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2. Bill Cosby

The controversial comedian never had dreams of working in show business. While studying and playing football at Temple University in Philadelphia, Cosby took a job serving drinks at a local watering hole. Here, he learned how great he was at entertaining his customers and soon found himself interested in stand-up comedy. Cosby began performing at local comedy clubs in the city and eventually moved to NYC. Cosby got his big break when he performed on The Tonight Show in 1963, and was signed by Warner Bros. Records.

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