9. Prince
Prince might not be the first person that comes to mind when you think Oscars, but in addition to his 33 Grammy nominations, the artist also won the 1985 Oscar for Best Original Song Score for Purple Rain. The film was also the first movie that Prince ever acted in, but that part of his career didn’t exactly take off. Over the span of just two other movies he received ten Razzie nominations. He won Worst Actor, Worst Director and Worst Original Song for the 1986 film Under the Cherry Moon.
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