Confidence Man: The Making of Donald Trump and the Breaking of America Cover
Podcast Mentions

Confidence Man The Making of Donald Trump and the Breaking of America

Maggie Haberman

The #1 From the Pulitzer-Prize-winning

Podcasts 11
Quotes 78
Pod Save America

The hosts highlighted the book as a detailed chronicle of Trump's New York roots, impulsive decision‑making and penchant for power, noting that it reinforced known criticisms of his racism, transphobia and avoidance of responsibility. Jon Favreau repeatedly cited Maggie Haberman’s reporting, describing the work as an eagerly awaited source that offered no surprises but underscored Trump’s cruelty and lack of strategic vision. The overall tone was critical, using the book to illustrate why the former president was viewed as a poor leader.

Critiqued

Episode: "The Herschel Walker Abortion Fund."

It explored Donald Trump's New York origins, his personality traits, and how his presidency unfolded, emphasizing his lack of strategy and tendency towards impulsive, moment-to-moment decisions.

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I wanted to tell a story about the arc of his life about the world of dysfunction that he came from where corruption touched on various aspects of the media of the real estate industry that he came from of his family business of machine boss politics and of racial tribalism in New York and how all of that was exported by him to Washington and foretold how his presidency was going to go.

He is not strategic and I do hope that people who read a lot of strategy into what he does come away with realizing that from reading the reporting in the book, but what he is is more calculating moment to moment and I hope they get that too.

I think a great deal. I would I would put that in one bucket I think another bucket that explains his political success is that he spent decades brick by brick news story by news story building this orifice of himself as a you know, a massively successful tycoon Commensurate with you know, New York's biggest names in finance, which was just not who he was.

But the view of him outside of the five boroughs of New York was much more that that was the case And I remember being very struck by the cognitive dissonance in that in 2015 A big part of that was him playing himself on The Apprentice, you know the the person who We got to see over and over again doesn't really like interpersonal conflict and doesn't really like to fire people himself Had the catchphrase you're fired and that's what he was known for.

combined with to your point He both intimidates and is about power and dominance But he also tries to entertain and that has kept him where he is.

Episode: “Mitch McConnell, Welcome to the Resistance.” (wit...

It was reported that the book did not contain many surprises, though it highlighted Trump's cruelty and his continued desire for attention, even after losing the presidency.

"

So, Maggie wrote a preview in The Atlantic and a few outlets got copies of the book. So, we already have plenty of tidbits.

And let me tell you, it doesn't seem like the guy was the best president.

Maggie's like, 'Oh my god, I think he's racist. Oh my god, I think he's transphobic.'

Donald Trump said in this book, 'You know how some guys you always kind of knew they were gay? Not Jason Miller. Not even one percent.'

When he is being asked to speak to trans issues, he's asking if a hypothetical college student asking about trans rights is cocked or uncocked.

Episode: "A Very Special Episode of Insurrection."

Maggie Haberman's book on Donald Trump was mentioned, where she reported that Pat Cipollone often tried to prevent Trump from committing crimes, though he failed in many cases.

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A lot of reporting Maggie Haberman has done in some of these books that Cipollone was often the person trying to stop Trump and his allies from committing a lot of crimes, stopping and failing in many cases.

Episode: "The Herschel Walker Abortion Fund."

It focused on Donald Trump's life story, including his New York origins and how it foreshadowed his presidency. It detailed his personality traits and how he operates moment to moment, rather than with strategic planning.

"

I wanted to tell a story about the arc of his life about the world of dysfunction that he came from where corruption touched on various aspects of the media of the real estate industry that he came from of his family business of machine boss politics and of racial tribalism in New York and how all of that was exported by him to Washington and foretold how his presidency was going to go.

He is not strategic and I do hope that people who read a lot of strategy into what he does come away with realizing that from reading the reporting in the book, but what he is is more calculating moment to moment.

