Did you know JFK Jr. and Donald Trump were very close and when JFK Jr. was once asked if he would run for president, he replied, “I think you should be asking those questions of Donald…He’d clearly have the most extravagant winter White House”?
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Good friends
Donald Trump and JFK Jr. were both figures in New York City and West Palm Beach and could be seen together at various events.
In 1996, Kennedy flew a select group of advertisers to Trump’s Mar-a-Lago estate after an industry conference in Florida. Trump was in attendance at the smaller gathering.
As frequently happened to Kennedy at his events, talk soon turned to whether he could envision himself running for president.
Trying to deflect the presidential chatter, Kennedy noted that the Trump estate was far more glamorous than a Kennedy family compound a few miles away.
“I think you should be asking those questions of Donald,” Kennedy said “He’d clearly have the most extravagant winter White House".
Trump featured on cover George magazine after JFK Jr.'s plane crash
The editor who took over GEORGE Magazine after JFK Jr.'s plane crash said the idea of having Donald Trump on the cover—the first issue to hit newsstands without Kennedy as the editor—came from someone on the business side of the magazine who knew Trump.
At the time, Trump was a famous but often ridiculed real estate developer with multiple bankruptcies on his résumé who hadn’t yet starred on The Apprentice. He was someone who appeared more in tabloid gossip columns than on the business pages.
Donald Trump (left) and John F. Kennedy Jr. at a New York Knicks game at Madison Square Garden on March 31, 1999 (Photo by Keith Torrie/NY Daily News Archive via Getty Images).
JFK Jr (left) spoke about Donald Trump (right) in New York in 1996.
Cover of February 2000 George magazine.
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