Inside Trump's Head

Michael Wolff joins Joanna Coles for part two, continuing their forensic account of Donald Trump’s long, combustible friendship with Jeffrey Epstein. Drawing on years of interviews and firsthand reporting, Wolff argues that Trump and Epstein were not casual acquaintances but intimate allies, bonded by money, sex, models, and a shared outsider resentment of New York’s elite. The episode traces how that alliance curdled into rivalry and fear—through real estate betrayals, private planes, kompromat, and the moment Epstein believed Trump turned the authorities on him. Wolff details why Epstein obsessed over Trump even after their rupture, why other powerful men fell while Trump survived, and how Epstein’s arrest and death intersected with Trump’s presidency. If Epstein was the man who knew Trump best, what does it mean that this is the one story that still visibly unnerves him? Hosted on Acast. See acast.com/privacy for more information.

Michael Wolff joins Joanna Coles to break down the Vanity Fair profile that may have pushed Trump chief of staff Susie Wiles into dangerous territory, and the newly surfaced Epstein diaries that reveal fixation more than revelation. But the episode turns darker with Trump’s grotesque response to the murder of Rob Reiner and his wife—a moment that shocked even his own insiders. Wolff argues this wasn’t calculation or cruelty, but something giving way. And it leaves an unavoidable question hanging in the air: how long can a presidency survive when self-destruction is no longer strategic, but instinctive? Hosted on Acast. See acast.com/privacy for more information.

Michael Wolff joins Joanna Coles to reveal stories behind newly released Epstein photos. Together they sift through the blacked-out faces, the Mar-a-Lago-style party shots, and a younger Steve Bannon seated in Epstein’s ornate study—the man he once admitted was the only figure in 2016 who truly scared him. Wolff explains why these images are surfacing now, how both parties are weaponizing them, and why they revive long-buried questions about Trump’s ties to Epstein. Coles ends on the unavoidable question: Are there more Epstein and Trump revelations still waiting to be discovered? Hosted on Acast. See acast.com/privacy for more information.

Michael Wolff joins Joanna Coles to unpack Kristi Noem’s “Ice Barbie” theatrics at Homeland Security to Pam Bondi’s loyal remaking of the Justice Department. They explore how, for the people in Trump’s political orbit, loyalty and spectacle outweigh competence. Wolff and Coles dive into Corey Lewandowski’s influence, Alina Haber’s rocky rise, Jared Kushner’s allies, and the fractures forming among Trump’s women acolytes. Behind the headlines, they reveal a presidency driven by personal power, loyalty tests, and showmanship—where the inner workings are as unpredictable as the public drama. Hosted on Acast. See acast.com/privacy for more information.

Michael Wolff joins Joanna Coles to dissect a president increasingly disengaged, dozing through televised cabinet meetings while aides scramble to manage both optics and reality. They probe the murky Hegseth video controversy, Trump’s self-awarded FIFA Peace Prize, and his meddling in Hollywood mergers, showing how delay, spectacle, and loyalty dominate decision-making. Wolff charts the frustration, chaos, and quiet panic inside Trumpworld. The two ask: What happens when no one can keep up with—or contain—Trump’s mercurial whims? Hosted on Acast. See acast.com/privacy for more information.