This study examines a Wallace Foundation-sponsored initiative aimed at improving the financial management skills and practices of 25 Chicago afterschool providers through training and coaching. Two models for this professional development were provided and each produced long-lasting improvements. Moreover, organizations receiving the less-expensive group training and coaching improved almost as much as those receiving more intensive customized coaching. The following are appended: (1) Outcome Measure Definitions; and (2) Chicago Organizations That Participated in the Strengthening Financial Management Initiative.