Simon Owens's Media Newsletter

Simon Owens's Media Newsletter

How Colossus built one of the largest investing-focused podcast networks

CEO Matt Reustle explained the vision behind the network.

Simon Owens
Jul 31, 2024
∙ Paid

In 2016, Patrick O’Shaughnessy launched a podcast called Invest Like the Best. At the time, it wasn’t meant to be a business. It was a personal project — a way to interview top investors and sharpen his own thinking.

But something unusual happened.

The show began attracting a very specific type of listener: highly sophisticated investors, founders, and operators. Over time, it also started booking increasingly high-profile guests — from elite hedge fund managers to industry-defining entrepreneurs.

By 2020, O’Shaughnessy realized he had built more than just a podcast. He had built an audience.

That realization led to the creation of Colossus, an investing-focused podcast network that now produces multiple shows, hosts high-end events, and operates what its CEO Matt Reustle describes as a self-reinforcing media ecosystem.

In an interview, Reustle walked me through the vision behind the network, how it develops and promotes new shows, and why the company hasn’t yet launched video versions of its podcasts.

Let’s jump into it…

From Side Project to Media Company

Before Colossus existed, O’Shaughnessy’s podcast operated alongside his full-time career in institutional asset management.

“There was no capital raised,” Reustle said. “The media was a side project that became very, very successful.”

That success stemmed from two core advantages:

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