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Sean Combs, aka Diddy, likes to compare himself to Sinatra. He's done it in interviews for years, and in his new ad for Ciroc vodka (see below—it was filmed in Las Vegas to the tune of "Luck Be a Lady"), he uses the video form. But at heart, Diddy is a businessman, and given the variety of his ventures—he’s made millions off film, TV, music, clothing and fragrances—an entirely different public figure comes to mind when fishing for comparisons: Donald Trump.