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Trump on hot dogs, Sinatra, and Pavoratti.
(hexbear.net)
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Sinatra died in the 90s. Did Trump consider himself a politician then?
He talked a lot about running in 1987-1988, so sort of, yeah. He did the talk show circuit, and floated it on freaking Oprah.
I thought the first time he ran was in Clinton's term, he didn't make it past primary when he was on the Dem ballot I think?
I don't think he ever made it on an actual ballot. Some doofus raised a bunch of funds to try to draft him into running, and even got him to do a sort of exploratory campaign stop in New Hampshire where he gave a speech to the Portsmouth rotary club:
https://archive.md/JSh7x
Trump just sort of used all of this as publicity to push The Art of the Deal.
Ninja edit: The reason I remember his faux-candidacy in the first place was because in elementary school, my teacher asked the class if they knew anything about the upcoming presidential election -- specifically, if we knew the names of anyone running for president. I raised my hand and blurted out Donald Trump, because I'd just heard something about it on the radio during the bus ride to school. I was promptly ridiculed by the teacher, who knew him only as "that guy who owns a casino or something," and didn't believe me when I insisted that I heard about it on the news during the ride to school. Said teacher was god-awful and fed us prunes as a "treat" from time to time.
Jesus, that's not a nice teacher