2008 was an incredible year to wear a Middie football uniform as did so many of the current Middletown staff and fans. In 2008 Middletown was the only team to defeat the Colerain Cardinals in what otherwise would have been a year with a perfect record for them. That year the Middies went on to win the GMC Conference.

Accepting the award in the Middies behalf is the 2008 defensive back Jahmi Cathoun.