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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Latest episodes
Showing 20 · updated from the feed
Kimberly Guilfoyle's Money Secrets Just Exploded
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 launchin
Oct 9 1 h 05 min
Why Trump's Self-Destruction Is Finally Happening
Michael Wolff and Joanna Coles examine Donald Trump’s increasingly self-destructive presidency, from his dwindling rally crowds and disastrous political bets to his reckl
Oct 7 57 min
These Are the 10 Things that Terrify Trump Most
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 rejec
Oct 4 48 min
This Is Why Trump's Aides Endure his Endless Rage
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
Oct 2 1 h 05 min
This Is Exactly What Humiliated Trump Will Do Next
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
Sep 30 1 h 01 min
This Is How Idiot Trump Is Being Played by China
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 susce
Sep 27 1 h 17 min
This Is Trump's Twisted New Fixation: Wolff
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” appa
Sep 25 59 min
Why Floundering Trump Will Sell Out on World Stage
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
Sep 23 59 min
Why Trump’s Aides Are Finally Turning Against Him
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 pu
Sep 20 1 h 05 min
Why Trump’s Biggest Weakness Is About to Doom Him
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 t
Sep 18 46 min
This Is Why Cry-Baby Trump Is in Terminal Tantrum
Michael Wolff and Joanna Coles look at Donald Trump’s escalating battles with the Supreme Court, the collapse of the Kennedy Center under his control, and his increasingl
Sep 16 1 h 02 min
This Is How Trump Staged His Own Political Funeral
Michael Wolff and Joanna Coles unpack Donald Trump’s trip to Ireland, his apparent struggle to stay awake at a 9/11 memorial, and the increasingly conspicuous signs that
Sep 13 1 h 13 min
Why Trump's Got Reasons to Slip Natalie Harp Cash
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Michael Wolff and Joanna Coles dissect Donald Trump’s latest sp
Sep 11 1 h 02 min
This Is Why Trump is Addicted to Unhinged AI Slop
Michael Wolff and Joanna Coles dissect Donald Trump’s latest transformation, from his dramatically darker hair and increasingly bizarre AI images to the social-media stra
Sep 9 1 h 01 min
Diva Trump’s Hair Secrets Exposed: Wolff
Michael Wolff and Joanna Coles take on Donald Trump’s increasingly bizarre relationship with Vladimir Putin as Jared Kushner and Steve Witkoff head to Moscow, asking what
Sep 6 1 h 05 min
Why Trump’s Hegseth Problem Exposes His Fatal Flaw
Michael Wolff and Joanna Coles look at Donald Trump’s long-standing appetite for power, from his determination to get around courts and regulations to the possibility tha
Sep 4 1 h 00 min
This Is How Melania Is Profiteering From Trump
Description
Michael Wolff and Joanna Coles look at the extraordinary power dynamics surrounding Donald Trump, beginning with Melania Trump’s increasingly independent rol
Sep 2 1 h 04 min
Why Trump Is Dooming Himself with MAGA Candidates
Michael Wolff and Joanna Coles look ahead to the midterms and ask whether Donald Trump’s political dominance is finally starting to crack—or whether Democrats are getting
Aug 30 48 min
This Is Why Trump Surrounds Himself With Idiots
Michael Wolff and Joanna Coles look at the latest signs of chaos inside Trump’s White House, from the administration’s fixation on interest rates and the tensions surroun
Aug 28 1 h 08 min
Why Harp’s Special Perk Stunned Trump Staff
Michael Wolff and Joanna Coles take on Donald Trump’s latest fixation with image, power, and excess, from his apparent weight gain and the extraordinary Mar-a-Lago golf c
Aug 26 53 min
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Chart positions
Where Inside Trump's Head ranks today in each Apple Podcasts chart (US, Oct 9, 2026).
A curated, balanced selection of Apple Podcasts reviews.
I have learned so much from you both, and I find your banter hysterical and so spot-on. My only wish is that Michael would not talk over Joanna so much, or come across as “mansplaining.” That gets annoying as a listener because you are both brilliant. Thank you.
Joanie1970 · Sep 2026
My favorite go to podcast that attempts to make some logic and sense out of the insanity we are forced to live in. The daily or hourly news out of this administration needs some sort of explanation and some understanding- Michael and Joanna seem to tight walk the impossible trying to make sense of the insanity- Keep up the attempted explanations of the unexplainable!
SonoLuciano · May 2026
From the first few moments these two smart, analytical, calm women captured my attention. I look forward to more episodes to get their takes.
csierra7 · Nov 2024
Perfect combination of hosts with the refined and upscale Joanna Coles and the witty, biting Sam Bee providing a fun, saucy, intelligent, and intimate take on topical subjects with interesting guests. A wonderfully nourishing break from the many pure politics podcasts I consume daily.
DrDK2 · Oct 2024
I followed this podcast from the beginning and found it amusing. Though it was mostly speculation, much of the conversations rang true to me. I believed the two experienced journalists had interesting insights based on their source information. The reason I no longer follow the show is that Wolff seems a little too close to his misogynistic sources for comfort. He makes sexist comments about Coles and other women regularly, and he recently
said pro-choice means pro-abortion. He is wrong; no one is pro-abortion.
cdisillusioned · Jul 2026
We strive to present a balanced view by showing a diverse range of reviews from Apple Podcasts.
Here you find the Apple Podcasts chart positions of Inside Trump's Head, its latest episodes to listen to directly, and reviews from listeners. Rankings are updated daily for the United States.
