Inside Trump's Head

Michael Wolff and Joanna Coles examine Donald Trump’s desperate fight to regain control after his devastating midterm defeat—and why he’s doubling down instead of changing course. With Stephen Miller elevated to a powerful new role, Wolff explains Trump’s obsession with projecting strength, even as his grip on the White House begins to look increasingly shaky. They dig into Pete Hegseth’s precarious position, Susie Wiles’ quiet power struggle, and Trump’s fixation on turning politics into a fight. Plus, Trump’s search for an exit from the Iran war, MAGA’s defense of Russell Brand, and the explosive questions surrounding NVIDIA billionaire Jensen Huang and the tech world’s ties to the administration. #ad For a limited time, get 60% off your first order, plus free shipping and free treats for life, when you head to https://Smalls.com/HEAD. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Michael Wolff and Joanna Coles examine Donald Trump’s stunning midterm humiliation and why, instead of changing course, he’s doubling down on the very forces that helped bring him down. With Susie Wiles out and Stephen Miller elevated to chief of staff, Trump is signaling an even more extreme White House, and Wolff reveals the explosive behind-the-scenes drama that led to the shake-up. Plus, Tucker Carlson’s increasingly bitter break with Trump, JD Vance’s increasingly precarious political future, and whether Ron DeSantis is positioning himself for 2028. Then, Melania Trump’s bizarre new documentary trailer raises a fresh round of uncomfortable questions as Wolff fights back against her legal threats. And as Silicon Valley billionaires and powerful law firms scramble to distance themselves from Trump, the question is whether the political landscape has shifted more dramatically than anyone in his inner circle is prepared to admit. #ad For a limited time, get 60% off your first order, plus free shipping and free treats for life, when you head to https://Smalls.com/HEAD. #ad INCOGNI Deal: To get an exclusive 60% off an annual Incogni plan, go to https://incogni.com/beast Learn more about your ad choices. Visit podcastchoices.com/adchoices

Michael Wolff and Joanna Coles go inside a White House reeling from Tuesday’s election wipeout. Wolff shares what people close to Trump are telling him about a president who insists he didn’t lose, yet appears quieter and older after the results. As JD Vance distances himself from the Iran war, Wolff names the officials he hears could be pushed out, including Pete Hegseth and Stephen Miller, and explains why Susie Wiles may survive by sacrificing others. With Trump facing a hostile new Congress, the conversation turns to how he might try to end the war on his own terms and the one person Wolff believes he may actually listen to. #ad For a limited time, get 60% off your first order, plus free shipping and free treats for life, when you head to https://Smalls.com/HEAD. #ad INCOGNI Deal: To get an exclusive 60% off an annual Incogni plan, go to https://incogni.com/beast Learn more about your ad choices. Visit podcastchoices.com/adchoices

Join Joanna Coles and Michael Wolff for a special LIVE edition of Inside Trump's Head as the midterm election results start to come in. Featuring special guests, live reporting and breaking news results, this election night promises to be one that shapes America's future. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Michael Wolff and Joanna Coles head into the midterms with a look at the fights gathering around Donald Trump. Wolff shares an update on his legal battle with Melania Trump, then the hosts turn to former Trump lawyer Alina Habba’s reported $50 million deal and her clash with Trump over money and influence. Wolff argues that the dispute could be an early sign of a wider scramble among people close to the president. They also size up vulnerable MAGA candidates, ask whether falling Fox News ratings signal trouble for Trump and consider what Tuesday’s results could mean for his grip on the Republican Party. #ad For a limited time, get 60% off your first order, plus free shipping and free treats for life, when you head to https://Smalls.com/HEAD #ad INCOGNI Deal: To get an exclusive 60% off an annual Incogni plan, go to https://incogni.com/beast Learn more about your ad choices. Visit podcastchoices.com/adchoices

Michael Wolff and Joanna Coles look inside a White House bracing for the midterms, where losing the House may be expected but losing the Senate could put nearly everyone around Trump in danger. Wolff describes how election night could unfold inside the residence, why Susie Wiles and Attorney General Todd Blanche may be especially exposed and why Natalie Harp appears to be the one aide whose job is safe. Then he and Coles make their calls on eight Senate races, including the strange contest in Alaska where two men named Dan Sullivan are on the ballot. They also consider whom Trump would blame for a defeat and why his fixation on other people’s looks reveals so much about how he sees himself. #ad For a limited time, get 60% off your first order, plus free shipping and free treats for life, when you head to https://Smalls.com/HEAD #ad INCOGNI Deal: To get an exclusive 60% off an annual Incogni plan, go to https://incogni.com/beast Learn more about your ad choices. Visit podcastchoices.com/adchoices

