He then returned to Chesterfield F.C., initially as an assistant youth coach, and remained at the club until 1983, when he was one of several staff dismissed by a new board of directors. He later acted as a scout for Sheffield United and Rotherham United. Roberts was married to Dorothy and had two sons, one of whom, Peter, also played league football for Chesterfield. Harold Roberts died in hospital in Chesterfield in 2007 at the age of 87.