There is a lot of weakness and insecurity in the disintegrating American nation. Without cataloging narcissistic and psychopathic characteristics, he was trained by his father and Roy Cohn to manipulate and exploit weaknesses with fear. He learned enough to survive with the backing of hundreds of millions of dollars, all of which he lost.
Admiration for the mass of Americans is defined by a longing for the unattainable dreams of predatory capitalism and a sadistic rush at the destruction of others by those crude enough to believe those dreams. This is not about anyone achieving anything but only the pretense of success with maximum brutality.
Trump is the epitome of the unsuccessful Boomer male. Playing air guitar proved a failure for all but Donald Trump.