Originally from Chicago, Riley has worked as a Performer, Director, Designer, Choreographer, Digital Storyteller, Access and Inclusion Consultant, Independent Researcher, and Teaching Artist in Arizona, Kentucky, Tennessee, Texas, Washington DC, and Wisconsin. He received his formal training from Arizona State University in Tempe, Arizona earning a Master of Fine Arts in Theatre with a concentration in Theatre for Youth. He received a Master of Arts in Teaching and a Bachelor of Science in Communication Arts with an emphasis in Theatre Performance and Theatre Design with a Minor in Dance from Austin Peay State University in Clarksville, Tennessee. Additionally, he received a Certificate in Theatre for Young Audiences with Complex Disabilities from Rose Bruford College of Theatre & Performance and Oily Cart in the United Kingdom. Riley earned his doctorate in Educational Leadership from Austin Peay State University.
Currently, Riley is an Assistant Principal at Rossview High School where is serves as the special populations administrator in charge of special education and fine arts. Prior to working at Rossview High School, Riley headed the theatre program at Northwest High School for 7 years; served as an adjunct professor at Austin Peay State University, Middle Tennessee State University, University of Tennessee at Martin Nashville State Community College, Owensboro Community and Technical College; and as a Teaching Artist with Nashville Children's Theatre. He is a member of SETC, TYA/USA, ASSITEJ, IPAY, AATE, and EdTA.