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How Donald Trump Created a Facade of Success | Pivot

October 11, 2024 / 14:52

This episode features investigative reporters Suzanne Craig and Ross Butner discussing their book, Lucky Loser: How Donald Trump Squandered His Father's Fortune and Created the Illusion of Success. They cover Donald Trump's financial history, his relationship with his father Fred Trump, and the misconceptions surrounding his business success.

Craig and Butner explain how Trump's financial practices reveal a pattern of overspending and reliance on external sources for funding. They highlight how Trump's image as a successful businessman is often at odds with his actual financial performance.

The reporters share insights from their extensive research, including tax returns and corporate records, that illustrate Trump's financial struggles and the impact of his father's wealth on his career. They discuss Fred Trump's successful real estate ventures and how they provided Donald with a financial safety net.

They also touch on the various businesses Trump has been involved in, including casinos and golf courses, and how his lack of operational involvement often leads to financial failure. The conversation emphasizes the contrast between Trump's public persona and his financial reality.

The episode concludes with reflections on the challenges of investigative journalism and the importance of thorough reporting in uncovering the truth about public figures.

TLDR

Investigative reporters discuss Trump's financial history and misconceptions in their book about his business practices and family influence.

Episode

14:52
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Suzanne Craig and Ross Butner are investigative reporters for the New York Times that is underselling they're
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amazing investigative reporters for the New York Times they've written a new book based on a lot of their reporting
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they have published this year uh called lucky loser how Donald Trump squandered his father's fortune and created the
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illusion of success Suzanne and Russ welcome thanks for having us thank you yeah thanks for having us so I went to
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your book event here in DC it was really interesting but you've been reporting for people who don't know on Donald
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Trump's an es for years but you go really in depth in the book talk to us about uh what obviously Donald Trump's
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all about talking about money but what does his financial history tell us about him as a businessman let's let's focus
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on that part yeah I think that was the our big interest in uh in doing this book was to get to the bottom of that we
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had done three longer stories in the times that explored different Windows how much money he got from his father
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and how his businesses performed in the 80s and 90s and then again after the 2000s but stringing all that together is
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where you really kind of see the pattern um and I think what you notice is that he's very good at you expect drawing
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attention to himself at selling things when there's things that need to be sold often he's drawing attention to things
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he never does that's one of the themes that runs through the book is he sort of builds up his reputation by saying he's
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going to do things that never happen but operationally he has difficulties um he
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never seems to be very careful about the finances of projects so he regularly spends far more than what the projects
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bring in he often says that and then he needs money from other sources outside of his business operations to support
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those businesses and what we saw was bit of a Ponzi scheme a little bit you see his inheritance filling in the holes and
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then later the fortune from The Apprentice uh really filling in a lot of holes as well and sort of sustaining
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this image that he's a powerful businessman when he's really having problems that he's hiding from public
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View and Suzanne talk a little bit about how you went about this reporting because you've been doing this for a
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long time right and like Russ said we we had a number of stories at the Times there's kind of three three big ones
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we've been covering him since 2000 it's hard to believe we're coming up on nine years of this but says every journalist
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I think covering this guy um and then we decided after the 2020 story it was a big story we had where we got Decades of
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his corporate and personal tax returns you know we found out in that that he wasn't paying much income tax ever um we
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also got an incredible window into how much he'd made from The Apprentice so we laid that out and then Russ and I had a
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conversation and and we realized we had a I think you know we call it a skeleton
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for a book but we really saw this as an epic American Tale and we wanted to tell
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it and we wanted to delve further into his father we were really intrigued about his dad from the reporting we did
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you know while we were at the paper um and then we wanted to just learn more about Fred and see that impact that it
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had had on his life and then re-explore Donald's life because I think there's just a lot of misconceptions that were
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out there some of them were laid down by him early on and just repeat it over and
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over and over and so you know and we decided Russ and I had a chat and and Russ took had very heavy lifting on the
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writing he's a beautiful writer and um we worked together and I did a lot of the reporting so we just spent a couple
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of years just full at it every day trying to get this together before I bring said talk about the role the f
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father this is Fred um talk about his role and influence because he was a pretty good business person in this case
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he was as a you know as a not a smalltime developer pretty big- time developer in New York which is a tough
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Market yeah I mean it's it it's an amazing Arc to his career he really was the self-created person businessman that
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Donald Trump's always said that he was um and he started out just building like garages in the upand cominging
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neighborhood in Queens where where he grew up and then over the course of the next like 40 years he really benefited
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from some of the big programs uh the government programs to solve the biggest crisises of the 20th century first the
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Great Depression then finding building housing for soldiers during World War II building more housing for Veterans when
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they got out and then a couple of programs to sort of build up housing for middle- inome people later than that and
