Cunningham was the 14th head football coach at the University of Georgia and brought both continuity and success to the team. In the 18 years of the Georgia Bulldogs football program at prior to his arrival, the team had 13 different head coaches with no head coach serving for more than three years. Cunningham was a graduate of Vanderbilt University and gained football experience under longtime Vanderbilt Commodores football head coach Dan McGugin. Cunningham wan active member of the Sigma Chi Fraternity's Alpha Psi chapter as an undergraduate at Vanderbilt and the Delta chapter at Georgia during law school. He was a faculty advisor for the Delta chapter during his coaching career at Georgia.