Complex sentence: Cosby left Temple to pursue a career in comedy, lining up standup jobs at clubs first in Philadelphia and then in New York City, where he appeared at The Gaslight Cafe beginning in 1961.
Split into simpler sentences: Cosby left Temple to pursue a career in comedy. He lined up standup jobs at clubs in Philadelphia and then in New York City, where he appeared at The Gaslight Cafe beginning in 1961.