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Inside Trump's Head

The Daily Beast, Michael Wolff and Joanna Coles
Inside Trump's Head
Latest episode

104 episodes

  • Inside Trump's Head

    The Real Reason Trump Backed Off Greenland: Wolff

    2026/1/23 | 56 mins.
    Michael Wolff joins Joanna Coles to unpack why Trump’s latest global theatrics—from the Greenland takeover threat to the billion-dollar “peace board”—were never meant to happen at all. Drawing on Davos, disastrous polling, Minneapolis blowback, and Trump’s endless talent for distraction, Wolff explains how bluster without cost is the core of Trumpism: set fires, bask in the sirens, then walk away before consequences arrive. The question lingering after Greenland fades: Is this the moment the world finally stops chasing the fire engines, or is Trump already lighting the next match? Hosted on Acast. See acast.com/privacy for more information.
  • Inside Trump's Head

    These Are Trump's Biggest Achilles' Heels: Wolff

    2026/1/21 | 56 mins.
    Michael Wolff joins Joanna Coles to take apart the most durable myth of Trump’s presidency: the idea that there is some master strategist at work. As Ukraine remains unresolved, the economy wobbles, and Trump’s promised “day one” deals evaporate, Wolff argues that what actually sustains Trump is not strategy but performance — a relentless projection of dominance learned on reality television and refined in politics. They trace how Trump’s refusal to retreat, apologize, or show weakness keeps him squeaking through moments that logic says should break him, from Greenland to Epstein to Minneapolis, each distraction layered atop the last. Hosted on Acast. See acast.com/privacy for more information.
  • Inside Trump's Head

    How Trump’s Insurrection Act Threat is Backfiring

    2026/1/18 | 42 mins.
    Michael Wolff joins Joanna Coles to unpack Trump’s latest high-stakes drama: the Insurrection Act and his escalating presence in American cities. From Minneapolis as ground zero to ICE agents wielding “absolute immunity,” Wolff breaks down how conflict and chaos have become Trump’s strategy, not his mistake. Joanna and Wolff explore the administration’s doubling down, the Democratic Party’s faltering response, and the curious absence of figures like Barack Obama and George W. Bush—two leaders with the authority to counter Trump’s moves. They also trace Trump’s foreign entanglements, from Venezuela to Iran, and the surprising ways reality continues to diverge from his proclamations. With Trump’s threats backfiring at home and abroad, the conversation exposes a presidency ruled by drama, distraction, and the relentless pursuit of power. Hosted on Acast. See acast.com/privacy for more information.
  • Inside Trump's Head

    Trump Knows Epstein Could Be His Mortal Threat

    2026/1/16 | 58 mins.
    Michael Wolff joins Joanna Coles to trace how a president cornered by Epstein, ICE violence, collapsing polls, and mounting legal exposure responds the only way he knows how: by grabbing territory, media, and attention at scale. From the Foxification of CBS News and the quiet corporate bargain behind it, to Trump’s fixation on Greenland, Venezuela, Iran, and elite cities he loves to demonize, this episode maps a presidency fueled by distraction, intimidation, and an audience of one. Wolff unpacks why Trump’s pressure-point politics now extend from network newsrooms to foreign policy theater, why even loyal institutions are bending under threat, and why the nightmare Trump is trying to outrun—Epstein. Hosted on Acast. See acast.com/privacy for more information.
  • Inside Trump's Head

    This Proves Trump Knows He's In Big Trouble: Wolff

    2026/1/14 | 1h 1 mins.
    Michael Wolff joins Joanna Coles to trace the oddly revealing logic now driving Donald Trump’s presidency: a man who knows the midterms are coming, knows the numbers are bad, knows Epstein, jobs, ICE videos, and his own health chatter are bleeding into the public consciousness—and who believes the only solution is something that “plays.” From Pam Bondi’s visible strain as Trump treats the Justice Department like his personal law firm, to his lifelong conviction that nothing is ever his fault, Wolff explains why loyalty always curdles into blame. The conversation moves outward to the foreign-policy theatrics he sees as risk-free wins: Venezuela as a headline-grabbing show of force, Greenland as a performative threat designed to make Europe bend, and war as branding. Hosted on Acast. See acast.com/privacy for more information.

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About Inside Trump's Head

Character is destiny and no character has defined or deformed the 21st century more than Donald Trump. In this new podcast series, the definitive Trump biographer Michael Wolff joins forces with the Daily Beast’s provocateur-in-chief Joanna Coles to crack open the psyche of the man the world can’t stop watching. Coles and Wolff balance candor with curiosity as they dissect Trump’s thoughts and actions and try to answer the ultimate question: what drives the most powerful man alive? This is the analysis no one else has the access, authority, or ambition to deliver. Ignore it at your peril.New episodes every Wednesday, Friday, and Sunday; early drops on YouTube.If you’re not already a subscriber to The Daily Beast, it’s easy! Just sign up here. Hosted on Acast. See acast.com/privacy for more information.
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