He's been a dumbass, a racist, and a loudmouth for a helluva long time

And usually keeps incredibly creepy company:

Fred Trump, Donald's father, was, unlike his son, a self-made man. He made his fortune by building thousands of units of middle-class housing in Brooklyn and Queens. But in the early 1970s, Donald was made president of the family company.

One of Donald's first challenges came in October 1973, when the Justice Department hit the Trump Organization with a major discrimination suit for violating the Fair Housing Act. The Times reported:

... the Government contended that Trump Management had refused to rent or negotiate rentals "because of race and color." It also charged that the company had required different rental terms and conditions because of race and that it had misrepresented to blacks that apartments were not available.

The journalist Gwenda Blair reported in her 2005 Trump biography that while Fred Trump had sought to combat previous discrimination allegations through "quiet diplomacy," Donald decided to go on the offensive. He hired his friend Roy Cohn, the celebrity lawyer and former Joseph McCarthy aide, to countersue the government for making baseless charges against the company. They sought a staggering $100 million in damages.