Serious Trouble

Insider Betting

Oct 25, 2025
This week delves into the intriguing indictment of John Bolton, highlighting the differences from Comey's case. Trump demands $230 million from the DOJ, stirring up debates on prosecution motives. The podcast also uncovers two outrageous NBA-related indictments involving rigged poker games and insider betting scandals. With mafia ties and complex legal issues, these cases are full of jaw-dropping details. Additionally, the hosts discuss developments in lawsuits regarding National Guard deployments and updates on Hunter Biden litigation.
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INSIGHT

Prosecutorial Suits Face High Hurdles

  • Suing the government for prosecuting you is extremely difficult and meant to be hard to win.
  • Demands like Trump's $230 million appear symbolic and lack concrete damage theories that courts require.
ANECDOTE

The $230M Demand And Charitable Claim

  • Trump publicly demanded $230 million and claimed he'd give it to charity, though his past promises are unreliable.
  • Ken White and Josh Barro noted opacity around donations and questioned the factual basis of some claimed contributions.
INSIGHT

Bolton Indictment Hinges On Mishandled Secrets

  • John Bolton's indictment alleges he retained and transmitted classified national defense information and shared notes on unsecured platforms.
  • Prosecutors emphasize that Iran hacked an account, making the leak to a hostile power a aggravating fact.
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