He attended Stevensville High School and was named the Montana Gatorade Player of the Year as a senior.
As a senior, he recorded eight sacks and 10 tackles for loss and was named first-team All-Western Athletic Conference.
[2] Following the 1996 NFL draft, Cummings was signed by the Philadelphia Eagles as an undrafted free agent on April 26, 1996 but was cut during training camp.
He was a member of the Green Bay Packers in 1997 during the off season but was cut at the end of training camp.
Cummings signed with the Buffalo Bills, who allocated him to the Barcelona Dragons and then spent the 1998 and 1999 seasons with the team.