Gimlet 1: How Not to Pitch a Billionaire
September 5, 2014
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The Story Alex explains how he got the idea to document the starting of his own company. He talks with his wife about what shoes to wear to his first investor pitch. And he meets
Chris Sacca, silicon valley legend, early investor in Twitter, Uber, Instagram and Kickstarter. Chris talks about the first 25 thousand-dollar check he wrote to Twitter, explains the importance of conviction when pitching to investors, and discusses FOMO, the fear of missing out, which lurks in the hearts of all investors. Alex makes his pitch to Chris, disastrously, near a highway overpass along West Pico Boulevard in Los Angeles. Chris then gives Alex's pitch back to him, the way Alex should have done it in the first place. Chris then lists all the reasons not to invest in Alex's company. Alex is confused, but all is not lost. Chris invites Alex back to LA to pitch Chris's partner, Matt Mazzeo.
The Facts We played two songs in this episode, Elephant and Choke California, both by