From Cold Calling to a Hit Netflix Special episode artwork

EPISODE · Mar 10, 2026 · 50 MIN

From Cold Calling to a Hit Netflix Special

from Uncorked: Wine, Business, and Life with Bill Green · host Bill Green

Discover how comedian Jared Freid went from cold-calling life insurance to building a Netflix and podcast empire. Learn his secrets to business success.Episode Resources:Jared Freid’s Book, Walking Red FlagJared Freid: 37 and Single on NetflixU Up? PodcastThe J-Train Podcast31 CandlesHow do you go from cold-calling life insurance leads to selling out theaters and landing top-charting Netflix specials? In this episode of Uncorked, comedian and podcaster Jared Freid reveals the relentless hustle behind building his direct-to-consumer entertainment empire. Listeners will learn exactly how to bypass traditional industry gatekeepers, leverage digital media, and turn a risky creative passion into a highly profitable, multifaceted business. Jared breaks down his unique "mutual fund" approach to his career, explaining how he used early podcasting and viral internet writing to build a massive, loyal audience without ever waiting to be "discovered." He shares the behind-the-scenes reality of self-funding his own stand-up specials, his journey to becoming a leading voice in modern dating with the *U Up?* podcast, and the hilarious challenges of writing his upcoming book, *Walking Red Flag*. But what does a successful touring comedian actually do to stay sharp when the cameras are off, and why is he still willingly crashing local, five-person open mics? You'll have to listen to uncover the gritty, unglamorous reality of playing the long game in the comedy industry. If you enjoyed this highly entertaining masterclass in creative entrepreneurship, be sure to subscribe to Uncorked and leave us a review. Don't forget to check the show notes for links to stream Jared's Netflix specials and to pre-order his highly anticipated new book!

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From Cold Calling to a Hit Netflix Special

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This episode was published on March 10, 2026.

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