A graduate of Southwest Missouri State University, Berry's coaching career began as an assistant at Fort Scott Community Junior College in Fort Scott, Kansas.[1] In 1964 he moved to Sterling College, where he remained until March 1966 when he accepted the head coaching job at Fort Scott Community Junior College. Berry's tenure as FSCJC's head coached ended before he coached a single game when three months later he resigned to join the coaching staff at Southwest Missouri State.[2]
On August 21, 1983, Berry replaced Joe Faragalli as head coach of the Saskatchewan Roughriders after a 1–5 start.[4] The Roughriders missed the West Division playoffs in each of Berry's two seasons as head coach and on November 8, 1984, Berry was fired by the Roughriders.[5]