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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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69 Episodes
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Michael Wolff joins Joanna Coles to posit the president’s next astonishing move: Donald Trump’s plan to demolish the West Wing of the White House. They trace how that impulse connects with the East Wing teardown, a $300 million ballroom project, and the greater ambition of remaking the presidency in his image. Along the way, they explore how Trump’s real estate instincts are emerging as his most effective shock-and-awe tactic. With the foreign policy collapse in China, the polling crisis at home, and the disappearance of oversight in Congress, this episode asks: As Trump tears down the White House, what remains of the presidency? Hosted on Acast. See acast.com/privacy for more information.
Michael Wolff joins Joanna Coles to reveal Trump’s hasty plan to demolish the East Wing and build a massive Trump Ballroom, his push to bypass political limits, and his obsession with control. They break down Steve Bannon’s wild Trump third-term schemes and Melania’s conspicuous absence on the president's Japan trip. Wolff explains how Trump’s real estate instincts shape his decisions in Washington and why Trump’s once seemingly impossible authoritarian dreams suddenly feel possible in an America where business and political leaders are genuflecting to Trump. Hosted on Acast. See acast.com/privacy for more information.
Stephen Miller is the ultimate suck-up, a master of shameless flattery whose influence keeps him at the center of Trump’s orbit. Michael Wolff joins Joanna Coles to unpack how Miller’s relentless devotion to Trump reflects the chaos and destruction in the East Wing. The two also touch on how Wolff’s countersuit against Melania has spurred a bizarre AI-generated TMZ story that falsely claimed he was writing a tell-all about the first lady. They preview their first live ‘Inside Trump’s Head’ event at the Museum of the City of New York, where Wolff promises more revelations about Trump, Epstein, and the ecosystem that enables them. Hosted on Acast. See acast.com/privacy for more information.
Michael Wolff joins Joanna Coles to tackle his startling new announcement: a billion-dollar countersuit against Melania Trump. The two dissect Jeffrey Epstein’s well-documented friendship with Donald Trump and connect the dots to Trump’s East Wing demolition, showcasing the president’s strategy for destruction. Wolff and Coles also unpack Stephen Miller’s hardline crusades, exposing the strange psychology that drives one of Trump’s most maniacal members of his inner circle. As the legal walls close in, one question lingers: how much of Trump’s chaos is calculation, and how much is pure compulsion? Hosted on Acast. See acast.com/privacy for more information.
Michael Wolff joins Joanna Coles to dig into the one fear that continues to dog Donald Trump, the lingering specter of Jeffrey Epstein. As new oversight leaks reveal redacted names and unreleased evidence, Wolff explains why the Epstein files continue to rattle Trump and shape his thinking. They explore how this aversion affects his decisions, fuels his late-night rants, and exposes cracks in Trumpworld’s loyalty. Why do Epstein’s secrets haunt Trump, and what do his international allies and enemies know? Hosted on Acast. See acast.com/privacy for more information.
Michael Wolff joins Joanna Coles to dissect Trump’s euphoric “victory tour” of the Middle East, where he cast himself as a global peacemaker while ignoring protests and chaos at home. Wolff unpacks Trump’s boastful talk of “Tomahawks for peace,” and the widening rift between Trump and his MAGA base. Both wonder why the “no kings” protests aren’t aimed at Epstein and the powerful men who enabled him. As his self-image balloons beyond control, Joanna and Michael ask: has Trump’s triumphalism become its own form of delusion? Hosted on Acast. See acast.com/privacy for more information.
Michael Wolff shocks Joanna Coles by abruptly changing his view on Donald Trump’s desire to run for a third term. The veteran Trump biographer now believes that the president has been radicalized by his growing authoritarianism and is now likely to consider running again in 2028. Drawing on insights from inside the White House, they discuss how the Supreme Court’s recent decisions could pave the way for him to subvert the Constitution and maneuver for a third term. Wolff and Coles also explore how Trump monetizes loyalty and power, and ask whether Trump is setting the stage for an unprecedented extension of his influence. Hosted on Acast. See acast.com/privacy for more information.