Michael Wolff and Joanna Coles debate whether Democrats can take the Senate as the midterms approach, with Wolff predicting a sweeping defeat for Trump and Coles warning that Republican money could still make the difference. They turn to a new House Judiciary Democrats’ report on Trump’s relationship with Jeffrey Epstein, including allegations about their ties to the modeling industry, and ask whether the story will finally affect voters. Wolff also discusses Princes and Thieves, a new book about Jared Kushner’s dealings with Persian Gulf leaders, and says its author contacted him after Kushner threatened legal action. From Elon Musk’s election spending to the money flowing through Trump’s family, they trace what a Democratic Congress might investigate. #ad Go to https://san.com/insidetrumpshead to get the unbiased truth on the stories that matter, only on the Straight Arrow app. Let’s exit the echo chamber. Read the House Judiciary Democrats' staff report here: https://democrats-judiciary.house.gov/sites/evo-subsites/democrats-judiciary.house.gov/files/evo-media-document/2026-10.hjc-dems-staff-report-epstein-and-trump.pdf Learn more about your ad choices. Visit podcastchoices.com/adchoices

Michael Wolff and Joanna Coles look at the Republicans’ desperate final stretch before the midterms, starting with a campaign ad so cruel that even members of their own party are recoiling. Why are Donald Trump and JD Vance standing by Vivek Ramaswamy as his attack on Ohio rival Amy Acton backfires? Wolff explains what the uproar reveals about Trump’s faith in a tactic that has worked for him before, while a ballot fight in Alaska raises fresh questions about how far his administration will go to contest a loss. They also turn to Melania Trump’s claim of a humanitarian breakthrough in Ukraine as her husband moves closer to Vladimir Putin, the Republicans beginning to break with Trump over Russia and new allegations involving his former lawyer Alina Habba. #ad Ready to reach your goals? Visit https://hims.com/ith Learn more about your ad choices. Visit podcastchoices.com/adchoices

In this special live show edition of Inside Trump's Head, Michael Wolff and Joanna Coles take the stage in Los Angeles to ask what Trump wants from the presidency and what he might do if Democrats win the midterms. Wolff shares what a source close to Trump told him about the president’s staggering financial ambitions, then explains why he believes money drives Trump’s fixation on Vladimir Putin. He and Coles consider how Trump could react to an election defeat, whether he might return to bombing Iran and why Wolff doubts JD Vance can inherit the MAGA movement. The audience brings questions of its own, prompting Wolff to discuss his legal fight with Melania Trump and the unusual place Natalie Harp holds in the president’s inner circle. #ad Ready to reach your goals? Visit https://hims.com/ith Learn more about your ad choices. Visit podcastchoices.com/adchoices

Michael Wolff and Joanna Coles look ahead to the morning after the midterms and ask what happens if Donald Trump loses control of Congress. Wolff, who watched Trump’s inner circle confront him with the 2020 results, explains why he believes the president cannot accept a loss and how a defeat could become an excuse to blame Susie Wiles, Mike Johnson and Republicans who kept their distance from him. Coles presses Wolff on a closer, messier result: Could recounts and challenges leave the country in weeks of chaos? They also imagine who will be at Trump’s side as the returns come in, whether he could still surprise his opponents at the ballot box and why Wolff expects him to fight for the spotlight even if Democrats win. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Michael Wolff and Joanna Coles go inside the chaos of Trump’s White House, where a disastrous press secretary debut, a sudden firing, and Susie Wiles’ uncertain future expose a West Wing running on ego, loyalty, and dysfunction. As Trump’s revolving door of female aides keeps spinning, Wolff explains why even his own chief of staff may be on borrowed time. Plus, Elon Musk is pouring another $300 million into the midterms, raising the stakes in a series of nail-biting Senate races and giving one billionaire extraordinary power over American democracy. With control of Congress hanging in the balance, Wolff and Coles examine the money, the power plays, and the political consequences that could reshape Trump’s presidency. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Michael Wolff and Joanna Coles ask whether Susie Wiles is running out of time as Trump reportedly calls around to ask what people think of his chief of staff. Wolff explains why that question can be the kiss of death inside Trump’s White House and predicts what could happen after the midterms. They also take on new press secretary Katie Zacharia’s rocky debut and the questions surrounding her claims to be a lawyer. Then Wolff offers a theory about Kimberly Guilfoyle’s abrupt exit as ambassador, her split from Don Jr. and what she might do next. The conversation turns to Elon Musk, Ukraine’s access to Starlink and Trump’s pursuit of a deal with Putin, before Wolff makes his case for what Trump wants from the world’s richest and most powerful men. #ad https://quo.com/beast Learn more about your ad choices. Visit podcastchoices.com/adchoices

