How To Build A Comedy Career That Fits Your Life

Hello, Friend! In episode 155 of the “Messed-Up To Set-Ups” podcast, I’m back in the lab with comedian Garrett McDonald. He’s actually my first repeat guest! In Part 1 of our chat, we have a real conversation about getting better without getting stuck in somebody else’s version of how comedy is supposed to work. We talk about the divide between online success and stage time, why “How long have you been doing comedy?” can miss the point, and the small performance changes that help a joke breathe. Garrett shares how his school-counselor perspective is shaping his comedy, what he’s learning about act-outs, and how social media became an unexpected creative outlet. We also get into the highs and lows of the past year, a show with one ticket sold, a corporate gig we did together that turned into complete mayhem, and the surprising ways comedy can help us keep moving through hard seasons. If you’re building a creative life while juggling work, family, and the fear of becoming stagnant, this episode of Messed-Up to Set-Ups is for you. Tune in!

By the way, I’m building my comedy career alongside a full-time job, family, writing, podcasting, producing shows, and all the other stuff that apparently requires me to own a calendar. Because of that, I’m always interested in sustainable progress rather than somebody else’s definition of what a comedy career has to look like. That’s a lot of what I share each week in my FREE, weekly comedy newsletter, The Round-Up. If you’re building your own version of a comedy life and want practical ideas, things I’m learning, experiments I’m trying, and occasional evidence that I have absolutely no idea what I’m doing, subscribe for FREE. When you sign up, I’ll also send you my FREE 17-page Joke Blueprint Playbook.

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