6. Halle Berry
Halle Berry first moved to Chicago to pursue an acting career, and when she ran out of money her mom thought it would be best to not bail her out. The actress ended up moving into a homeless shelter for a period of time. She has said, “a girl had to do what a girl had to do. You can do that when you’re 21 and ambitious, and your eyes are this big and you don’t want to go home.” Her career eventually took off, starting with 1991’s Jungle Fever in which she played a drug addict. She later won an Oscar for her role in Monster’s Ball.
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