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Inside Trump's Head
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Inside Trump's Head

Author: The Daily Beast, Michael Wolff and Joanna Coles

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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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102 Episodes
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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.
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.
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.
Michael Wolff joins Joanna Coles to unpack the central illusion of Trump’s presidency: that someone, somewhere knows what is going on—when in fact nobody does, least of all Trump himself. From Iran’s uprising to Venezuela’s phantom “invasion,” Wolff explains how Trump exploits uncertainty by announcing conflicts he has no intention of prosecuting, using noise, grandiosity, and endless talking to stay at the center of attention while avoiding real risk or consequence. The conversation ranges from ICE and Minneapolis to Greenland, shoes, height, and the limits of loyalty, before landing on the most dangerous question of all: What happens when Trump’s talent for manufactured crises collides with a real one—Russia, Iran, or a nuclear threat he cannot simply talk his way out of? Hosted on Acast. See acast.com/privacy for more information.
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. Hosted on Acast. See acast.com/privacy for more information.
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. Hosted on Acast. See acast.com/privacy for more information.
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? Hosted on Acast. See acast.com/privacy for more information.
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? Hosted on Acast. See acast.com/privacy for more information.
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? Hosted on Acast. See acast.com/privacy for more information.
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. Hosted on Acast. See acast.com/privacy for more information.
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. Hosted on Acast. See acast.com/privacy for more information.
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. Hosted on Acast. See acast.com/privacy for more information.
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. Hosted on Acast. See acast.com/privacy for more information.
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? Hosted on Acast. See acast.com/privacy for more information.
Michael Wolff joins Joanna Coles to break down the Vanity Fair profile that may have pushed Trump chief of staff Susie Wiles into dangerous territory, and the newly surfaced Epstein diaries that reveal fixation more than revelation. But the episode turns darker with Trump’s grotesque response to the murder of Rob Reiner and his wife—a moment that shocked even his own insiders. Wolff argues this wasn’t calculation or cruelty, but something giving way. And it leaves an unavoidable question hanging in the air: how long can a presidency survive when self-destruction is no longer strategic, but instinctive? Hosted on Acast. See acast.com/privacy for more information.
Michael Wolff joins Joanna Coles to reveal stories behind newly released Epstein photos. Together they sift through the blacked-out faces, the Mar-a-Lago-style party shots, and a younger Steve Bannon seated in Epstein’s ornate study—the man he once admitted was the only figure in 2016 who truly scared him. Wolff explains why these images are surfacing now, how both parties are weaponizing them, and why they revive long-buried questions about Trump’s ties to Epstein. Coles ends on the unavoidable question: Are there more Epstein and Trump revelations still waiting to be discovered? Hosted on Acast. See acast.com/privacy for more information.
Michael Wolff joins Joanna Coles to unpack Kristi Noem’s “Ice Barbie” theatrics at Homeland Security to Pam Bondi’s loyal remaking of the Justice Department. They explore how, for the people in Trump’s political orbit, loyalty and spectacle outweigh competence. Wolff and Coles dive into Corey Lewandowski’s influence, Alina Haber’s rocky rise, Jared Kushner’s allies, and the fractures forming among Trump’s women acolytes. Behind the headlines, they reveal a presidency driven by personal power, loyalty tests, and showmanship—where the inner workings are as unpredictable as the public drama. Hosted on Acast. See acast.com/privacy for more information.
Michael Wolff joins Joanna Coles to dissect a president increasingly disengaged, dozing through televised cabinet meetings while aides scramble to manage both optics and reality. They probe the murky Hegseth video controversy, Trump’s self-awarded FIFA Peace Prize, and his meddling in Hollywood mergers, showing how delay, spectacle, and loyalty dominate decision-making. Wolff charts the frustration, chaos, and quiet panic inside Trumpworld. The two ask: What happens when no one can keep up with—or contain—Trump’s mercurial whims? Hosted on Acast. See acast.com/privacy for more information.
Michael Wolff joins Joanna Coles to dissect a president who never asks the hard questions, leaving aides scrambling to explain what he refuses to understand. They dig into the Venezuela-bombed boats debacle and Pete Hegseth’s role, tracing how the story spiraled into Hegseth’s emerging SignalGate scandal. Wolff charts the frustration, chaos, and quiet panic inside Trumpworld, while Joanna presses on the larger pattern: a leader whose curiosity stops at the surface, imperiling both policy and loyalty. The two ask: What happens when those closest to Trump can’t keep up with—or contain—his blind spots? Hosted on Acast. See acast.com/privacy for more information.
Michael Wolff joins Joanna Coles to discuss a president oscillating between boredom and sudden, theatrical fury; a man who now demands ever-greater flattery from aides who are running out of new ways to praise him. Joanna presses into the Hegseth Venezuela debacle that Trump is suddenly trying to disown, the strange Kushner–Witkoff Moscow overture supposed to “solve” Ukraine, and the inner-circle panic over Trump’s fixation with who is—and isn’t—sufficiently servile. Along the way, they track the “moronocracy” shaping U.S. policy and ask: if flattery no longer works, what happens next? Hosted on Acast. See acast.com/privacy for more information.
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Comments (8)

james stuebing

just a Canuck take on the saying....we call them "bedroom communities"...like Kitchener/Waterloo Ontario to Toronto...about an hours commute...in theory,cheaper homes and less crime than the big cities....

Jan 18th
Reply

Pamela Burroughs

Joanna, Dear, you are adorable....loved your little Swedish accent...

Dec 10th
Reply

Enrico Seebach

bro. think before you start speaking. it's so "building the plane while you for it".

Oct 23rd
Reply

Pamela Burroughs

You two are starting to sound a little bored. Maybe a tiny bit of prep?

Oct 15th
Reply

Roger Timms

why did he refuse the vice presidency if he wants to become the president?

Sep 4th
Reply

Bea Kiddo

Traitor trumps head is empty.

Sep 1st
Reply

J. Bauer

If that orange buffoon is such a threat to society and democracy, you don't normalize him nor humanize him. You also don't kowtow to the fascist for content and access. They're hypocrites and sell outs.

Nov 21st
Reply (1)