In March of this year, a judge and Halifax County schools agreed to a plan for state intervention following subpar test scores.
According to records, the systems had experienced low standardized test scores for the past five years.
"It is both with resolve and anticipation that I submit my resignation effective September 18, 2009," Middleton said. "I have accepted an opportunity to further my current career goals and achieve growth within a new adventure."
Middleton will serve as chief area officer with the Chicago Public School System.