Whitney Cummings: Whitney Cummings. Writer: Whitney. Whitney Ann Cummings is an American stand-up comedian, actress, writer, director, producer and pod-caster. A native of Washington, D.C., Cummings pursued a comedy career in Los Angeles after graduating from the University of Pennsylvania, where she had studied with the intention of becoming a journalist. After beginning stand-up in 2004, she secured regular appearances as a round-table guest on Chelsea Lately. She subsequently created, produced, and...