 Rolle has served as an adjunct professor of Criminal Law at Mount Saint Mary's University and Frederick Community College.He is a member of the Maryland State Bar Association, West Virginia Bar Association, and Bar Association of Frederick County, as well as the United States Federal District Court for Maryland and the United States Army Court of Criminal Appeals.Prior to becoming State’s Attorney, Rolle was in private practice from 1991 to 1994 and again from 2007-2014.