rant · moment 15 of 18

Flirting With Moving the Show to Florida

from #176 - The Florida Project | The Tim Dillon Show · #176

24 min

Tim seriously considers relocating the show and his life to Florida for cost and lifestyle reasons, weighing pros and cons against LA's fires and expense and New York winters, while questioning what all his hustling in comedy and TV development is really for.

In this bit21 moments
  • Tim floats the idea of moving the entire show operation to Florida eventually, citing high costs and cold weather in LA.
  • His mother was a Weeki Wachee mermaid who performed in a tank for truckers in Florida.
  • Florida appeals to him as inexpensive with no state income tax, though he acknowledges the drawbacks like hurricanes and the people.
  • At 34, Tim questions whether he wants to stay in LA until 45, even if he makes significant money in comedy.
  • He refuses to ever do winters in the Northeast again, ruling out a return to New York City.
  • Tim questions whether he actually needs to be in LA or New York for his career to work, challenging the geographic necessity.
  • People he started comedy with are still doing open mics in Brooklyn, pulling their names from a bucket at comedy clubs.
  • He wrestles with whether proving himself to TV executives is worth it at a certain point, questioning what he's actually proving.
  • The Comedy Store and The Stand are his favorite clubs; some New York clubs simply won't book him, which he no longer feels bitter about.
  • Tim reflects on mortality and legacy: everyone dies and is forgotten, so what's the point of all the hustling and climbing.
  • He got banned from a Long Island Club after observing that audiences came in sweatpants and starter jackets.
  • Spokane Comedy Club has hot dogs named after comedians like Joan Rivers and Richard Pryor—comedians end up as just hot dogs or forgotten portraits.
  • The question becomes how to build a sustainable life rather than staying in a place constantly on fire, tap-dancing for soulless executives.
  • Maybe the show is all there is—him and the people listening—and he doesn't need mainstream entertainment or network deals to make it work.
  • He feels like a sucker every time he pays for parking validation to pitch show ideas to executives in high-rises.
  • Tim questions what mainstream entertainment even excites him about, whether it's sitting with Jimmy Fallon or floating in the Macy's parade.
  • He'll stay in LA for now because he loves the Comedy Store, his friends, and the talented people there, but he's aware the business is for younger people.
  • The only thing he truly values is freedom—making money means nothing if he has to wake up early doing work he hates.
  • In the last 24 hours, he's been thinking about starting a militia as he contemplates his life choices and the point of it all.
  • He lives a block from the Hollywood Improv but they book him at midnight for $15 in front of confused tourists, which feels like a waste of time and money.
  • Michael points out that even a great meal yesterday would have been forgotten by now, suggesting Tim's complaints may be temporary frustrations.
Mentioned here

FloridaThe Comedy StoreThe StandRush LimbaughWeeki WacheeSpokane comedy clubHollywood ImprovSt. Pete Beach

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