The Next Level

1024: BONUS Secret: Why Are America’s Billionaires So PATHETIC?!

10 snips
Oct 14, 2025
Live from New York, the hosts dissect America's billionaire culture, spotlighting Mark Benioff's controversial support for Trump while hiding in Hawaii. They explore the legal intimidation tactics Trump uses against critics and the chilling effect this has on donors. Discussion turns to the Democrats' cautious strategies and the urgent need for bolder candidates who communicate plainly. The panel also delves into the shifting dynamics within the MAGA movement, highlighting figures like Marjorie Taylor Greene and the implications of extremist rhetoric.
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INSIGHT

Billionaire Social Migration To Trump

  • Billionaires have socially migrated toward Trump because of peer pressure and self-preservation, not policy conviction.
  • Sarah Longwell argues their shift reflects social signaling and fear of being targeted more than ideological alignment.
ANECDOTE

Donor Meeting That Radicalized Tim

  • Tim Miller recounts meeting a PayPal-era billionaire who claimed "trickle-down" paid his trainer more than others.
  • The encounter radicalized Miller toward supporting Bernie due to the donor's obliviousness.
INSIGHT

Chilling Effect Of Trump’s Legal Tactics

  • Legal actions by Trump chill critics even when courts might ultimately rule against prosecutions.
  • Tim Miller and Sarah Longwell note the personal and reputational costs deter public figures from speaking out.
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