To the horror of many who buy into the sacrosanctness of elections, the Donald Trump phenomenon hasn't fizzled out. Although one might compare him to recent previous businessmen who ran - Herman Cain and Mitt Romney - I think a better comparison can be made to the 1940 Republican Presidential nominee Wendell Wilkie.
Both had business backgrounds (though there were no such things as Wilkie Ties, Wilkie Vodka, Wilkie Water)
Both not supported by establishment Republicans
Both were former Democrats
Both not particularly religious (Trump talks about being Presbyterian, but when you hear the word Trump, church doesn't come to mind...exact maybe confession...)
Both were big talkers who energized people, in sharp contrast to their stodgy competition (if third chins could talk, they'd be Jeb Bush)
Although both were "outsiders" who rode populist waves, both were obviously not salt of the earth people (Wilkie's nomination was said to come "right from the grass roots of every country club in America.")
Wilkie was running Roosevelt's third term, Trump is running against a potential third Bush or Clinton term.
Both had quite crazy hair.
Wilkie and Trump aren't a perfect match, of course. The worst strike against Wilkie - his flip-flopping and eventual tacit embrace of Roosevelt's policies - are closer to Mitt "not a Reagan Republican except when I need to be seen as a Reagan Republican, pay no attention to Romneycare" Romney.
In the end Wendell Wilkie became very unpopular. I think Trump is headed for the same fate.