Middeton played college football for the Auburn Tigers and in the NFL from 1986 to 1995, including for the Washington Redskins (1990-1993).
He has coached college teams including the Troy Trojans, Ole Miss Rebels, and the Duke Blue Devils, and in the NFL for the Tampa Bay Buccaneers and Jacksonville Jaguars.
[7][8] He graduated in 1982 at age 16[7] and attended Auburn University, where he played tight end under Pat Dye and Wayne Bolt.
[13][8][9] After retiring from playing in 1995, Middleton enrolled in a course to prep for the LSAT but quickly decided he was more interested in being involved in football.
[3] After 5 years there, Middleton accepted a tight ends and assistant special teams coach position for the Jacksonville Jaguars.
[9] In Week 16 of the 2021 season, Middleton served as the acting Head Coach after Saleh tested positive for COVID-19.
[14][2][6] In New York, Middleton has worked with young players including Jeremy Ruckert, Tyler Conklin, C. J. Uzomah, and Ryan Griffin.
[11] Middleton was the head coach at the 2022 Senior Bowl for the National Team, which included players such as Jesse Luketa, Boye Mafe, Perrion Winfrey, J. T. Woods, Rachaad White, and Abram Smith, when the Jets were chosen to be one of the coaching staffs for the game.