Inside Trump's Head

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.

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.

Michael Wolff and Joanna Coles unravel a week in Trumpworld that veers from grotesque to outright dangerous, starting with Donald Trump’s late-night Truth Social spiral and the racist meme depicting the Obamas that even members of his own party scrambled to disown. They dig into what aides privately describe as Trump “going over the edge,” why the media still struggles to describe these moments honestly, and how this behavior is no longer an exception but the operating system. From there, the conversation turns to Trump’s jaw-dropping demand to rename Penn Station after himself—holding billions in federal infrastructure funding hostage in exchange for another monument to his name—and what that reveals about power, domination, and his obsession with owning physical and psychological space. The episode also explores the next weaponized phase of the Epstein files, Ghislaine Maxwell’s looming testimony, and how conspiracy, grievance, and raw racism are colliding at the center of Trump’s presidency—so is this just another scandal to scroll past, or a warning sign of something far more unstable still to come? Hosted on Acast. See acast.com/privacy for more information.

Michael Wolff joins Joanna Coles as Trump aids declare the White House an “Epstein-free zone” where his name cannot be spoken. Wolff reveals how Trump’s go-to tactic of personal attacks and distraction still works just enough to avoid answering the one question he can’t touch, why the Epstein revelations are quietly reshuffling internal crises, and how figures from Deepak Chopra to Peter Mandelson to Silicon Valley’s self-styled gurus keep orbiting the same corrupt universe. Then comes Trump’s most compulsive, self-destructive obsession yet: his push to rebrand the Kennedy Center, justified by his own near-assassination fantasy and driven by a need to overwrite history with his name—even as artists flee, audiences vanish, and the politics make no sense. Hosted on Acast. See acast.com/privacy for more information.

Michael Wolff joins Joanna Coles as Trump predictably lashes out in the fallout from the Epstein files—targeting Wolff as his latest nemesis, threatening lawsuits he can’t afford to file, and insisting the real conspiracy is against him. They unpack Trump’s rambling, defensive response to questions about Epstein flights, island denials, and the newly resurfaced claim—now echoed in official documents—that Epstein introduced Melania to Trump, a detail Trump world once tried to bury with billion-dollar legal threats. From Bill Gates and elite denial to Epstein’s role as an information broker, the conversation widens to Trump’s current obsession: federalizing elections, re-litigating 2020, and quietly laying the groundwork to undermine the 2026 midterms. Hosted on Acast. See acast.com/privacy for more information.