
Lucky Loser
How Donald Trump Squandered His Father's Fortune and Created the Illusion of Success
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Narrated by:
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Gabra Zackman
About this listen
An Instant New York Times Bestseller • A Washington Post Notable Book • A Financial Times Best Business Book of the Year
“A first-rate financial thriller . . . Lucky Loser is one of those rare Trump books that deserve, even demand, to be read.”–Alexander Nazaryan, The New York Times
From the Pulitzer Prize-winning reporters behind the 2018 bombshell New York Times exposé of then-President Trump’s finances, an explosive investigation into the history of Donald Trump’s wealth, revealing how one of the country’s biggest business failures lied his way into the White House
Soon after announcing his first campaign for the US presidency, Donald J. Trump told a national television audience that life “has not been easy for me. It has not been easy for me.” Building on a narrative he had been telling for decades, he spun a hardscrabble fable of how he parlayed a small loan from his father into a multi-billion-dollar business and real estate empire. This feat, he argued, made him singularly qualified to lead the country. Except: None of it was true. Born to a rich father who made him the beneficiary of his own highly lucrative investments, Trump received the equivalent of more than $500 million today via means that required no business expertise whatsoever.
Drawing on over twenty years’ worth of Trump’s confidential tax information, including the tax returns he tried to conceal, alongside business records and interviews with Trump insiders, New York Times investigative reporters Russ Buettner and Susanne Craig track Trump's financial rise and fall, and rise and fall again. For decades, he squanders his fortunes on money losing businesses, only to be saved yet again by financial serendipity. He tacks his name above the door of every building, while taking out huge loans he’ll never repay. He obsesses over appearances, while ignoring threats to the bottom line and mounting costly lawsuits against city officials. He tarnishes the value of his name by allowing anyone with a big enough check to use it, and cheats the television producer who not only rescues him from bankruptcy but casts him as a business savant–the public image that will carry him to the White House.
A masterpiece of narrative reporting, Lucky Loser is a meticulous examination spanning nearly a century, filled with scoops from Trump Tower, Mar-a-Lago, Atlantic City, and the set of The Apprentice. At a moment when Trump’s tether to success and power is more precarious than ever, here for the first time is the definitive true accounting of Trump and his money–what he had, what he lost, and what he has left–and the final word on the myth of Trump, the self-made billionaire.
©2024 Russ Buettner and Susanne Craig (P)2024 Penguin AudioListeners also enjoyed...
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Critic reviews
“A first-rate financial thriller . . . Lucky Loser is one of those rare Trump books that deserve, even demand, to be read. In good part, that’s because it applies the proper lens through which to view Trump’s career. In this telling, his story lies at the intersection of business and media, with politics arriving only as a secondary concern.”—Alexander Nazaryan, The New York Times
“This is a page turner, with spectacular anecdotes . . . [Lucky Loser] shows in meticulously documented detail how 'even when Trump appeared to be at his best, he was failing,' with massive losses on his core business. The authors prove that without his father’s support, Trump would have been nothing. The book also raises a bigger question about the 'fake it ‘til you make it' ethos of modern America. In a world that conflates the 'trappings of wealth with expertise and ability,' where 'fame, detached from any other marketable talent or skill,' is 'a highly compensated vocation,' does it even matter if you never actually make it? The backbone of the book is the numbers. Because Buettner and Craig have such a trove of documents, they are able to prove, in incontrovertible detail, the reality under the hype that is Donald Trump . . . The heartbreaking thing about reading Buettner and Craig’s work is realizing how many passes Trump has gotten over the years, how thoroughly he is a creation of the media, which as the authors write, 'rarely revisited his claims and afforded credibility to everything he said.”—Bethany McLean, The Washington Post
“Combining the groundbreaking reporting of its authors with details unearthed throughout the years by other journalists and financial analysts, Lucky Loser is comprehensive, persuasive, and packed with damning anecdotes.”—The New Yorker
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Wish I’d Have Returned Sooner…
- By Deanne Hanson on 09-30-24
By: Meridith McGraw
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American Reckoning
- Inside Trump’s Trial—and My Own
- By: Jonathan Alter
- Narrated by: Jonathan Alter
- Length: 8 hrs and 57 mins
- Unabridged
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As one of a handful of journalists allowed in the courtroom, for 23 days Jonathan Alter sat just feet away from the most dangerous threat to democracy in American history, watching the spectacle of the century: the felony trial of Donald Trump. Highly publicized but untelevised and thus largely hidden from public view, this landmark trial offered hope of real justice amid a grueling eight-year national ordeal and foreshadowed the drama of the 2024 presidential election.
