rant · moment 12 of 18

Trump as a Roast Battle and Comparing Him to H.H. Holmes

from Nice Means Nothing · #4

Audio-only archive episode — no video to seek.

8 min

Tim and Ray debate whether the election has become a 'roast battle,' discuss Trump's business practices of stiffing contractors, compare him to serial killer H.H. Holmes, and analyze Trump's billionaire mindset versus figures like Rockefeller.

In this bit13 moments
  • 34:11Tim does edgy jokes about bullying in a French Canadian city and gets laughs despite the audience likely not being Trump voters.
  • 34:30People defined by being anti-politically correct are as insane as the PC crowd, and the most vapid want to get laughs by being racist rather than funny.
  • 34:52This election has become tabloid junk fodder, removing the burden of understanding how government, institutions, and entrenched interests actually work.
  • 35:24The 2024 election is literally a roast battle, and people who don't understand it think the president can just wave a wand and change the country.
  • 35:47Obama kept dropping drones everywhere despite his pre-presidency writings suggesting he was skeptical of using military force to solve problems.
  • 36:32America has a $2 trillion war machine and a financial services industry consolidated on the East Coast that you can't just regulate without working with people.
  • 37:00Bill Burr nailed it: Trump is a billionaire guy who lives on top of a building, and that's how he talks.
  • 37:44Unlike Rockefeller or Carnegie, Trump has a distinctly new money, garish 1980s quality—the Greed Is Good, Gordon Gekko ethos.
  • 38:47Trump is a stick-and-move hustler who franchises his name on buildings worldwide and has a documented pattern of not paying subcontractors.
  • 39:29That evasion tactic Trump used—finding bullshit reasons not to pay contractors—is exactly what H.H. Holmes, the first serial killer, used to avoid his debts.
  • 40:02H.H. Holmes built a murder mansion for the Chicago World's Fair with hallways leading nowhere, torture chambers in the basement, and trap doors in various rooms.
  • 40:59Trump's brilliance is that he's a crony exposing cronyism, and the idea of him coming out saying 'I played the game, this is how it's played' is interesting because nobody else has really done that.
  • 41:23American elections traffic in false narratives between opposing pairs—mommy and daddy, pull yourself up by bootstraps, tough on crime versus compassion—with meta-narratives underneath.
Mentioned here

Bill BurrH.H. HolmesThe Devil and the White City

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