He's been a regular customer to courts and investigations - long before his political "career" - due to him being a Pathological Fraudster
BERNSTEIN: Nope. And it goes all the way back to Donald Trump's father, Fred Trump, who - in the 1950s, Fred was subpoenaed by the Senate Banking Committee to talk about business records he kept when he wanted to get federal loans. For example, when it came to a parcel of land by the beach in Brooklyn, Fred Trump told tax authorities it was worth $180,000. But when he wanted to get a federal loan, he said it was worth almost 10 times that amount.
So, for example, in the early 1970s, Donald Trump was investigated by federal prosecutors for his role in a land deal. And he charmed the FBI agents who were investigating it by inviting them down to his office, where his then-wife Ivana and toddler son Don Jr. were playing. The Trump business was investigated by the U.S. Department of Justice for racial discrimination in the early 1970s, and Donald Trump, at the instructions of his lawyer Roy Cohn, told them to go to hell. That case was settled without any admission of guilt. Also, over the years, Trump has been very generous to prosecutors. He gave them campaign contributions. He took them to lunch. He donated to their favorite charities. He invited them to their - his daughter's wedding. And for five decades as a New York and New Jersey businessman, he was never charged with a crime until now.