as certain of just one thing as he is certain about everything.”

And really, that’s Ackman in a nutshell—supremely, annoyingly confident, to the point of arrogance. Yet it is this confidence, combined with intelligence and persistence, that has resulted in the Ackman we know today—sticking his nose into everything from college admissions, to DEI, to Israel and Ukraine, while also building up a fortune estimated to be $9.6 billion at the time of recording.

So in this episode, I dig into how he started off. It’s a fascinating story. Enjoy.