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Inside Trump's Head

Inside Trump's Head

The Daily Beast, Michael Wolff and Joanna Coles 160 Episodes Oct 14, 2026

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.

Episodes

I Know Real Reason Trump Fired Kimberly Guilfoyle
I Know Real Reason Trump Fired Kimberly Guilfoyle Oct 14, 2026 3487 Michael Wolff and Joanna Coles dig into Kimberly Guilfoyle’s abrupt exit as ambassador to Greece and the leaked messages that preceded it. Why was she pushed out, and what does she know about the Trump family? Wolff argues that her fall exposes a familiar pattern in Trump’s circle: people using power to chase money, status and the next job. They also discuss new White House press secretary Katie Z
This Is Laughable Truth About Trump's 'Tough Guy'
This Is Laughable Truth About Trump's 'Tough Guy' Oct 11, 2026 2697 Michael Wolff and Joanna Coles turn their attention to Pete Hegseth, as the Secretary of Defense is facing mounting criticism over the Iran war while quietly positioning himself for a presidential run. They break down his latest State of the Force speech, which Wolff argues was designed to flatter Donald Trump and win over the MAGA base, and Joanna traces Hegseth’s tough-guy rhetoric back to his t
Kimberly Guilfoyle's Money Secrets Just Exploded
Kimberly Guilfoyle's Money Secrets Just Exploded Oct 9, 2026 3936 Michael Wolff and Joanna Coles are counting down to the midterms—and the Trump world is already positioning itself for what comes next. Marco Rubio appears to be launching his 2028 presidential campaign with a grandiose pitch to save Western civilization, while Michael predicts Trump and Rubio may need a new “big thing” to distract from the Iran war, impeachment threats, and mounting investigation
Why Trump's Self-Destruction Is Finally Happening
Why Trump's Self-Destruction Is Finally Happening Oct 7, 2026 3423 Michael Wolff and Joanna Coles examine Donald Trump’s increasingly self-destructive presidency, from his dwindling rally crowds and disastrous political bets to his reckless handling of the war in Iran and increasingly bizarre rhetoric. They draw a remarkable parallel between Trump and disgraced British politician and novelist Jeffrey Archer, another larger-than-life narcissist whose appetite for
These Are the 10 Things that Terrify Trump Most
These Are the 10 Things that Terrify Trump Most Oct 4, 2026 2910 Michael Wolff and Joanna Coles reveal the fears they believe drive Donald Trump—from being exposed as unintelligent and unable to absorb information to his dread of rejection, ridicule, loneliness, and losing the spotlight. Wolff recounts the extraordinary efforts allegedly made to keep Trump’s academic records hidden, explains why ordinary conversation can leave him vulnerable, and describes a pr
This Is Why Trump's Aides Endure his Endless Rage
This Is Why Trump's Aides Endure his Endless Rage Oct 2, 2026 3934 Michael Wolff and Joanna Coles take a revealing look inside Donald Trump’s world of flunkies, fear and humiliation, where cabinet officials, billionaires and tech titans learn how far they have to bend to stay in his good graces. They examine why figures like Marco Rubio, J.D. Vance and Pete Hegseth have accepted radically different versions of the same bargain, and how Trump’s unpredictable mix o
This Is Exactly What Humiliated Trump Will Do Next
This Is Exactly What Humiliated Trump Will Do Next Sep 30, 2026 3693 Michael Wolff and Joanna Coles dig into what Donald Trump’s political future looks like as the midterms approach, from Republicans increasingly distancing themselves from Trump to his apparent determination to double down rather than retreat. They examine Trump’s taxpayer-funded campaign ad, the Texas Senate race, and the growing fight over AI data centers before turning to the darker story of Jef
This Is How Idiot Trump Is Being Played by China
This Is How Idiot Trump Is Being Played by China Sep 27, 2026 4677 Michael Wolff and Joanna Coles take a closer look at Donald Trump’s encounter with Xi Jinping and what China may have learned from a president they see as unusually susceptible to flattery, especially when it comes to the delicate question of Taiwan. They also dissect Melania Trump’s new women’s network, the growing role of billionaires around the White House, and the extraordinary rise of Kimberl
This Is Trump's Twisted New Fixation: Wolff
This Is Trump's Twisted New Fixation: Wolff Sep 25, 2026 3563 Michael Wolff and Joanna Coles unpack Trump’s latest threats to “annihilate” Iran, including the bizarre White House effort to find him a new word after “obliterate” apparently lost its punch. They discuss Trump’s UN week showdown with world leaders, Xi Jinping’s visit to the White House, Melania Trump’s new women’s initiative, and RFK Jr.’s extraordinary $4 million book deal. They also examine th
Why Floundering Trump Will Sell Out on World Stage
Why Floundering Trump Will Sell Out on World Stage Sep 23, 2026 3591 Michael Wolff and Joanna Coles return to dissect Donald Trump’s latest battle with the press, his launch of Trump TV, and the high-stakes arrival of Chinese President Xi Jinping at the White House. They examine why Trump keeps turning the media into his enemy, what his escalating wars and increasingly precarious relationship with China could mean for the United States, and how a meeting with Xi co
Why Trump’s Aides Are Finally Turning Against Him
Why Trump’s Aides Are Finally Turning Against Him Sep 20, 2026 3931 Michael Wolff and Joanna Coles dig into what may be the most revealing signs yet of a White House struggling to manage Donald Trump, as his own advisers begin publicly pushing back on his dismissal of AI concerns and his refusal to confront Republican vulnerability ahead of the midterms. They examine Trump’s increasingly personal battle with the Kennedy Center, including his reported plans to demo
Why Trump’s Biggest Weakness Is About to Doom Him
Why Trump’s Biggest Weakness Is About to Doom Him Sep 18, 2026 2808 Michael Wolff and Joanna Coles examine Donald Trump's growing political troubles as rising prices, escalating tensions in the Middle East, and his own economic policies threaten to make affordability his biggest liability ahead of the midterms. They discuss Trump's pressure on the Federal Reserve, the consequences of his tariffs and war policies, and why his administration's approach may be fuelin

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