Inside Trump's Head

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.

Michael Wolff and Joanna Coles step inside Donald Trump’s head at a moment when spectacle, grievance, and power collide. They unpack what Melania’s glossy new documentary really reveals about her marriage, money, and leverage. Wolff explains why the newly released Epstein files are reopening uncomfortable truths inside Trump World. They then discuss how the federal response in Minneapolis offers a stark window into how Trump understands authority and force. As these threads converge, Wolff and Coles wonder: is Trump tightening his grip on power—or revealing the fractures that could define what comes next? Hosted on Acast. See acast.com/privacy for more information.

Michael Wolff joins Joanna Coles to unpack Melania’s high-profile movie premiere flop and Trump’s crumbling White House operations. As Minneapolis reels under paramilitary forces and DHS overreach, Wolff reveals how Trump’s aides point to the president’s “cabinet of morons” as the root of the administration's flailing incompetence as they scramble to keep him happy and dodge accountability. Meanwhile, the First Lady leverages her office to secure a $40 million documentary deal, sparking questions of corporate bribery. With resignations, lawsuits, and the looming midterms, Wolff and Coles map the power plays, personal agendas, and unraveling strategy behind the headlines. Hosted on Acast. See acast.com/privacy for more information.