In honor of the release of the TV show Alex, Inc., we’re binge dropping episodes of StartUp—the podcast that started it all—along with brand-new after shows. These are the best episodes about Gimlet, as chosen by our listeners. The first is: How Not to Pitch a Billionaire.

In this episode, Alex explains how he got the idea to document the start of his own company. He talks with his wife Nazanin about what shoes to wear to his first investor pitch. And then, there’s that… infamous first pitch to Chris Sacca. In the after show Alex talks to Chris Sacca about his experience appearing on Alex, Inc.