The Rich Roll Podcast

Jay Duplass & Michael Strassner On The Art of Creative Rebellion

33 snips
Sep 1, 2025
Jay Duplass, an award-winning filmmaker, discusses his new film 'The Baltimorons' after a long directing break. Michael Strassner, a comedian and star of the film, shares his journey from rock bottom to seven years of sobriety. They dive into the importance of authentic storytelling, particularly emphasizing the need for narratives around early sobriety. Their candid exploration reveals how flawed characters resonate more than superheroes, and underscores the power of creativity and connection in overcoming personal challenges.
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INSIGHT

Return To Small Honest Filmmaking

  • Jay returned to small, authentic filmmaking to reclaim his voice after years of producing for others.
  • He argues making tiny movies on your terms restores creative authority and connection with audiences.
ANECDOTE

Surviving A Broken Belt

  • Michael described a suicide attempt in his basement where the belt broke and he survived.
  • The next day he sought help and that moment became the pivot to his recovery.
INSIGHT

Festivals And Tech Can Birth Movements

  • Festival discovery still matters: small, authentic films can create movements and long-term careers.
  • The Duplass brothers' early DIY success exemplified how timing, tech, and persistence reshape opportunity.
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