In Philadelphia, the Annenberg Challenge was known as Children Achieving and was a districtwide systemic reform initiative designed and led by a small core group of District officials and external partners. This report examines the Children Achieving Challenge and the strategies the designers employed to improve teaching and learning in the public schools. Among the conditions associated with the Annenberg Challenge were requirements that two matching dollars be raised for each one received from the Annenberg Foundation and that an independent management structure be created to provide program, fiscal, and evaluation oversight of the grant. In Philadelphia, a business organization, Greater Philadelphia First, assumed these responsibilities, and with them, the challenge of working with the School District to build and sustain civic support for the improvement of the public schools.