Holland served as the head men’s basketball coach at Davidson College from 1969 to 1974 and at the University of Virginia from 1974 to 1990, compiling a career college basketball coaching record of 418-216.

Following his retirement from coaching, Holland was the athletic director at Davidson College from 1990 to 1994, at Virginia from 1994 to 2001 and at East Carolina from 2004 to 2013.