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Kanye West was an English major at Chicago State University before dropping out in 1996 to pursue a music career. His mother, Donda West, chaired the department at the time. "He said, 'Mom, I can do this, and I don't need to go to college, because I've had a professor in the house with me my whole life,'" Donda later recalled. "I'm thinking, this boy is at it again. He always could twirl a word." (Sadly, Donda passed away suddenly in 2007.)

Leaving college may have worked out in Kanye's favor, but the decision seems to have weighed on him. The rapper's first three albums all have education-themed titles — from The College Dropout (2004) to Late Registration (2005) to Graduation (2007).