

Inside Trump's Head
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 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 and Friday. If you’re not already a subscriber to The Daily Beast, it’s easy! Just sign up here. Hosted on Acast. See acast.com/privacy for more information.
Episodes
Mentioned books

13 snips
Aug 29, 2025 • 37min
The Sleazy Reason Trump Can’t Quit Ghislaine Maxwell
Joanna Coles and Michael Wolff dive deep into Ghislaine Maxwell’s prison interviews and her connection to Trump's political maneuverings. They explore Trump's conflicting emotions about potentially pardoning Maxwell, influenced by loyalty and financial ties. The discussion unveils how Epstein's social network, including controversial figures like Prince Andrew, intertwines with Trump's world. As they unravel the dark legacies of these relationships, they highlight the murky ethics of presidential pardons and the underlying motivations that guide Trump's decisions.

8 snips
Aug 27, 2025 • 37min
White House Raging at Trump Health Crisis: Wolff
The discussion dives into explosive DOJ transcripts revealing Donald Trump's anxieties around Ghislaine Maxwell and his ties to Jeffrey Epstein. Concerns over Trump’s health, including reports of swollen ankles and an unsteady gait, spur worry among aides. The tangled web of Trump's relationships with high-profile figures is scrutinized, along with the financial intricacies involving Maxwell and Epstein. The conversation balances dark intrigue with humorous political anecdotes, showcasing the bizarre intersections of power and scandal.

Aug 22, 2025 • 38min
This is Why Trump Can't Shut Up and Listen: Wolff
Donald Trump doesn’t listen. He doesn’t read. He just talks. On ‘Inside Trump’s Head’, Joanna Coles and Michael Wolff explore why Trump embarks on endless monologues, his Oval Office turned into a bus station, and the “wall of sound” that keeps people out. Wolff shares surreal White House moments, from generals with PowerPoints Trump ignored to phone calls that lasted for hours. The episode also delves into Trump’s unusual routines, Melania’s cryptic note to Putin, and why the mainstream media still struggles to cover the 47th President of the United States competently. What emerges is a portrait of a man stuck in 1965 Rat Pack Vegas, yet still dominating the digital age in 2025. Hosted on Acast. See acast.com/privacy for more information.

Aug 20, 2025 • 34min
Trump-Putin Meet Was Way Worse Than We Knew: Wolff
What really happened when Donald Trump met Vladimir Putin behind closed doors? In this episode of 'Inside Trump’s Head', cohosts Joanna Coles and Trump biographer Michael Wolff unravel Trump’s odd displays of loyalty to Putin and the secretive negotiations over Ukraine that alarmed U.S. allies. They examine Trump’s fixation on flattery, his pursuit of a Nobel Peace Prize, and the way Putin’s KGB-honed tactics played against Trump’s insecurities. From the bizarre secrecy surrounding their one-on-one sessions to the global risks of Trump’s concessions, this is a revealing look at how the Trump–Putin relationship reshaped world politics and exposed the vulnerabilities inside Trump’s head. And Wolff drops an extraordinary new revelation about a meeting Jeffrey Epstein had with Vladimir Putin. Hosted on Acast. See acast.com/privacy for more information.

Aug 15, 2025 • 28min
Why Trump and Epstein Competed to Bed Princess Di
What really connects Donald Trump, Jeffrey Epstein, and Prince Andrew? In this explosive episode of Inside Trump’s Head cohosts Joanna Coles and Trump biographer Michael Wolff dive deep into royal biographer Andrew Lownie’s explosive new book, 'Entitled: The Rise and Fall of the House of York'. They unpack the scandals, secrets, and political games linking Donald Trump, Jeffrey Epstein, and Prince Andrew. From private rivalries over Princess Diana to Epstein’s chilling social manipulations—and Trump’s quiet moves to rewrite his past—this is the untold story of how money, sex, and influence brought down a royal and shook the world. Hosted on Acast. See acast.com/privacy for more information.

Aug 13, 2025 • 29min
Trump's Twisted Move to Distract from Epstein
Welcome to the premiere of 'Inside Trump’s Head', a new twice-weekly deep dive from The Daily Beast into the most unpredictable, unsettling, and endlessly fascinating mind in modern politics. Host Joanna Coles teams up with best-selling Trump biographer Michael Wolff to explore what’s really driving Donald Trump. In this inaugural episode, Wolff shares exclusive White House conversations suggesting Trump may be ready to give up large parts of Ukraine in a high-stakes meeting with Vladimir Putin — all to distract from the ceaseless Jeffrey Epstein scandal threatening his grip on the MAGA base. From the hidden hand of Jared Kushner to Steve Bannon’s private doubts, from Putin’s possible kompromat to the Epstein “drumbeat” that won’t fade, Coles and Wolff go spelunking into the dark, dank cavern where all of Trump’s decisions begin. Hosted on Acast. See acast.com/privacy for more information.

Aug 12, 2025 • 48sec
Welcome to Inside Trump's Head
The definitive Trump biographer Michael Wolff and the Daily Beast’s unmissable interviewer Joanna Coles combine forces to dive deep into Trump’s secrets and psyche to reveal what drives the most powerful man alive. New episodes every Wednesday and Friday. Hosted on Acast. See acast.com/privacy for more information.

Jun 11, 2025 • 12min
A Message for Our Loyal Listeners
Just click beast.pub/dailybeastpod and follow us on your favorite podcast app. See you on the other side! Hosted on Acast. See acast.com/privacy for more information.

May 29, 2025 • 7min
A Message for Our Loyal Listeners
Just click beast.pub/dailybeastpod and follow us on your favorite podcast app. See you on the other side! Hosted on Acast. See acast.com/privacy for more information.

May 22, 2025 • 7min
A Message for Our Loyal Listeners
Just click beast.pub/dailybeastpod and follow us on your favorite podcast app. See you on the other side! Hosted on Acast. See acast.com/privacy for more information.