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he built up this colossal Empire of 10 to 20,000 sometimes apartments that were rentals he never had one except for a
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couple outside of New York City that didn't make money um and so by the time Donald joins the company Fred owns what
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would be during his lifetime a billion doll Empire of rental apartments it's kicking off tremendous amounts of cash
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it has very little debt and so Donald has this like windfall behind him to do what he wants and Fred it's a really
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interesting relationship to us and it's seminal to Donald's life Fred really puts his full faith in Donald from that
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point there were other siblings two brothers for various reasons Fred the older one falls off the scale doesn't
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get his father's trust becomes an alcoholic and dies very young unfortunately um and the younger one
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never really seems to be taken seriously because Donald's already claimed the helm by then and Fred never challenges
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Donald at all in anything he wants to do and they're entirely different as I said
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Donald starts saying he's going to build things that he doesn't do Donald's not paying attention to the bottom line um
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Donald's taking great risk but it's not really with his money but Fred throughout his life supports him even as
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Donald starts to say I'm way bigger than my father was when he's only built like
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one building with other big Partners but it's really seems to be a seminal relationship in his life I have to say
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Carol though you do see it in in R talked about Fred and in that era where he went into these larger projects they
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came out of government programs and Fred was seen at the time as taking advantage
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of them and exploiting loopholes and you know there's even there was a article in
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the in one of the Brooklyn papers that that ultimately called him a pariah feeding off government large s and
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gouging his tenants so you see shades of sort of what the practices that Donald is accused of yeah racism also yeah in
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in in some respects but but a great Builder so there's contradictions in there right right no always a malevolent
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Force Scott go ahead yeah uh nice to meet you so the data that I've seen is that from the 7s
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through the '90s when his dad ultimately passed away inherited he inherited approximately 4 13 million is the number
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that sticks my mind and if that were invested in just an S&P Index Fund it would be somewhere depending on the
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returns worth today somewhere between 10 and 20 billion and it's very hard to nail
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down his actual net worth but we know it's less than that we know if he just stuck it in an index fund he'd be worth
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more money which businesses have been the most successful and which have been the least successful
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that he's been engaged in since inheriting that money I got to imagine the casinos and the golf courses have
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not paid off but The Apprentice was a big deal what else has made and lost him money it's a great question I'm so happy
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that you remember that number because that was on a spreadsheet on my screen for about a year and a half we were all
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coming up with the numbers to get to that 413 um and and you're right that's the way we've kind of looked at his
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wealth and his General success is that you know if he had just invested it and gone saing he'd probably be infinitely
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more wealthy than he is now um I mean on The Apprentice look all he did was show
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up there Mark brunett had the producer had made this deal with NBC that he would get half or he would get all of
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the product integration money and it wasn't really product integration each show was a commercial for whoever
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sponsored it and they didn't know NBC didn't know at the time what that was going to be worth um it took about a
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year to get it going but pretty soon companies were paying one two three four million dollar to be on each episode and
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brunette in order to persuade Donald to join that effort who he thought was really busy
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promised to give him half of whatever that would would would would raise and so that became just a huge windfall in
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his life about $200 million and then there was a string of Licensing deals that as soon as he became famous flowed
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from that early on the year before he had tried to get licensing deals and he had literally been laughed out of
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offices as soon as The Apprentice starts they just start pouring in the door eventually that goes bad you see Trump
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University and all these developments that don't happen because he's not really doing due diligence but still
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over the course of the years of The Apprentice that generated another $200 million but when you look at the
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businesses that he created in that window um we see a lot of like alligators the Chicago Tower he secretly
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declared worthless on his tax returns while he's telling the world it's hugely successful the retail part of that Tower
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was built below grade so there's no Street traffic it's been empty now for I think 15 years his UK golf courses have
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continued to suck money and require influx of cash the Old Post Office the same problem that right he built that
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thing and and he spent too much on it all his competitors knew he was spending too much on it and we saw his tax
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returns he was having to put 7 to1 millionar a year into it which we presume came from the easy money he was
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getting from The Apprentice and from licensing deals so golf has been a mixed bag real estate's been a mixed bag a
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little bit uh 40 Wall Street for example's been up and down at different times um but overall like the the line
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that's stuck in my head on this is that the less involvement he has in designing
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and operating a business the greater its chances of financial success so talk a little
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about this Suzanne this idea of wealth and success how he put this out as sort of using Creative Accounting using
