A documented historical record of Donald J. Trump's losses.
A unified, citation-anchored archive of court judgments, bankruptcies, failed ventures, electoral defeats, and policy decisions with measurably worse outcomes. Every entry links to a primary source. Every claim has a last-verified date and a public corrections log.
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All casesPlaza Hotel (Manhattan) bankruptcy
Trump Hotels and Casino Resorts Chapter 11
Trump Entertainment Resorts Chapter 11 (2009 and 2014)
Trump University settlement
Featured entries
New York civil fraud judgment and August 2025 reversal of penalty
On February 16, 2024, New York Supreme Court Justice Arthur Engoron ordered Donald Trump and co-defendants to pay about $464 million ($354,868,768 in disgorgement plus $98.6 million in prejudgment interest) for persistent financial statement fraud. On August 21, 2025, the Appellate Division First Department threw out the entire monetary penalty as constitutionally excessive in a 323-page opinion (5-0 on the penalty, divided on liability). The case is on further appeal to the New York Court of Appeals; the underlying liability finding was not vacated.
E. Jean Carroll, Carroll I, $83.3 million defamation verdict
A federal jury awarded E. Jean Carroll $83.3 million on January 26, 2024 in the Carroll I defamation case, based on Donald Trump's June 2019 statements denying her sexual assault allegation. Trump posted a bond of about $91.6 million to stay enforcement during appeal. The Second Circuit affirmed the judgment on September 8, 2025.
USFL antitrust trial against the NFL
In 1984 the United States Football League, led by New Jersey Generals owner Donald Trump, filed a $1.69 billion antitrust suit against the National Football League. On July 29, 1986, a federal jury in Manhattan found the NFL liable on one count of monopolization and awarded the USFL $1, trebled to $3 under federal antitrust law. The league suspended operations on August 4, 1986.
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