501 - Donald Trump’s Endgame
Jun 27, 2026 · 1h 23m
Summary
Tim Dillon interviews New York Times reporters Jonathan Swan and Maggie Haberman about their book *Regime Change*, covering Trump’s first year, Epstein, and the Iran war. Dillon critiques the book’s revelations as obvious, arguing Trump lacks ideology and seeks historical infamy through extreme power, potentially even using nuclear weapons. The guests discuss Trump’s emboldened second term, his isolation in a flatterer-filled bubble, and his misguided belief in easy regime change in Iran.
Topics discussed
Mybo dry eye drops advertisement
Intro: Tim Dillon welcomes NYT reporters Swan and Haberman
Discussion on Epstein evidence and media skepticism
Tim Dillon's monologue on Trump's desire for nuclear power
Sponsor reads and transition to interview
Interview begins: Trump's second term vs. first term
Trump's isolation from criticism and inner circle dynamics
Trump's shift on foreign policy and Iran war stance
Trump's relationship with Netanyahu and historical comparisons
Impact of assassination attempts and Charlie Kirk's death
The Epstein scandal and Trump's reaction to the files
Sponsor reads: Ethos and Gusto
J.D. Vance's role and dynamic with Trump
Future of US-Israel relations and closing remarks
Listen ad-free on Castria