Tag: Creative Careers

What Entrepreneurs Can Learn From Rejection with Filmmaker Jeremy Garelick (Ep. 25)

What Entrepreneurs Can Learn From Rejection with Filmmaker Jeremy Garelick (Ep. 25)

What do entrepreneurs and business owners do when the traditional path stops working?

Sometimes a “no” isn’t the end of an idea. It’s information that helps you find a different way forward.

In this episode, Dan Paikin and Robert Schlesinger sit down with filmmaker, writer, director, and producer Jeremy Garelick. Jeremy shares how childhood comedy obsessions became a filmmaking career, why rejection helped shape American High, and how taking his son to Rolling Loud inspired his latest movie. He also explains how social media became part of his business, what he learned from betting on his own ideas, and why his father’s confidence helped him pursue an unconventional career.

Jeremy discusses:

  • How a childhood love of comedy gradually developed into writing, directing, producing, and entrepreneurship
  • How hearing “no” from studios pushed him toward buying a high school and building American High independently
  • How taking his son to Rolling Loud provided the personal experience that became the foundation for a movie
  • How American High uses social media to test original ideas, build audiences, and support new film projects
  • How his father’s belief gave him the confidence to pursue his career and keep moving when plans changed
  • And more!

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About our Guest: 

Jeremy Garelick is a filmmaker, writer, director, producer, and entrepreneur whose career spans comedy, film production, and entertainment ventures. His credits include work on The Break-Up, The Hangover, The Wedding Ringer, and Murder Mystery. He is also the founder of American High, a production company built around a former high school in upstate New York that serves as a hub for developing and producing comedy projects. Jeremy has expanded American High into social media and original content development, using audience response to test new ideas and characters. His latest project, Rolling Loud, was inspired by attending the hip-hop festival with his son and grew into a theatrical film produced with Live Nation.