Rhymefest
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Cheland Smith, also known as Rhymefest, may be the most eligible candidate President of The United States on this list. The Chicago native started out rhyming with his friend Kanye West and made the smart decision to go into politics and retire from his rap career early on. Rhymefest has even ran for the 20th Ward Alderman position in Chicago two time so you know he is serious.
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