Inside Trump's Head

Michael Wolff and Joanna Coles untangle a week where chaos seems to be the point, including the stunning arrest of Andrew Mountbatten-Windsor in the widening Jeffrey Epstein fallout. Meanwhile in Washington, Trump gathers his Board of Peace to bankroll his grand vision for Gaza while facing a far more combustible reality: a potential military showdown with Iran that he may neither want nor be able to control. As European partners keep their distance and troop buildups raise the stakes, Wolff and Coles probe whether Trump is orchestrating strategic distraction—or simply caught between looking weak and starting a war. With scandals colliding and global order wobbling, is this all part of a master play, or are we watching events slip beyond Trump’s grasp?
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Michael Wolff joins Joanna Coles to examine why Donald Trump’s very public irritation may reveal more than any document dump. As the Epstein files unleash a rolling wave of headlines, Wolff argues the real story is not what’s newly uncovered but how the sprawling release has diffused attention away from Trump and onto a widening cast of peripheral figures—a dynamic he says Trump has repeatedly relied on to survive past crises. Drawing on Wolff’s firsthand encounters with Jeffrey Epstein and his introduction of Steve Bannon into Epstein’s orbit after Bannon’s White House exit, the conversation traces how resentment, rivalry, and obsession with Trump bound those men together, even as Trump now casts himself as the victim of a conspiracy involving journalists and old adversaries.

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Michael Wolff and Joanna Coles unpack the spiraling fallout from the Epstein files, Ghislaine Maxwell’s calculated silence, and the widening circle of elites caught in the “Epstein class,” before turning to something even more alarming: the Trump administration’s brazen willingness to lie in plain sight. From the El Paso airspace shutdown and the balloon-versus-drone fiasco to Fox News alumni now running Cabinet departments at odds with one another, they examine whether the chaos is incompetence—or a deliberate governing strategy built on fear, loyalty tests, and all-or-nothing stakes. As prosecutions stall, investigations fizzle, and reality itself seems negotiable, Wolff argues that the disorder may be the point—and that the risks are existential. Is this simply dysfunction, or is there a dangerous method behind the madness that we’re only just beginning to see? Hosted on Acast. See acast.com/privacy for more information.
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Michael Wolff steps inside the chaos swirling around Trump World—from Wolff’s bombshell federal lawsuit against Melania Trump, which he says could finally force sworn answers about the Trump–Epstein relationship, to the extraordinary legal fight over where the First Lady actually lives. As Wolff argues that anti-SLAPP laws may become a frontline weapon against what he calls the White House’s assault on free speech, he and Daily Beast executive editor Hugh Dougherty dissect the implications of Melania’s alleged full-time life in New York, her separate Trump Tower apartment, and the branding empire she’s quietly building. The conversation then widens to what Wolff portrays as a second administration defined by loyalty over competence: election denier Kurt Olsen rising to oversee election security, Pam Bondi’s combative Hill performance, and the bizarre El Paso airspace shutdown involving secret lasers, drone claims, and bureaucratic bedlam. Is this a White House tightening its grip—or a government spinning into incompetence so profound it can no longer explain itself? Hosted on Acast. See acast.com/privacy for more information.
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Michael Wolff joins Joanna Coles to focus on one of Donald Trump’s most revealing tools: the telephone. Drawing on decades of firsthand experience—from Trump’s landline calls to New York Magazine in the 1990s to rambling, unsolicited calls as president—Wolff explains why Trump is almost never off the phone, why he hates email and paper trails, and how calling isn’t about exchanging information so much as asserting dominance, rehearsing grievances, and never being alone. It’s a portrait of a man who governs, leaks, vents, and connects almost entirely by voice—using the phone as both comfort object and command center—and a revealing look at how Trump’s constant talking shapes his politics, his relationships, and his presidency. Hosted on Acast. See acast.com/privacy for more information.
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