Currently serving as the tight ends and special teams coach at the University of Alabama, Middleton's coaching career has taken him to stops at Troy, Ole Miss, and the Tampa Bay Buccaneers before he arrived on the Crimson Tide's sideline.
During his time on Cutcliffe's staff at Mississippi, Middleton coached the running backs from 1999-2003 and then as special teams coordinator in 2002-2003.
While at Ole Miss, Middleton helped guide the Rebels to four bowl games and also tutored 2003 Lou Groza Award winner place kicker Jonathan Nichols, who set 15 school records and earned All-SEC recognition.
Led by Middleton, Rebels junior punter Cody Ridgeway (son of former UA kicker Danny Ridgeway) also received second team All-SEC honors in 2003. In addition, Ole Miss led the SEC in kickoff returns, averaging 23.7 yards per return; field goals (25-29 for .862 percentage); and PAT kicking (49-49 for 1.000 percentage) in 2003. The Rebels also ranked third in the SEC in punting (42.9 avg.) and tied for first in net punting (39.0 avg.).
As a player Middleton began his NFL career with the Atlanta Falcons in 1986, playing two years before playing for the Browns and Redskins. In 1990 he helped Washington to a 37-24 victory over the Buffalo Bills in Super Bowl XXVI.