Back in the late '80s and early '90s Trump always made the top 10 of Spy magazine's "100 worst people, places or things" feature. In 1987 (when he was #3 on the list), his only mitigating factors were "didn't run for office" and "offered to pay for the funeral of child killed by bear". I'm willing to bet he never actually paid for the funeral.
My favorite Trump story. He lucked into a chance to make the Manhattan elites love and respect him, and threw it away because of his own greed, arrogance, and stupidity.