Ross Crain was born in Oklahoma City to Garry Crain, a wildcat entrepreneur, and Edwina Ross, an Oklahoma City bombing survivor whom Crain calls "his hero." He's had a wild life, from playing semi-pro baseball in Europe, to producing an online financial news show about small-cap companies, to performing comedy across the US. Some of his comedy stops include: San Francisco's Sketch Fest, Chicago's Sketch Fest (Time Out Chicago praised him as "the real standout"), and Los Angeles's Scripted Festival. Training includes NYU's Tisch School of the Arts (Meisner Studio) and the Upright Citizens Brigade in NY and LA. His films have been seen in the Dead Film Festival, Skins Film Festival, and in May of 2015, the Cannes Film Festival.