Montgomery Burns, 'The Simpsons Movie' (2007)
Eccentric Springfield billionaire Charles Montgomery Burns owes most of his image to icons of old money like John D. Rockefeller, but Trump was already a household brand by the time The Simpsons debuted in 1989, and his lack of self-awareness naturally seeped into the personality of Springfield's most flamboyant tycoon.
Smithers: "Sir, the people kind of see you as an ogre…"
Mr. Burns: "I ought to club them and eat their bones!"
In fact, it's so difficult to distinguish between Donald Trump and Mr. Burns that an entire website has been devoted to testing whether people can correctly attribute quotes from the two men. It's deviously hard.
Regrettably, Mr. Burns didn't have all that much to do in The Simpsons Movie, but — in the spirit of Donald Trump — we've decided to just sort of ignore the rules of this list whenever it's convenient.