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.

PodSkip has analyzed 4 episodes of Inside Trump's Head, averaging 4.5 ads per episode (4% of runtime).

Episodi

This Is Why Trump Surrounds Himself With Idiots
Aug 28, 2026
Michael Wolff and Joanna Coles look at the latest signs of chaos inside Trump’s White House, from the administration’s fixation on interest rates and the tensions surrounding the Federal Reserve to…
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Why Harp’s Special Perk Stunned Trump Staff
Aug 26, 2026
Michael Wolff and Joanna Coles take on Donald Trump’s latest fixation with image, power, and excess, from his apparent weight gain and the extraordinary Mar-a-Lago golf club buffet to the…
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How Melania Has Abdicated Her First Lady Duties
Aug 23, 2026
Michael Wolff and Joanna Coles go inside a White House where Melania Trump’s rare appearances, her increasingly lucrative personal brand, and her complicated relationship with Natalie Harp are…
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I Have Natalie Harp's 'Love Letters' to Trump
Aug 21, 2026
Michael Wolff and Joanna Coles go inside the increasingly bizarre inner workings of Donald Trump’s presidency, beginning with Wolff’s extraordinary account of Natalie Harp’s deeply personal letters…
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Here’s Everything I Know About Natalie Harp: Wolff
Aug 19, 2026
Michael Wolff and Joanna Coles devote a special episode to Natalie Harp, the Trump loyalist who has risen from campaign aide to one of the most powerful people in the president’s orbit. Wolff traces…
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Why Trump’s Weird Fixations are Exploding Now
Aug 16, 2026
Michael Wolff and Joanna Coles explore Donald Trump’s increasingly intense fixations, from his relentless campaign to put his name on the Kennedy Center to his insistence that the Navy return to…
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I Know Why Everyone Talks About Trump's Diapers
Aug 14, 2026
Michael Wolff and Joanna Coles dig into Karoline Leavitt’s departure from the White House, the scramble to replace her, and what her exit reveals about the brutal demands of working directly for…
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Dark Truth About Trump's Plane Switch Leak: Wolff
Aug 12, 2026
Michael Wolff and Joanna Coles mark one year of Inside Trump’s Head by dissecting the bizarre story of Donald Trump secretly switching planes while the White House press corps unknowingly flew aboard…
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What Trump Is Screaming After Ballroom Humiliation
Aug 09, 2026
Michael Wolff and Joanna Coles get inside Donald Trump’s fixation with the White House ballroom, and why a court ruling stopping the project may only make him more determined to build it. They also…
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This Is RFK Jr.'s Explosive Plot for Power
Aug 07, 2026
Michael Wolff and Joanna Coles dive into another astonishing week inside Donald Trump’s head, analyzing the president’s fixation on image—from his infamous hair to a controversial White House…
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This Is Why Jeanine Pirro Defied Trump: Wolff
Aug 05, 2026
Michael Wolff and Joanna Coles take a closer look at the latest signs of dysfunction inside Trump’s White House, from Jeanine Pirro’s stunning retreat over the disastrous reflecting pool to the murky…
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Why Trump’s Desperate Ploy to Be Serious Is a Sham
Aug 02, 2026
Michael Wolff and Joanna Coles argue that Donald Trump's trip to Camp David wasn't a show of strength but a sign of growing desperation, as he tries to project presidential gravitas while, they…
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Why Trump Is Melting Down Over His Unsolvable Mess
Jul 31, 2026
Michael Wolff and Joanna Coles trace what they argue is a turning point for Donald Trump as the consequences of his biggest political bets begin to close in around him. They break down why Trump's…
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