[2] Ragland began his coaching career in the junior college ranks, starting at Frank Phillips College in Borger, Texas as an assistant coach for one season before moving on to Vincennes, where he'd serve as an assistant for three seasons before being elevated to head coach for two seasons, going 44–19.
[1][3][4] In 2010, Ragland would move to the Division I ranks, joining Greg Lansing's staff at Indiana State.
[7] Ragland would return to the state of Indiana, joining LaVall Jordan's staff at Butler for a single season.
[8] On May 24, 2022, Ragland was announced as the new head men's basketball coach at Evansville, replacing Todd Lickliter.
Conference tournament champion # denotes interim head coach