Trump Chronicler Michael Wolff joins the Beast’s Joanna Coles to unpack the Time magazine cover that ignited Trump’s fury and how the slow-walked political prosecutions of his perceived enemies, including James Comey, Adam Schiff, and Chris Christie, spurred Trump to install Lindsey Halligan. Meanwhile, Melania reemerges with her documentary hustle, prompting questions about her new visibility and even her reported communications with Putin. And with new fractures appearing in Trump’s once blindly faithful MAGA movement and fresh enemies on his list, Joanna asks: Is Trump losing control of the world he built or remaking it in his own image once again? Hosted on Acast. See acast.com/privacy for more information.
The Beast’s Joanna Coles and Trump Chronicler Michael Wolff dive deep into Donald Trump being snubbed for the Nobel Peace Prize and the forces driving his obsession with recognition. They explore the pivotal role of Jared Kushner, Trump’s son-in-law, who balances family loyalty, high-stakes diplomacy, and billion-dollar business opportunities in the Middle East. From navigating complex deals with the Saudis and Qataris to leveraging influence for both profit and power, Coles and Wolff reveal how Trump’s desire for validation intersects with Kushner’s strategic maneuvering. The episode unpacks ambition, risk, and reward at the highest levels, showing how peace, personal gain, and political calculation collide in the Trump crucible. Hosted on Acast. See acast.com/privacy for more information.
Trump chronicler Michael Wolff joins the Beast’s Joanna Coles to unpack Trump’s latest delusions of grandeur. This time, namely, his fantasy of winning a Nobel Peace Prize for “ending seven wars” that never existed. Wolff recounts a disturbing encounter involving Jeffrey Epstein, the head of the Nobel Committee, and alleged Polaroids of Trump, while Pam Bondi, now heading the DOJ, pointedly refuses to discuss them. From showy Middle East tours to Chicago photo ops with the National Guard, Joanna and Michael explore how Trump’s obsession with power, spectacle, and apparent paranoia, tinged with fear, continues to reshape his presidency. Is Trump intending to occupy cities like Chicago indefinitely or just seeking attention? Hosted on Acast. See acast.com/privacy for more information.
Michael Wolff returns with Joanna Coles for a blistering look at the latest fractures inside Trump’s MAGA coalition. From Trump’s resurfacing of Epstein anxieties and his strange new pardon predicament with Ghislaine Maxwell, to his growing unease over Israel and the rise of Christian nationalism, Wolff sketches a portrait of a president losing control of the populist movement he created. The Daily Beast’s Chief Content Officer Joanna Coles presses Wolff on Tucker Carlson’s ambitions, online swirling Charlie Kirk conspiracies, and J.D. Vance’s quiet maneuvering for power. Together, they dissect how Trump’s cult of loyalty is turning on itself and why his old tactics may finally be failing. Is Trump still the master of the MAGA hivemind, or has he become just another voice in the chaos he unleashed? Hosted on Acast. See acast.com/privacy for more information.
Michael Wolff, author of four books chronicling Trump, joins the Beast’s Joanna Coles to reveal Trump’s madman plan for the government shutdown. Wolff explains how Trump turns congressional gridlock into an existential battle of dominance, using fear, chaos, and pain as weapons. From Military leaders frozen in place by Trump and Pete Hegseth’s humiliating lecture to Trump’s ostentatious White House ballroom construction, this episode exposes Trump’s desperation to be respected. They outline how an unpredictable president turns a bureaucratic stalemate over the government’s budget into a personal war, and exactly how he thinks he can win. Hosted on Acast. See acast.com/privacy for more information.
Michael Wolff, author of "All or Nothing," joins the Beast’s Joanna Coles to discuss how the ghost of Jeffrey Epstein is haunting Trump's White House. Wolff lays bare how Trump's bizarre conspiracy thinking explains exactly why he went after former FBI chief James Comey. And Wolff gives behind-the-scenes insight into Trump and Pete Hegseth used their unprecedented meeting with 800 generals and admirals to attempt to force blind loyalty. He and Coles dissect the desperation to control the military and weird obsession with dress codes and beard bans and how Trump's obsession with image is shaping America's future. Hosted on Acast. See acast.com/privacy for more information.
Michael Wolff, author of ‘All Or Nothing,’ joins the Beast’s Joanna Coles to parse the looming threat of a government shutdown. Wolff outlines how Democrats are in a position stop Trump’s dismantling of the government while Trump winds up to command attention and leverage chaos. From his relentless playbook of confrontation to the ripple effects of his threats on media and politics, they explore how Trump pressures leaders, exploits opportunities, and reshapes institutions. With behind-the-scenes insight into Congress, Chuck Schumer’s role, and the stakes for the country, this episode examines what Trump’s authoritarian zeal means for America’s future. Hosted on Acast. See acast.com/privacy for more information.
