As the eldest of three children, Randolph's earliest venture into storytelling was mainly telling bedtime stories to his younger siblings with the help of G.I. Joe action figures as his cast. Born and raised in Indonesia, Randolph came the States after he finished high school. He earned two degrees in both Philosophy and Film Theory from the University of Hartford, Connecticut. He worked at an arts consultancy company for about three years thereafter, creating a diverse range of film and video projects, including live event coverage, commercials, a children book accompaniment film, as well as a live theatrical production. Randolph holds an MFA degree in film and television production from USC School of Cinematic Arts. He continues to tell bedtime stories to an audience larger than his siblings.