He both intimidates and is about power and dominance But he also tries to entertain and that has kept him where he is.

I see him as a boss. I'll answer that slightly differently because I think an authoritarian has a coherent view of governance And and I think an authoritarian doesn't mind having responsibility in addition to power I think Donald Trump is all about avoiding responsibility.

He does not enjoying himself. You can see it when he's at these rallies. It's just something is is not quite what it was

Episode: “Mitch McConnell, Welcome to the Resistance.” (wit...

It was reported that the book contained no surprises about Donald Trump, however, it did discuss his personality and behavior, including a claim that he nearly fired Jared and Ivanka via tweet.

"

So that's going to be a bit harder thanks to next Tuesday's release of New York Times reporter Maggie Haberman's eagerly awaited Trump book Confidence Man.

And let me tell you, it doesn't seem like the guy was the best president. I'll just that's the spoiler alert from the from what I've read.

Maggie's like, oh, my God, I think he's racist. Oh, my God, I think he's transphobic. Oh, my God, Maggie.

And it really made me lose respect for John Kelly, because like you had him where you wanted him and you fucking you fumbled the bag, man.

When he is being asked to speak to trans issues, he's asking if a hypothetical college student asking about trans rights is cocked or uncocked.

The Ezra Klein Show

Ezra Klein introduced the book as a great work by Haberman that examines Donald Trump's rise and the breaking of America. Haberman referenced it during the interview to frame her analysis of Trump.

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she's the author of the great book, Confidence Man, The Making of Donald Trump and the Breaking of America.

— Episode: Maggie Haberman on How Trump Has Changed

Episode: Maggie Haberman on How Trump Has Changed

Ezra Klein introduced the book as a great work by Haberman that examines Donald Trump's rise and the breaking of America. Haberman referenced it during the interview to frame her analysis of Trump.

"

she's the author of the great book, Confidence Man, The Making of Donald Trump and the Breaking of America.

Pivot

Podcast

Pivot

The book tells Trump's origin story and chronicles his unexpected takeover of the Republican party and his consolidation of power in Washington, focusing on his background in New York City and how that shaped his worldview and political career. Haberman details Trump's various personas and how his supporters often overlook his negative behavior.

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he is a genius about human emotions and a certain darkness in what animates people

— Episode: On with Kara Swisher: Maggie Haberman Ma...

Episode: On with Kara Swisher: Maggie Haberman Makes Sense...

The book tells Trump's origin story and chronicles his unexpected takeover of the Republican party and his consolidation of power in Washington, focusing on his background in New York City and how that shaped his worldview and political career. Haberman details Trump's various personas and how his supporters often overlook his negative behavior.

"

he is a genius about human emotions and a certain darkness in what animates people

I think he's backed himself into a corner where he has to

He misses the power of the office, but he likes not being accountable, presumably.

His entire life has been about finding ways to avoid blame. But getting credit is very important.

I think that there are anecdotes that fit for a book that don't necessarily make a whole news story.

The Daily Show: Ears Edition

This book offers a comprehensive look at the life of Donald Trump, exploring his relationship with the media, his political career, and his clashes with other politicians such as Ron DeSantis. The author highlights Trump's obsession with media attention and his unique approach to politics.

"

He craves attention and I explore this in the book.

— Episode: Maggie Haberman - The Ultimate Guide to...

Episode: Maggie Haberman - The Ultimate Guide to Donald J....

This book offers a comprehensive look at the life of Donald Trump, exploring his relationship with the media, his political career, and his clashes with other politicians such as Ron DeSantis. The author highlights Trump's obsession with media attention and his unique approach to politics.

"

He craves attention and I explore this in the book.

He just constantly wants to hold the media's gaze and he wants to see if he can sell you on a version of himself and he wants to get what he would call a good story, literally those would be the words, a good story and then you write about him accurately and he says that it's unfair.

He is uniquely focused on the paper and I'm just the person who has covered him more often than not.

