This Past Weekend w/ Theo Von

E444 Will Sasso

May 16, 2023
Will Sasso, a talented actor and comedian known for MadTV and co-host of the AI-driven podcast Dudesy, shares his latest adventures with Theo. They dive into their crazy past, including almost getting sued by Tom Brady and memorable moments from MadTV. Will also discusses the quirks of his AI podcasting experience, societal shifts influenced by tech, and reflections on individuality in both life and baseball. Expect a mix of humor and nostalgia as they explore the impact of AI on creativity and the comedic landscape.
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INSIGHT

Gay Earring

  • The origin of the "gay earring" remains unclear, possibly linked to the gay rights movement.
  • It served as a discreet way for homosexual individuals to identify each other during a time of less acceptance.
ANECDOTE

Dudesy Podcast

  • Will Sasso and Chad Kultgen's podcast, Dudesy, is AI-driven, using their personal data.
  • The AI creates content like Adam Sandler reading Applebee's reviews and Tom Brady stand-up.
ANECDOTE

Brady Lawsuit Threat

  • Tom Brady threatened to sue Dudesy over an AI-generated comedy special.
  • Sasso and Kultgen lawyered up, citing anti-SLAPP laws and parody law.
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