#3343
Mentioned in 9 episodes

Lucky Loser

Book • 2024
Lucky Loser delves into Donald Trump's financial history, challenging his narrative of being a self-made billionaire.

It details how he inherited substantial wealth from his father, Fred Trump, and repeatedly lost money on ventures, only to be bailed out by luck or others.

The book also explores how Trump's appearance on The Apprentice helped rebrand him as a successful businessman, contributing to his political rise.

Mentioned by

Mentioned in 9 episodes

Recommended by
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Joe Rogan
as a book about the author's journey from professional tennis to comedy.
157 snips
#2290 - Michael Kosta
Recommended by
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Alex Wagner
and people should buy it.
144 snips
Trump Cancels Kimmel
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Matt Cameron
, who describes the book as annoying to the former president.
11 snips
The Kirkstag Fire
Mentioned by
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Sara Eisen
when referencing Trump's lawsuit against Penguin Random House.
Fed Meeting Kicks Off, Faber Report on TikTok, Exclusive: Rivian CEO 9/16/25
Mentioned by
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Tim Miller
, noting Suzanne Craig is the author, and discussing a lawsuit related to claims made in it.
Comedy GOLD! Trump’s NYT Lawsuit Is Absolutely Absurd
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Chuck Todd
to illustrate Trump's deceptive image of success.
Did Democrats Learn Their Lesson Or Will They Keep Losing? + The Electoral Landscape After Six Months Of Trump
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Kara Swisher
as the authors of a new book chronicling Donald Trump's financial history.
Google’s Potential Break Up, Hurricane Conspiracies, and Guests Susanne Craig and Russ Buettner
Mentioned as co-author of the book about how Donald Trump squandered his father’s fortune and created the illusion of success.
Why is Trump shilling crypto?
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Hannah Berner
as a fellow comedian and tennis player who also has a book coming out.
Hannah Berner on College Tennis, Comedy, and Manifestation | LOVE ALL
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Amy Goodman
as the subject of a $15 billion defamation lawsuit filed by President Trump against The New York Times and Penguin Random House.
Democracy Now! 2025-09-17 Wednesday
Recommended by
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Pete Holmes
as a wonderful book about
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Michael Kosta
’s life in comedy and tennis.
Michael Kosta
Written by
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Suzanne Craig
and
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Russ Buettner
, detailing Donald Trump's financial history and business practices.
How Trump Created The Illusion Of Success
Mentioned by
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Meghna Chakrabarti
, quoting Russ Buettner and Suzanne Craig's book about Donald Trump's business career.
How Trump is transforming the way corporations do business in the U.S.
Mentioned by
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Michael Kosta
as he signed copies for people who brought it to his shows.
Have At It
Mentioned by
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Tim Miller
as a deep dive into Donald Trump's finances, detailing how he squandered his father's fortune and created an illusion of success.
Sam Stein and Susanne Craig: Look Beyond the Polls

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