I think there is a preserved an amber quality to him. You just described that about how all of his cultural touchstones are in the 1980s which is when he was reaching his height.

This book is neither one of those and I think explains exactly who he is.

Episode: Aaron Judge Makes Home Run History | Maggie Haberm...

The book explores the life of Donald Trump, providing insights into his personality, behavior, and motivations. It examines his relationship with the media and his impact on American politics.

"

He's a subject who I cover and I have covered a number of politicians over the last 26 years. I covered Hillary Clinton, I covered Mike Bloomberg, I covered Rudy Giuliani, I covered Donald Trump...

Trump needs the media in a way that's unlike any other politician I've ever seen. He craves attention and I explore this in the book.

He just constantly wants to hold the media's gaze and he wants to see if he can sell you on a version of himself that is a good story. Literally, those would be the words, a good story.

But basically, he's obsessed with The New York Times. That is a lot of what this is about.

I think that he has exposed aspects of how America has broken and fueled and exploited that for his own gain.

Fresh Air

Podcast

Fresh Air

The book examined Trump's rise and its impact on America, and it was highlighted as Haberman's bestselling work on the subject.

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She was last on Fresh Air in 2022 to talk about her bestselling book, Confidence Man, the Making of Donald Trump and the Breaking of America.

— Episode: Maggie Haberman On Trump's Turbulent 202...

Episode: Maggie Haberman On Trump's Turbulent 2024 Campaign

The book examined Trump's rise and its impact on America, and it was highlighted as Haberman's bestselling work on the subject.

"

She was last on Fresh Air in 2022 to talk about her bestselling book, Confidence Man, the Making of Donald Trump and the Breaking of America.

Maggie Haberman is senior political correspondent for The New York Times and author of the book Confidence Man, the making of Donald Trump and the breaking of America.

Maggie Haberman is senior political correspondent for The New York Times and author of the book Confidence Man, the making of Donald Trump and the breaking of America.

Breaking Points with Krystal and Saagar

It was mentioned in the context of Donald Trump's presidency, detailing how Sheldon Adelson allegedly pressured Trump into moving the US embassy to Jerusalem with a $20 million donation.

"

Sheldon Adelson used a 20 million dollar donation to a super PAC to pressure then-President Donald Trump to adopt the highly controversial decision to move the US embassy in Israel from Tel Aviv to Je...

— Episode: Counter Points #6: Russian Attacks, Chin...

Episode: Counter Points #6: Russian Attacks, China's Party...

It was mentioned in the context of Donald Trump's presidency, detailing how Sheldon Adelson allegedly pressured Trump into moving the US embassy to Jerusalem with a $20 million donation.

"

Sheldon Adelson used a 20 million dollar donation to a super PAC to pressure then-President Donald Trump to adopt the highly controversial decision to move the US embassy in Israel from Tel Aviv to Jerusalem.

Adelson's singular focus was Israel, wrote Haberman, effectively acknowledging the foreign president's biggest funder was most interested in promoting the interests of a foreign country.

Episode: 2/14/22: Ukraine Escalation, Trucker Convoy, Clint...

It was reported in excerpts from Maggie Haberman's upcoming book that Trump had a habit of flushing White House documents down the toilet, which he denied.

"

Maggie Haberman who I think was one of the more solid reporters during the Trump administration, it has a new book coming out this fall called Confidence Man about his rise and about his presidency.

They say well President Trump was in office, staff in the White House residence periodically discovered wads of printed paper clogging a toilet and believed the president had flushed pieces of paper.

a mostly fictitious book by the way that uh he apparently like cooperated with yeah sat down with her he just can't he just can't resist canny.

Episode: 2/14/22: Ukraine Escalation, Trucker Convoy, Clint...

It was reported that a book by Maggie Haberman, about Donald Trump's presidency, contained an allegation that he was in the habit of flushing documents down a White House toilet, which he denied.

