The sweet spot 
was occupying was that he was appealing to a VAST majority of knuckle draggers who would never visit NY.
Native New Yorkers know there is a homeless person publicly urinating in front of Trump Tower as I type this & Jamaica Estates is a bunch of similarly priced homes situated on a hill mere steps from where his mother was violently robbed.
His financial abundance has always been a myth.To us. Those who can't figure out their own taxes can't decipher his.
