Former VMI player Jack Castleberry enters his fourth season as the Keydets' newest assistant basketball coach, after his hiring was announced on August 25, 2008. He handles a wide variety of duties, including monitoring the team's academic progress and assisting with scheduling, recruiting and travel.
"We are very excited to have Jack Castleberry back at VMI.," said VMI head coach Duggar Baucom at the time of Castleberry's hiring. "As a player, Jack always brought tremendous energy, an unwavering work ethic, and outstanding leadership. We expect him to bring all of those qualities as an assistant coach, but of even greater importance, Jack is a VMI guy who knows what it is like to excel in the classroom, in the corps of cadets and on the floor. As a head coach it is very rewarding to have one of your former players come back to work with you."
A three-year letterman and two-year starter for the Keydets, Castleberry graduated from VMI in May, 2007, with a degree in Economics and Business and served as assistant basketball coach at Tennessee-Martin during the 2007-08 season where he was involved in all facets of the men's basketball program, including recruiting, scouting, player development and video exchange.
During his time at VMI, Castleberry served as team captain of the Keydet basketball team in 2006-07, where he helped lead the squad to a 14-win season, marking the most wins at VMI in a decade.
Additionally, Castleberry led the Keydets to their first conference tournament final in 20 years. During that same year, the Keydets led the nation in scoring offense (100.9 ppg), three-point field goals made (13.4 per game), assists (20.6) and steals per game (14.8), including setting NCAA records for three-point field goals made in a season (442), three-point field goals attempted (1383), three-point field goals made per game (13.4), steals in a season (490) and steals per game (14.8).
For his efforts on the playing court, Castleberry was bestowed with the "Spirit of VMI Award" by the coaching staff for his leadership, toughness and hustle.
Before joining the coaching ranks, Castleberry as a summer camp aide held various different coaching roles on the East Coast as a team and teaching station coach for several camps, including stints at Duke, Winthrop, Old Dominion, East Carolina and Army.