"

Well, President Trump was in office, staff in the White House residence periodically discovered wads of printed paper clogging a toilet and believed the president had flushed pieces of paper.

a mostly fictitious book by the way that uh he apparently like cooperated with yeah sat down with her he just can't he just can't resist canny

Episode: Counter Points #6: Russian Attacks, China's Party...

It was mentioned in relation to a report that Sheldon Adelson used a $20 million donation to pressure Donald Trump into moving the US embassy in Israel to Jerusalem.

"

Sheldon Adelson used a 20 million dollar donation to a super PAC to pressure then President Donald Trump to adopt the highly controversial decision to move the US embassy in Israel from Tel Aviv to Jerusalem.

Adelson's singular focus was Israel, wrote Haberman, effectively acknowledging the foreign president's biggest funder was most interested in promoting the interests of a foreign country.

Episode: 2/14/22: Ukraine Escalation, Trucker Convoy, Clint...

It was reported that the book contains allegations that Donald Trump had a habit of flushing White House documents down the toilet, which he denied.

"

Well, President Trump was in office, staff in the White House residence periodically discovered wads of printed paper clogging a toilet and believed the president had flushed pieces of paper.

He says that the allegations are another fake story, call some categorically untrue, simply made up by a reporter in order to get publicity for a mostly fictitious book.

a mostly fictitious book by the way that uh he apparently like cooperated with yeah sat down with her he just can't he just can't resist canny

The Bulwark Podcast

The book offered a portrait of Donald Trump that emphasized his ascent in 1970s and 80s New York City, focusing on his character, which was described as amorphous and situational. It painted him as a lonely man whose defining dynamics from that era stayed with him for decades.

"

Her portrait of Trump in her book Confidence Man emphasizes his assent in the New York City of the 70s and 80s.

— Episode: Maggie Haberman: Trump Is Damaged and He...

Episode: Maggie Haberman: Trump Is Damaged and He Causes Da...

The book offered a portrait of Donald Trump that emphasized his ascent in 1970s and 80s New York City, focusing on his character, which was described as amorphous and situational. It painted him as a lonely man whose defining dynamics from that era stayed with him for decades.

"

Her portrait of Trump in her book Confidence Man emphasizes his assent in the New York City of the 70s and 80s.

The book is The Confidence Man, the making of Donald Trump and the breaking of America.

The book paints a jarring portrait of Trump, but one that differs in some respects from more common one-dimensional portraits. As a basically lonely man whose own views and attitudes are amorphous and situational rather than strategic, he can be charming and cruel, generous and selfish, tolerant and viciously closed minded.

Confidence Man can be read two ways, and I think is. And one is that he is indeed somebody who exudes confidence. There's no question about that. But the textbook definition of a confidence man, if you yield internet, is somebody who uses their persuasive nature and abilities to take things from other people.

And the book is Confidence Man, the making of Donald Trump and the Breaking of America by Maggie Haberman.

Lovett or Leave It

It was reported that Donald Trump almost fired Jared and Ivanka via tweet, and that he also displayed homophobic and transphobic behaviour.

"

According to a new book by Maggie Haberman, then President Donald Trump once came very close to firing Jared and Ivanka from the White House via tweet.

— Episode: Forbidden Flute

Episode: Forbidden Flute

It was reported that Donald Trump almost fired Jared and Ivanka via tweet, and that he also displayed homophobic and transphobic behaviour.

"

According to a new book by Maggie Haberman, then President Donald Trump once came very close to firing Jared and Ivanka from the White House via tweet.

Haberman also detailed several examples of Trump homophobic and transphobic behavior over the decades.

Episode: Live, Laugh, Hang Mike Pence

It was mentioned that in Maggie Haberman's book, White House staff found toilets clogged with printed paper, apparently flushed by the former president.

"

According to Maggie Haberman's new book Confidence Man, White House staffers regularly found toilets clogged with printed paper apparently flushed by the former president.

