Donald Trump
$916 million loss
New York, U.S.
In October 2016, portions of Trump's state filings for 1995 were leaked to a reporter from The New York Times. They show that Trump declared a loss of $916 million that year, which could have let him avoid taxes for up to 18 years. During the second presidential debate, Trump acknowledged using the deduction, but declined to provide details such as the specific years it was applied.