Bob graduated from Washington & Lee University in 1980, where he majored in English and lettered on the track team. Following time at Citizens First National Bank of New Jersey and Bank of New England, Bob was hired by Taft in 1990 as the annual fund director, and he became an associate dean of students in 1998. He currently teaches English and is a lower mid class dean. He also coaches track. Bob lives in Middlebury with his wife, Suzanne.