Warhol — who hobnobbed with both the marginal and the 1 percent — crossed paths with Donald Trump and his then wife, Ivana, in 1981 at a party for the infamous power broker Roy Cohn. Later, Andy discussed with Trump the possibility of doing paintings of Trump Tower. "I don't know why I did so many, I did eight," Andy noted in his diary on August 5. "In black and grey and silver which I thought would be so chic for the lobby. But it was a mistake to do so many, I think it confused them." He addressed another possibility further down the entry: "I think Trump's sort of cheap."
The deal fell through, but a few years later Warhol was invited to judge a cheerleading audition in the newly opened building. "I was supposed to be there at 12:00 but I took my time and went to church and finally moseyed over there around 2:00. This is because I still hate the Trumps because they never bought the paintings I did of the Trump Tower."
It's unlikely Trump has ever read the diaries, because he uncharacteristically never took offense. In fact, he quoted Warhol in two of his books (or his ghostwriters did), repeating the same aphorism in both: "Making money is art and working is art and good business is the best art." What Trump will never understand is that while art was once Warhol's business, now, through his legacy, generous philanthropy has become his business.