Tom Sibley attended Villanova University where he studied acting, built sets, and performed in several of their main stage productions. After graduating from Villanova University, he moved to New York City to continue his studies at the Neighbourhood Playhouse School of Theatre. From there, he began doing stand up comedy and was a member of sketch group Meatsteak. Their show Meatsteak Is Dead, performed at Webster Hall, which was nominated for a New York Comedy Award.