What A Day

Podcast

What A Day

The book was cited for an upcoming detail that Trump allegedly flushed White House documents down a toilet, which was used to illustrate concerns about his handling of official records. Hosts Travelle Anderson and Gideon Resnick highlighted the anecdote, and Representative Zoe Lofgren expressed surprise and uncertainty about its veracity. The discussion framed the story as part of broader worries over possible document destruction.

Episode: I Know Who You Called Last January with Rep. Zoe L...

It was mentioned that Maggie Haberman's forthcoming book contains a detail about Trump flushing documents down the White House toilet, to the point of clogging it. The anecdote contributed to concerns about Trump's handling of White House documents.

"

Then there was the insane detail from a forthcoming book from New York Times reporter Maggie Haberman that Trump had at times flushed documents down the toilet to the point of clogging the toilet.

And that is part of a broader concern that he may have taken documents to Mar-a-Lago and that he may have destroyed others.

including this anecdote in an upcoming book from reporter Maggie Haverman that the former President was apparently flushing documents down the toilet at one point.

Episode: I Know Who You Called Last January with Rep. Zoe L...

It was mentioned that Maggie Haberman's forthcoming book contains details about former President Trump's handling of White House documents, including an anecdote about him flushing documents down the toilet. The anecdote was discussed in relation to concerns about potential document destruction and violations of the Presidential Records Act.

"

Then there was the insane detail from a forthcoming book from New York Times reporter Maggie Haberman that Trump had at times flushed documents down the toilet to the point of clogging the toilet.

There's also some reporting about paper shredding and general document destruction, including this anecdote in an upcoming book from reporter Maggie Haverman that the former President was apparently flushing documents down the toilet at one point.

I saw that article. I mean, I have no idea if that's true. It's pretty strange.

It is pretty strange as an understatement.

And I have no idea. I mean, I just saw the article in the newspaper about the allegation of flushing articles and plugging up the toilet. I mean, I don't know if that's true. If so, that would not be in conformance with his obligations under the law.

Episode: I Know Who You Called Last January with Rep. Zoe L...

This book contains an anecdote about former President Trump flushing documents down the White House toilet, causing the toilet to clog. The incident is part of a larger concern regarding Trump's handling of White House documents and potential destruction or theft of classified materials.

"

Then there was the insane detail from a forthcoming book from New York Times reporter Maggie Haberman that Trump had at times flushed documents down the toilet to the point of clogging the toilet.

Maybe this explains his bizarre and controversial theory that modern toilets need to be flushed a million times.

And that is part of a broader concern that he may have taken documents to Mar-a-Lago and that he may have destroyed others.

I saw that article. I mean, I have no idea if that's true. It's pretty strange.

It is pretty strange as an understatement.

Stay Tuned with Preet

It was discussed in the context of Trump's psychology and how he interacts with the press, and also regarding his view of lawyers and accountability. The book's insights into Trump's behavior were deemed relevant to the current events.

"

I put it in a book. If people want to buy the book, it was called Confidence, man.

— Episode: Trump's Indictment Playbook (with Maggie...

Episode: Trump's Indictment Playbook (with Maggie Haberman)

It was discussed in the context of Trump's psychology and how he interacts with the press, and also regarding his view of lawyers and accountability. The book's insights into Trump's behavior were deemed relevant to the current events.

"

I put it in a book. If people want to buy the book, it was called Confidence, man.

You wrote last November that Ronald Lauder was no longer backing his friend of decades, Donald Trump.

I think that they assume that Biden is the nominee and, and, uh, and they like their chances against him, whether they should or shouldn't, they'd like their chances against him.

I think that, uh, you know, he gets dinged a lot, you know, with reason for, for his work ethic, but he actually outworked Clinton, um, in, in 2016.

And so he had just been branded as this, as this success story for so long that it was an impenetrable artifice.

Note: The book recommendations on this page are discovered automatically from podcast transcripts, and may be incorrect or incomplete.