Crutchfield began his coaching career as the head coach of Cameron High School, where he also taught mathematics.[3]
Crutchfield was originally hired as the head men's and women's tennis coach and as an assistant men's basketball coach for the West Liberty Hilltoppers in 1989.[4] As a tennis coach, he won a combined 11 West Virginia Intercollegiate Athletic Conference (WVIAC) titles and was named the WVIAC Coach of the Year eight times.[5] He was hired as the head men's basketball coach at West Liberty in 2004.[6]
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
^Nova Southeastern did not play in the 2020–21 school year due to COVID-19 concerns.