Bobby is originally from Stone Mountain, GA, where he played his club soccer for the Concorde Soccer Club and for Redan High School. He played soccer at the University of Richmond (1991-1995) and was captain of the team during his senior year. He has taught at Wabash College since 2001 and started coaching soccer at the College (for the JV team) and at the Boys and Girls Club in 2003. He has coached for Montgomery County United during each of its six seasons, coaching U10 and U12 teams. When not coaching, he spends time with his family: his wife Naomi and their three children, Maesa, Whitman, and Marshall.