Inside Trump's Head

By The Daily Beast, Michael Wolff and Joanna Coles

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 th

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How many episodes does Inside Trump's Head have?

The podcast currently has 108 episodes available.

Inside Trump's Head episodes:

January 09, 2026 Why Trump Can't Escape Epstein Forever: Wolff
Michael Wolff joins Joanna Coles to unpack one of the most confounding political inversions of the Trump era: the moment when lying stopped being a liability and became a source of power. Wolff argues that while past presidents were undone by exposed falsehoods, Trump’s credibility has never been weaker—and yet it has only strengthened him. Together, they examine how shamelessness, repetition, and brute insistence on an alternate reality have replaced truth as a governing tool, leaving institutions, media, and public protest strangely inert. From the collapse of shared reality to the media’s inability to name what’s happening in plain language, this episode digs into why transparent lies no longer undermine authority—and what it means when reality itself stops working as a check on power.
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56min
January 07, 2026 What Being Mocked Really Does to Trump: Wolff
Michael Wolff joins Joanna Coles to examine how Nicolás Maduro’s dance mocking Trump became a genuine trigger for the president — and why humiliation lands harder than policy. Wolff explains how Trump turns foreign affairs into personal vendettas, and when Maduro refuses the deals, dances, and laughs, it pierces Trump at the level of ego, not ideology. Also, the conversation widens to Trump’s fixation on the MOCA test as proof of competence, the way distraction becomes a governing tactic, and how figures like Mark Kelly are pulled into the narrative to shift attention, rewrite the stakes, and keep the spotlight where Trump needs it most, namely away from Epstein.
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1h 5min
January 04, 2026 Why Melania's Case Terrifies Team Trump: Wolff
Michael Wolff joins Joanna Coles to probe the growing mystery around Melania Trump — the first lady who rarely appears, rarely speaks, and yet increasingly shapes the atmosphere around Donald Trump. Wolff explores why Melania’s absence feels deliberate, how lawsuits and the threat of depositions have sharpened attention on her, and why Trump’s team appears determined to keep her out of reach of process servers and cameras alike. Wolff examines why discovery terrifies Trumpworld more than accusation, why Melania’s distance reads like leverage, and how one reluctant witness can destabilize a carefully managed narrative. If the quietest person in Trump’s orbit may also be the one who knows the most, what happens when the courts — not the campaign — decide who gets to ask the questions?
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44min
January 02, 2026 I Know Truth About Why Epstein and Trump Fell Out
Michael Wolff joins Joanna Coles for part two, continuing their forensic account of Donald Trump’s long, combustible friendship with Jeffrey Epstein. Drawing on years of interviews and firsthand reporting, Wolff argues that Trump and Epstein were not casual acquaintances but intimate allies, bonded by money, sex, models, and a shared outsider resentment of New York’s elite. The episode traces how that alliance curdled into rivalry and fear—through real estate betrayals, private planes, kompromat, and the moment Epstein believed Trump turned the authorities on him. Wolff details why Epstein obsessed over Trump even after their rupture, why other powerful men fell while Trump survived, and how Epstein’s arrest and death intersected with Trump’s presidency. If Epstein was the man who knew Trump best, what does it mean that this is the one story that still visibly unnerves him?

