Cassandra Medley is an Award-winning playwright and member of the Ensemble Studio Theatre and New River Dramatists. She is best known for her play, Relativity (Magic Theatre), a commission from the Alfred P. Sloan Foundation, which won the Audelco August Wilson Playwriting Award and was featured on Science Friday on National Public Radio.

Off-Broadway works include Ma Rose (Apple Corps Theatre) and her sketch, "Ms. Mae", one of several individual pieces which comprise the Off-Broadway musical, A...My Name is Alice, which received the Outer Critics Drama Award (American Place Theatre). Regional works include Cell (Ensemble Studio), Dearborn Heights (Vital Theatre), and Waking Women (People’s Light and Theatre).

Other awards include the Going to the River Writers Life Achievement Award, Ensemble Studio Theatre 25th Anniversary Award for Theatre Excellence, the Theatrefest Regional Playwriting Award for Best Play, the New Professional Theatre Award, and the Marilyn Simpson Award.