

Americano: is James Comey going to jail?
Sep 29, 2025
Jacob Heilbrunn, Editor of The National Interest, joins Freddy Gray to delve into intriguing facets of U.S. politics. They discuss why Trump is pursuing James Comey and the implications of a Virginia indictment. Jacob explains the significance of court strategy and examines potential cases against figures like John Bolton. The conversation highlights concerns over overclassification in American politics, and the discussion takes a turn toward perceived authoritarianism in Washington. They also explore Trump’s influence on national security and media dynamics.
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Vendetta Against The Deep State
- Trump is pursuing a vendetta against perceived 'deep state' figures like James Comey and weaponising the Justice Department.
- Jacob Heilbrunn argues the indictment looks vague and politically driven but likely won't be dismissed outright by the judge.
Prosecutions As Political Theater
- Using prosecutions as political signals can intimidate opponents without securing convictions.
- Heilbrunn notes this strategy is double-edged and could humiliate Trump if it backfires.
Bolton's Documents Risk
- The case against John Bolton may be stronger because of alleged mishandling of classified documents tied to his memoir.
- Heilbrunn concedes Bolton may have exposed himself to prosecution despite political motives.