Tax Fraud Scandals

Illegally claimed $168 million in business losses on his Chicago property by using dubious accounting tactics to write off his massive losses on the project on both his 2008 and then again on his 2010 tax returns

Illegally spent over $100,000 in campaign contributions on personal expenses and then tried to cover it up by filing numerous false tax returns

Unlawfully evaded paying almost $2 million in taxes over a sixteen-year period on items including rent, luxury cars and private school tuition for his grandchildren

Cashed out over $570,000 from a $1.5 million mortgage loan he was able to refinance by lying to his bank about outstanding tax liabilities and illegally diverted his employees' payroll taxes to his personal accounts in order to maintain a lavish lifestyle and pay down his own tax obligations

Illegally paid adult film star Stormy Daniels $130,000 in hush money to keep her from going public about an extramarital affair they had by directing his personal lawyer Michael Cohen to pay her off and agreeing to reimburse him in monthly installments one month before the 2016 election in violation of campaign-finance laws

Violated campaign-finance laws by paying former Playboy Playmate of the Year Karen McDougal $150,000 in hush money to keep her from going public about an extramarital affair they had by orchestrating a convoluted payment scheme involving his lawyer Michael Cohen and the tabloid National Enquirer a week and a half before the 2016 election

Listed a fake address on his declaration of candidacy forms and illegally claimed a city refund of $500 on a vacant building he owned and altered official documents related to the refund