Syndrome, 'The Incredibles' (2004)
Brad Bird supposedly modeled the villain of The Incredibles after himself, but the giddy evil mastermind — who has more money than he could possibly spend in a lifetime, yet still feels compelled to murder the city's unregistered citizens — has certainly watched his share of The Apprentice. (Not to mention that Mirage, Syndrome's assistant, bears a striking similarity to Ivanka Trump.) So far as we can tell, the biggest difference between Donald Trump and Syndrome is hair gel. Lots and lots of hair gel.