Cunningham attended
Goodpasture Christian School in
Madison, Tennessee, where he was a letterman in football, basketball, and track. In
football, he rushed for 721 yards and 16 touchdowns on offense, while collecting 62 tackles and an interception on defense. As a senior, he rushed for a new school record 1,744 yards and 2,357 all purpose yards to go along with 29
touchdowns, leading Goodpasture to the state semifinals. He was named the Tennessee Titans Mr. Football Class 2A Back for 2008, the TSWA All-State and the Region Player of the Year and was voted to the All-Southern Football Team by the Orlando Sentinel. He owns the school record in single-season rushing yards (1,744), career touchdowns (60), touchdowns in a game (five), touchdowns in a season (29), and all-purpose yards in a season (2,357) and career (4,611). He was also selected to play at the Tennessee East-West All-Star Game. Also an standout
track & field athlete, Cunningham was one of the state's top performers in the sprinting events. At the 2009 TSSAA State T&F Championships, he took gold in both the
100 meters, with a time of 10.6 seconds, and in the
200 meters, at 21.86 seconds. In addition, he competed in the
800 meter run event and was a member of the
4 × 100 m relay squad. He also recorded a 4.39
40-yard dash in practice. Regarded only as a two-star recruit by the
Rivals.com recruiting network, Cunningham chose MTSU over scholarship offers from
Miami (OH) and
Tennessee Tech. ==College career==