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Inside Trump's Head

Inside Trump's Head

Written by: The Daily Beast Michael Wolff and Joanna Coles
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About this listen

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.


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The Daily Beast Politics & Government Social Sciences
Episodes
  • Ailing Trump Knows His Reign Is Nearly Over: Wolff

    Ailing Trump Knows His Reign Is Nearly Over: Wolff
    Jan 25 2026
    Michael Wolff joins Joanna Coles as a winter blizzard barrels toward Washington and a political storm gathers inside the White House, where Trump’s second term is no longer defined by dominance but by drift, bad polls, and creeping loss of control. From a Davos appearance that Trump insists was triumphant—but clearly wasn’t—to a rare and dangerous moment of international pushback led by Canada’s Mark Carney and echoed across Europe, Wolff argues the strongman illusion is cracking. The question hanging over it all: Is this just another chaotic chapter—or are we witnessing the first chapter of the end of Trump’s reign?

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    53 mins
  • The Real Reason Trump Backed Off Greenland: Wolff

    The Real Reason Trump Backed Off Greenland: Wolff
    Jan 23 2026
    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?

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    56 mins
  • These Are Trump's Biggest Achilles' Heels: Wolff

    These Are Trump's Biggest Achilles' Heels: Wolff
    Jan 21 2026
    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.

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    56 mins
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