Underwood joined the Wildcat staff in 2006, after spending three seasons as the head coach at Daytona Beach Community College in Daytona Beach, Fla. He helped guide the Falcons to a 70-24 (.745) overall record, including three consecutive 20-win seasons and two Mid-Florida Conference Championships from 2003-06. He was twice selected as the Mid-Florida Conference Coach of the Year following the 2003-04 and 2004-05 seasons. He saw 14 players go on to receive scholarships at four-year programs, including Travis Aikens (Marshall), Demetrius Green (Middle Tennessee State), David Lawrence (College of Charleston), Solomon Jones (South Florida) and Blake Young (K-State). An honorable mention All-Big East selection at USF in 2006, Jones was selected in the second round of the NBA Draft by Atlanta Hawks.