Castleberry initially walked on at VMI under coach Duggar Baucom before earning a scholarship and becoming a two-year starter and captain.[2][3]
Coaching career
After graduation, Castleberry became an assistant coach at UT Martin for a single season before returning to his alma mater to serve as an assistant coach from 2008 to 2012.[4] Castleberry would join the women's basketball coaching staff at Siena for two seasons, where he'd meet Tobin Anderson, then an assistant with the men's program.[2]
After leaving basketball for two seasons to become a financial planner, Castleberry reunited with Baucom at The Citadel in 2016, where he stayed on staff as an assistant until 2022.[5] He'd join up with Anderson on his first coaching staff at Fairleigh Dickinson, and was part of the Knights 16–seed over 1–seed upset of Purdue at the 2023 NCAA Tournament.[6]
After Anderson left to take the head coaching position at Iona, Castleberry was promoted to head coach on March 21, 2023.[7]
National champion
Postseason invitational champion
Conference regular season champion
Conference regular season and conference tournament champion
Division regular season champion
Division regular season and conference tournament champion
Conference tournament champion