Friedman was once called Taxi King and ran a taxi medallion business with Michael Cohen, Donald Trump’s personal attorney. Friedman has agreed to cooperate with the government’s state and federal investigations into Cohen as part of his plea deal. Without that plea, he would have faced four counts of criminal tax fraud and one of grand larceny and faced 25 years behind bars. Between 2009 and 2014, the price of taxi medallions soared to more than $1 million each. Then Uber and Lyft and other ride sharing services came along and as a result the cost of taxi medallions dropped dramatically. In fact, today, there are more ride sharing cars in New York City than there are taxis. Freidman pled guilty to one count of evading $50,000 in taxes and will receive five years of probation.