Barbara Byrd-Bennett, superintendent in Brooklyn, New York, was appointed CEO of the Cleveland Public Schools by Mayor Michael R. White, November 16, 1998-2006. Upon her arrival, Byrd-Bennett created a Five-Year Plan for the district, “Educating Cleveland’s Children.” This plan included 6 initiatives: Insist; Instill; Guarantee; Maximize; Engage; and Deliver. Barbara Byrd-Bennett worked hard on the 1996 school levy, Issue 31, and Issue 14, the school bond issue. Both issues passed. She received the 2001 Richard R. Green Award, among others. Ms. Byrd-Bennett was the 5th superintendent to hold the longest term in the history of the Cleveland Public Schools. At Byrd-Bennett’s departure, district enrollment was 65,000.