Trump chronicler Michael Wolff joins Joanna Coles to examine a week where Trump’s world collides with scandal, faith, and science. From Epstein’s secret photo stash and Kash Patel’s embarrassing congressional testimony, to Trump’s jarring rage at Charlie Kirk’s memorial, Wolff dissects the cracks in MAGA’s political and spiritual future. Erika Kirk’s moving forgiveness speech, Trump’s uninformed vaccine rants, and Sam Nunberg’s blunt “Trump is an idiot” verdict all point to a deeper question: how much longer can Trump’s anger and anti-science rhetoric hold his MAGA movement together? Hosted on Acast. See acast.com/privacy for more information.
Trump chronicler Michael Wolff joins the Beast’s Joanna Coles to explain why Donald Trump has chosen now to formalize his assault on the media. From the president’s feud with Jimmy Kimmel and Disney’s quiet capitulation, to Wolff’s surreal late-night ice cream with Trump in Beverly Hills, and even his own face projected onto Windsor Castle, this episode traces the strange intersections of power, ego, and greed. Along the way, they explore how MAGA’s loyalty to Trump is being tested by Trump’s ongoing Epstein scandal and his administration's formal push to silence free speech, evidenced by a dramatic drop in Trump’s approval ratings. Is Trump’s control over culture and politics starting to fray, or only tightening in new ways? Hosted on Acast. See acast.com/privacy for more information.
Trump chronicler Michael Wolff and the Beast’s Joanna Coles unpack the president’s awkward state visit to Britain. From King Charles’ white-tie dinner with Trump and Rupert Murdoch, to the firing of U.K. ambassador Peter Mandelson over his own Epstein entanglements, to Labour leader Keir Starmer’s desperate attempt to turn the trip into a political win, the pageantry collides with scandal at every turn. With Epstein, Epstein, Epstein still haunting Trump’s every move, can royal pomp and photo ops really save him or just magnify the shadows trailing behind? And why was Wolff’s own face suddenly projected 200 feet high onto Windsor Castle? Hosted on Acast. See acast.com/privacy for more information.
Trump chronicler Michael Wolff joins the Beast’s Joanna Coles to unravel Donald Trump’s response to Charlie Kirk’s killing. They examine how Trump rushed to blame the left before facts were known, appears to have dodged any real grief, and may still be haunted by his own brush with assassination. From a Trump’s droopy face appearing at this week’s 9/11 memorial, to cracks with RFK Jr., a cabinet unease over inflation, and Epstein’s “birthday book” resurfacing, it’s been another chaotic week for the president. They also discuss the FBI’s fumbling search for Kirk’s killer and how its apparent incompetence has fueled conspiracy theories and social media attacks across the political divide. They explore how these events reveal a leader trapped by ghosts of the past. And they ask whether Trump is running from Kirk’s death or from himself. Hosted on Acast. See acast.com/privacy for more information.
Trump chronicler Michael Wolff and the Beast’s Joanna Coles unearth Donald Trump’s bizarre entanglements with Jeffrey Epstein. From a birthday book signed by Trump to a shady mansion deal, to an $83 million judgment and claims of FBI informants, the hosts unpack the evidence, denials, and contradictions. They explore how Trump’s excuses collapse under scrutiny and why his ties to Epstein keep resurfacing. With Epstein’s letters and Trump’s own words raising fresh questions, the story only grows darker. And our hosts ask whether Trump’s connection to Epstein is a liability he can ever escape. Hosted on Acast. See acast.com/privacy for more information.
Trump chronicler Michael Wolff joins the Beast’s Joanna Coles to go inside the rage-filled White House where Trump is reacting to blows from judges—including to his tariffs. They explore what happens when judges say no to Trump. And they examine how tariffs have become a unilateral tool of punishment and power, why the courts are pushing back, and how Trump reacts with rage when confronted by these limits. From attempts to deploy the National Guard in Los Angeles to efforts to expand emergency powers, this episode examines what it looks like when one President attempts to circumvent a republic’s rules and insists that no one can oppose him. At stake are the checks and balances of American democracy and the question of whether the system can withstand Trump’s defiance. Hosted on Acast. See acast.com/privacy for more information.
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Comments (6)

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)