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various task codes and rules to his Advantage not something other people don't do and he actually brags about it
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why shouldn't I take advantage of it so can you talk a little bit about what how
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he does that and creates these f um faux ideas that he's Rich he just says it right I mean it doesn't well I
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think that what a great yeah because there's there's of course the use of the tax code but I think when I think about
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that question when you first said it I think about just this crazy image that he projects that's not backed up by
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reality you look at one of the things I always remember about the book was when we got um or just the project it was we
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got it before we started the book we got 10 years of tax records from 1985 to '94
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and in that was of course the year he wrote Art of the deal and we were thinking well there maybe going to be
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some good news in there that year he's writing a book saying he's this master deal maker and he lost $45 million do in
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change that year so behind the curtain that's what's going on and in that decade we actually were able to find out
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because we got some anonymized taxpayer data through the national archives in Washington we were able to go in and
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compare his taxes for that decade to a huge number of other taxpayers and in that year it looked like he lost more
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money than any other single American taxpayer but what he did this is like the interesting part of how it started
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is he was able to identify I think really in in the 80s I mean in the 70s he was spinning the story that he was
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richer than he was but then he fell in with not just the Larry Kings of the world who where he was able to get on
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CNN and repeat it but wealth porn sort of took off in the80s and you saw him shows like Lifestyles of the Rich and
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Famous with Robin Leech and and he had he had the accoutrements of success so he's flying around in his helicopter he
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was on his yacht he was losing a lot of money we we know that now from his taxes
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but they loved him and and not a lot of really rich people wanted actually to be
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on that show because it's sort of taky but but he was all in and it and it perpetuated this idea that he was rich
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and then he was getting on the rich lists and all that I mean it really did feed on itself but he started in the
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early 70s by lying about his wealth famously to the New York Times saying he was worth a couple hundred million
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dollars actually his dad was and then it just rolled up and kept the number kept
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getting bigger and bigger one of the things I really appreciate about appreciate about your work is that you
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both really did the work reading through uh some of your work I just can't imagine how much time you were in a
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conference room with bad coffee trying to string together tax filings and really connect the dot really do
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appreciate that you did the work and also that the New York Times would support you or support provide you with
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resources to do that kind of in-depth work my question is around Donald Trump media 80 million shares 23 bucks a share
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you know one whatever is that 1.84 billion worth of of value in those shares my understanding is he hasn't
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sold any and that would come up am of filing if he had sold them but if I were him I would be writing calls I'd be
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doing prepaid variable forwards I would be borrowing on margin like crazy to diversify do you have any sense of or
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any evidence around what he is doing to diversify that Shar monetize that those shares but you left out run by that
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well-known Tech executive uh Devon Nunes but go ahead s let me just tell you this podcast
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makes more money by far than than Trump I think in a story I this is Russ's favorite R this is his favorite thing
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well I think in a story I compare their revenue does not compare favorably to a single Chick-fil-A restaurant right
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they're they're they really or a McDonald's they're it's just not a real store once too yeah it's not a real
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company and they don't really have a business plan that makes sense they're going to stream videos that are
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available for free Elsewhere on their platform because they're risk of being shut down but to answer your question
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Scott I I don't have any Intelligence on other ways he might be trying to monetize those shares at this point I
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think it's an excellent question I don't know that there's any way to certainly no public way to see that right now um
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but you know we'll be trying to watch out that for that and if you see any hint of it please let us know yeah we
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may be sifting through court filings one day looking for what he's done absolutely will be also on the crypto
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the sneakers whatever you have that's one of the great things here so many court filings uh anyway once again the
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book is lucky loser how Donald Trump wandered his father's Fortune created the illusion of success I took it home I
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read it it's so good it's I I love accounting I hate to tell you but I love accounting but this is a really great
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reporting accomplishment that you two have done and I'm I'm excited to see more even though I'm not excited to see
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a grifter continue to grift but you've done a great job

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Episode Highlights

  • Lucky Loser: The Book
    Investigative reporters Suzanne Craig and Ross Butner delve into Donald Trump's financial history and the illusion of his success.
    “How Donald Trump squandered his father's fortune and created the illusion of success.”
    @ 00m 11s
    October 11, 2024
  • The Illusion of Wealth
    The discussion reveals how Trump's public persona contrasts sharply with his financial reality.
    “He was losing a lot of money, but they loved him.”
    @ 11m 40s
    October 11, 2024

Episode Quotes

  • He's very good at drawing attention to himself.
    How Donald Trump Created a Facade of Success | Pivot
  • He never seems to be very careful about the finances of projects.
    How Donald Trump Created a Facade of Success | Pivot

Key Moments

  • Trump's Financial History00:03
  • Illusion of Success00:11
  • Misconceptions About Wealth03:05
  • Father's Influence03:35

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