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Good book
- By jeffrey on 03-23-25
By: Jonathan Alter
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Ministry of Truth
- Democracy, Reality, and the Republicans' War on the Recent Past
- By: Steve Benen
- Narrated by: Rachel Maddow
- Length: 5 hrs and 38 mins
- Unabridged
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For as long as historical records have existed, authoritarian regimes have tried to rewrite history to suit their purposes, using their dictatorial powers to create myths, spread propaganda, justify decisions, erase opponents, and even dispose of crimes. Today, as America’s Republican Party becomes increasingly radicalized, it’s not surprising to see the GOP read from a similarly despotic script. Indeed, the party is taking dangerous, aggressive steps to rewrite history—and not just from generations past.
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Reinforced long held suspicions
- By Dennis M Olson Jr on 08-18-24
By: Steve Benen
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Beyond the Big Lie
- The Epidemic of Political Liars, Why Republicans Do It More, and How It Could Burn Down Our Democracy
- By: Bill Adair
- Narrated by: Jacques Roy
- Length: 7 hrs and 42 mins
- Unabridged
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Bill Adair knows a lie when he hears one. Since 2008, the site he founded, PolitiFact, has been the go-to spot for media members and political observers alike to seek the truth in an increasingly deceitful world. Since the site’s launching, politics’ tenuous relationship with the truth has only gotten weaker—and weirder. In this groundbreaking book, Adair reveals how politicians lie and why.
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Beyond the Big Lie
- By Steve Tone on 10-22-24
By: Bill Adair
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War
- By: Bob Woodward
- Narrated by: Robert Petkoff
- Length: 12 hrs and 15 mins
- Unabridged
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Two-time Pulitzer Prize winner Bob Woodward tells the revelatory, behind-the-scenes story of three wars—Ukraine, the Middle East and the struggle for the American Presidency. War provides an unvarnished examination of the vice president as she tries to embrace the Biden legacy and policies while beginning to chart a path of her own as a presidential candidate.
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Draws Connections
- By Kyle on 10-18-24
By: Bob Woodward
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Fools on the Hill
- The Hooligans, Saboteurs, Conspiracy Theorists, and Dunces Who Burned Down the House
- By: Dana Milbank
- Narrated by: Dana Milbank
- Length: 11 hrs and 52 mins
- Unabridged
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From inside the chamber, bestselling author Dana Milbank exposes the petty, inchoate, and dysfunctional state of the Republican House—a confederacy of dunces racing to the bottom, without shame and certainly without the ability to get anything done.
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If you weren't paying attention
- By Jesse Porter on 10-01-24
By: Dana Milbank
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Lucky Loser
- Adventures in Tennis and Comedy
- By: Michael Kosta
- Narrated by: Michael Kosta
- Length: 8 hrs and 24 mins
- Unabridged
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Before Michael Kosta was performing stand-up comedy specials and hosting The Daily Show, he was a professional tennis “star,” reaching the lofty heights of the #864 ranked men’s singles player in the world. Stop laughing. That’s better than your world ranking. As a tennis pro, Kosta traveled across the globe, competing in such exotic locales as the Netherlands, Tokyo, and even rural Illinois before deciding to put down his racket and pursue a more stable and predictable career: comedy.
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Funny stories, good energy, uplifting book
- By Amy L on 05-01-25
By: Michael Kosta
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Who Could Ever Love You
- A Family Memoir
- By: Mary L. Trump PhD
- Narrated by: Mary L. Trump PhD
- Length: 7 hrs and 37 mins
- Unabridged
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Mary Trump grew up in a family divided by its patriarch’s relentless drive for money and power. The daughter of Freddy Trump, the highly accomplished, dashing eldest son of wealthy real estate developer Fred Trump, and Linda Clapp, a flight attendant from a working-class family, Mary lived in the shadow of Freddy’s humiliation at the hands of his father.
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Fred Trump and his destruction of Mary Trump's family
- By Jackson Theofore Keys on 09-14-24
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Where Tyranny Begins
- The Justice Department, the FBI, and the War on Democracy
- By: David Rohde
- Narrated by: Eric Jason Martin
- Length: 9 hrs and 12 mins
- Unabridged
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In Where Tyranny Begins, Pulitzer Prize-winning journalist David Rohde investigates the strategies Trump systematically used to turn the country's two most powerful law-enforcement agencies into his personal political weapons. Rohde also reveals how, during the Biden years, Justice Department non-partisan 1970s norms that Attorney General Merrick Garland reinforced inadvertently helped Trump, and could fail to deliver a trial and legal accountability by Election Day 2024.
