Interview · moment 8 of 23

Dating a Rich Girl and the 'It's a Hotel' Story

from The Return Of Shame with Dan Soder | The Tim Dillon Show #363 · #363

4 min

Guest

Dan and Tim revisit Dan's past relationship with a wealthy woman living in SoHo, including Tim's memory of Dan casually pointing out the mental institution where his mother was, leading into Dan's favorite story about his ex's rich friend condescendingly saying 'it's a hotel.'

In this bit9 moments
  • One girl Tim knew had a father with wealth beyond $300 million, sparking his interest in the people who actually run the world.
  • Tim argues that viewing American government as a mob family structure instead of civics makes everything make sense.
  • Growing up on Long Island, Tim was fascinated by city kids who went to prep schools and rehab by age 13.
  • The only way to truly break into wealthy circles is to lie, and those people actually want to be lied to because their entire life is lies.
  • Rich kids don't care when they find out they've been lied to—they just enjoy having a random story to tell.
  • Tim met the wealthy woman he dated on Raya and was completely out of his depth, living under a train in Queens at the time.
  • The woman refused to come to Queens; she insisted Tim come to her place in SoHo instead.
  • She was attending a benefit for artwork in Venice on a Friday night while Tim was doing comedy shows in the city.
  • Tim was making jokes while she was off to a fake benefit event supposedly to save art.
Mentioned here

Lauren BoebertRegisRayaQueensLong IslandAnguillaSoho

All 23 moments in this episode →