Hill was signed by the Chicago Bears of the National Football League (NFL) as an undrafted free agent in 2008.
Hill originally attended Western Kentucky University where he played on the basketball team and averaged 1.7 points-per-game in 23 games.
He then transferred to Southern Illinois University where he was three-year letterman and two-year starter on the football team.
He was named a First-team All-Conference, Gateway All-Academic and Sports Network All-America honorable mention.
He finished sixth in the voting for the Walter Payton Award, given to the top player in the Football Championship Subdivision.
[1] During Training Camp, Hill competed with Caleb Hanie for the Bears' third quarterback spot on the depth chart behind Kyle Orton and Rex Grossman.
In April 2013, Hill signed with the San Antonio Talons to replace injured quarterback John Dutton.
On January 13, 2014, Hill was announced as the QB coach and co-offensive coordinator for the Southern Illinois Salukis.
[6] On January 4, 2016, SIU removed the interim tag and made Hill their next head football coach.