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 Zacharia and why Wolff thinks Trump picked her to be the face of his administration. As the midterms approach, they consider what happens if Trump loses control of Congress but refuses to see it as a defeat. They weigh Elon Musk’s enormous spending on Republican races and what he might expect in return. Then Wolff offers his theory of Trump’s renewed interest in Vladimir Putin, from the deal over Russian diesel to the wealth and influence he believes Trump wants after the White House. #ad https://quo.com/beast Learn more about your ad choices. Visit podcastchoices.com/adchoices

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 time in Iraq. As the war drains American munitions and the midterms approach, they consider whether Trump will make Hegseth the fall guy. But Wolff sees a strange possibility: the louder the calls for Hegseth’s removal become, the less likely Trump may be to fire him. And if Hegseth does lose his job, that may only accelerate his campaign for the next one. #ad Unlock your best hair & skin with @iRestorelaser and HUGE savings on iRESTORE with code BEAST at https://irestore.com/BEAST ! #irestorepod Learn more about your ad choices. Visit podcastchoices.com/adchoices

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 investigations. Meanwhile, Kimberly Guilfoyle is engulfed in a stunning new corruption scandal involving hundreds of thousands of dollars as Trump’s political operation increasingly looks like a pay-to-play enterprise. Plus, the Senate map is suddenly tilting toward Democrats, a resurgent measles outbreak threatens RFK Jr.’s political ambitions, and Michael explains why Trump’s team—and Trump himself—may be far more vulnerable after the midterms than they appear. #ad Unlock your best hair & skin with @iRestorelaser and HUGE savings on iRESTORE with code BEAST at https://irestore.com/BEAST ! #irestorepod Learn more about your ad choices. Visit podcastchoices.com/adchoices

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 attention, risk and reinvention eventually brought him crashing down. As Trump doubles down on unpopular policies, loses support among Hispanic voters and inserts himself into midterm races, Wolff asks whether we are watching the beginning of Trump’s downfall—or simply another act in his extraordinary political survival story. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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 president who needs an audience but recoils from genuine human contact. As they trace how these insecurities shape his attacks, obsessions, and refusal to accept defeat, Wolff offers a chilling prediction of how Trump could preserve his power after leaving office—and why his hunger for attention may never let him disappear. #ad Download Saily's app and use code beast at checkout to get an exclusive 15% off your first purchase! For further details go to https://saily.com/beast #ad For a limited time, get 60% off your first order, plus free shipping and free treats for life, when you head to https://Smalls.com/HEAD. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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 of praise and fury keeps those around him off balance. They also explore his treatment of women, including the leaked images of Trump berating Natalie Harp, before Wolff explains why, in Trump’s second term, almost nobody around him can afford to believe they are his equal. #ad For a limited time, get 60% off your first order, plus free shipping and free treats for life, when you head to https://Smalls.com/HEAD. #ad Download SAILY's app and use code beast at checkout to get an exclusive 15% off your first purchase! For further details go to https://saily.com/beast Learn more about your ad choices. Visit podcastchoices.com/adchoices

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 Jeffrey Epstein—and Wolff’s firsthand account of Epstein’s fear of Trump becoming president, the collapse of their friendship, and the extraordinary events surrounding Epstein’s arrest and death. As Wolff revisits what Epstein told him about Trump and why he believed his old friend was capable of anything, the conversation opens up a much darker side of Trump’s history that is impossible to ignore. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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 Kimberly Guilfoyle from Fox News to ambassador to Greece, including the business and personal relationships now surrounding her diplomatic role. Then, the conversation turns to Trump’s escalating fight with the press and the uncertain future of CNN as its ownership changes hands, before Wolff and Coles weigh in on the memoirs of Bob Chapek and Ari Emanuel and what they reveal about a rapidly changing media and entertainment industry. #ad INCOGNI Deal: To get an exclusive 60% off an annual Incogni plan, go to https://incogni.com/beast 🛡️ Learn more about your ad choices. Visit podcastchoices.com/adchoices