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Review of why we fired trump
- By ludlow on 09-24-24
By: David Rohde
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Minority Rule
- The Right-Wing Attack on the Will of the People - and the Fight to Resist It
- By: Ari Berman
- Narrated by: Gary Tiedemann
- Length: 11 hrs and 7 mins
- Unabridged
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The mob that stormed the Capitol on January 6, 2021, represented an extreme form of the central danger facing American democracy today: a blatant disregard for the will of the majority. Through voter suppression, election subversion, gerrymandering, dark money, the takeover of the courts, and the whitewashing of history, reactionary white conservatives have strategically entrenched power in the face of a massive demographic and political shift.
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SO much great information!
- By CharlieSeymourJr on 05-01-24
By: Ari Berman
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Betrayal
- The Final Act of the Trump Show
- By: Jonathan Karl
- Narrated by: Jonathan Karl
- Length: 10 hrs and 32 mins
- Unabridged
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Nobody is in a better position to tell the story of the shocking final chapter of the Trump show than Jonathan Karl. As the reporter who has known Donald Trump longer than any other White House correspondent, Karl told the story of Trump’s rise in the New York Times best seller Front Row at the Trump Show. Now he tells the story of Trump’s downfall, complete with riveting behind-the-scenes accounts of some of the darkest days in the history of the American presidency.
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A movie plot you know but still manages to impress
- By lorrrraaaaine on 11-18-21
By: Jonathan Karl
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Tired of Winning
- Donald Trump and the End of the Grand Old Party
- By: Jonathan Karl
- Narrated by: Jonathan Karl
- Length: 8 hrs and 32 mins
- Unabridged
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Packed with new reporting, Tired of Winning: Donald Trump and the End of the Grand Old Party tracks Trump’s improbable journey from disgraced and defeated former president to the dominant force, yet again, in the Republican Party. From his exile in Mar-a-Lago, Donald Trump has become more extreme, vengeful, and divorced from reality than he was on January 6, 2021. His meddling damaged the GOP’s electoral prospects and his legal troubles were mounting. Yet he re-emerged as the frontrunner for the 2024 Republican presidential nomination, and the president-elect.
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Compelling and Terrifying
- By Shaz on 11-15-23
By: Jonathan Karl
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Apprentice in Wonderland
- How Donald Trump and Mark Burnett Took America Through the Looking Glass
- By: Ramin Setoodeh
- Narrated by: Roger Wayne
- Length: 8 hrs and 48 mins
- Unabridged
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Here for the first time is the definitive untold story of Donald Trump’s years as a reality TV star. Trump himself admits he might not have been president without The Apprentice. Now, just as he uncovered the chaos inside the daytime favorite The View in his bestselling Ladies Who Punch, Ramin Setoodeh chronicles Trump’s dramatic tenure as New York’s ultimate boss in the boardroom, a mirage created by Survivor producer Mark Burnett and NBC boss Jeff Zucker.
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Everything I feared was true…really is
- By debra on 06-22-24
By: Ramin Setoodeh
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The Divider
- Trump in the White House, 2017-2021
- By: Peter Baker, Susan Glasser
- Narrated by: Michael Quinlan
- Length: 28 hrs and 46 mins
- Unabridged
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The inside story of the four years when Donald Trump went to war with Washington, from the chaotic beginning to the violent finale, told by revered journalists Peter Baker of The New York Times and Susan Glasser of The New Yorker—an ambitious and lasting history of the full Trump presidency that also contains dozens of exclusive scoops and stories from behind the scenes in the White House, from the absurd to the deadly serious.
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An expertly guided tour through history.
- By Cocoabelle on 09-24-22
By: Peter Baker, and others
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All or Nothing
- How Trump Recaptured America
- By: Michael Wolff
- Narrated by: Michael Wolff, Holter Graham
- Length: 14 hrs and 59 mins
- Unabridged
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The #1 New York Times bestselling author of Fire and Fury delivers a breathtaking insider account of the 2024 Trump campaign—undoubtedly the wildest, most unpredictable campaign in U.S. history, including multiple criminal trials, two assassination attempts, and a sudden switch of opponents.
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Trump is a D**k
- By valerie on 03-02-25
By: Michael Wolff
Fascinating review of facts!
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The Quantified Sham
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More collector prize material
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The book is very informative and interesting with a little dry spots here and there but not much for a book of this size.
Definitely enjoy listening to this book and received a lot of knowledge on Trump that I’ve never heard before.
Not to forget the narrator is awesome.
@booksherlocked
What a ride
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Beyond Disturbing
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Such an appropriate title
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Must read!
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Great story and reporting
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I really enjoyed listening to this audiobook. Bigly recommended.
Must listen!
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All an illusion
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