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1h 1min
December 31, 2025 I Know Why Trump Made Epstein His Best Friend
Michael Wolff joins Joanna Coles to trace the unsettling origins of Donald Trump’s relationship with Jeffrey Epstein, long before public scandal or denial. Wolff begins with their bond in the late-1980s New York, where Trump was chasing Manhattan legitimacy and Epstein was emerging as a fixer fluent in money, women, and leverage. From Trump introducing Epstein as “my associate—Jeffy,” a pattern forms of shared ambition, cruelty, and secrecy. Wolff links those early dynamics to Trump’s financial near-collapse in the 1990s and Epstein’s claim that he helped Trump survive bankruptcy while keeping his tax returns hidden. If Epstein helped shape Trump’s instincts before power, what does that say about the secrets that still follow him now?
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46min
December 28, 2025 Truth About Trump’s Miserable Mar-a-Lago Christmas
Michael Wolff joins Joanna Coles to peel back what Christmas looks like inside Donald Trump’s carefully staged world at Mar-a-Lago — a holiday less about family and warmth than performance, attention, and control. From the bored, rope-off table at the center of the patio to Trump’s late-night torrent of Truth Social posts, Wolff maps how even Christmas becomes another arena for validation. They examine Melania’s rare flash of animation beside her father, the eerie surge of hyper-religious messaging from Trump-world, and the rituals that feel rehearsed rather than heartfelt. As the conversation widens, they trace how sagging TV ratings, Hollywood power plays, and proximity to Trump himself still dictate the action around him.
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55min
December 26, 2025 The Real Reason Trump Runs America Like a TV Show
Michael Wolff joins Joanna Coles to unpack the one thing that drives Donald Trump more than policy, ideology, or even power: television. From The Apprentice to Fox News, Trump has always understood that fame is a currency, and the White House is just the ultimate reality show set. Wolff details how Trump doesn’t read briefings, rarely listens, and instead crafts his world based on ratings, Nielsen scores, and cable news cues. The former president treats lawyers like scripted TV characters, his cabinet as central casting, and the nation as an audience to captivate. From Roger Ailes and Rupert Murdoch to Sean Hannity and Bill Shine, Trump has manipulated media insiders to shape both his narrative and his presidency. This episode reveals why politics, for Trump, has never been about governance—it’s about performance, spectacle, and keeping the cameras rolling.
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1h 10min
December 24, 2025 How the Epstein Files Backfired on Trump: Wolff
Michael Wolff joins Joanna Coles to unpack why the release of the Epstein files has backfired on Donald Trump, obscuring key facts while amplifying the one question that won’t go away: what Trump knew, and when. Wolff explains how the chaotic document dump fits Trump’s flood-the-zone instincts, while Coles probes how branding, spectacle, and confusion remain his core political defenses. They also examine the risks of sidelining institutions—from Ukraine diplomacy to ICE-as-content—and ask whether Trump’s belief that chaos protects him is finally working against him.
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1h 2min
December 21, 2025 Trump Aides Are Secretly Prepping for His Downfall
Michael Wolff joins Joanna Coles to tackle the question Washington won’t confront: what happens when a president’s cognitive decline is visible but systematically rationalized by those around him. Wolff describes how Trump’s inner circle shields alarming behavior as “Trump being Trump,” even as voters recognize familiar warning signs from their own families. He also explains the significance of Susie Wiles’ long-standing relationship with Marco Rubio, and why her influence still shows in his disciplined, professional posture as Trump spirals. As Trump’s grandiosity accelerates—from galloping speeches to branding national institutions—Coles asks why no one is willing to take the keys away, and what that silence means for the country.
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58min
December 19, 2025 Why Melania Trump Is Hiding From Me: Wolff
Michael Wolff joins Joanna Coles with a story Trump World would rather bury: his legal pursuit of Melania Trump after she threatened a $1 billion libel suit over his reporting on her ties to Jeffrey Epstein. Wolff details the surreal effort to serve the First Lady—lawyers refusing papers, process servers turned away, Trump Tower staff claiming she lives there while she avoids being found—and explains why he sued first under New York’s anti-intimidation law. The legal farce opens onto something larger: a family operating in secrecy and fear, a president trying to “serve” his wife even as control slips, and a White House where avoidance has become strategy. As Trump’s foreign policy grows more erratic and Europe edges toward war, the question lingers: is Melania’s disappearance just legal gamesmanship—or another sign of a presidency retreating from accountability?
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1h

FAQs about Inside Trump's Head:

How many episodes does Inside Trump's Head have?

The podcast currently has 108 episodes available.

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