Since 2006, the Thomas W. Payzant School on the Move (SOM) Prize has been awarded annually to a Boston public school that has made significant progress in improving student achievement. This case study identifies the structures and strategies that best serve students in prizewinning schools, provides a profile of each of the four winning schools from 2006 to 2009, and explores some of the opportunities and barriers the schools have faced in sustaining their success over time. A common case study methodology was employed, using school observations and interviews with school leaders, staff, and students. Findings reveal the importance of distributed leadership, datadriven instruction, and student-centered approaches to learning in achieving success.