This report explores how Talent Development Secondary, City Year, and Community in Schools formed the Diplomas Now project to reduce the dropout rate in urban secondary schools and prepare students for college and careers. Diplomas Now is a data-driven, tiered intervention model funded by the U.S. Department of Education's Investing in Innovation (i3) competition in addition to matching funds from private organizations. The program's model focuses on early warning indicators of on-time graduation, including attendance, behavior, and course performance. This report from MDRC and ICF International describes the study, findings from first-year implementation fidelity, and collaboration between the program organizations. The evaluation revealed that implementation at the 62 participating schools started well. Some confusion over roles and responsibilities and limited success introducing new interventions presented some challenges during the first year of the project.