Out-of-school time (OST) programs offer a unique opportunity to provide educational supports to high-risk children and youths. The authors describe the utility of applying principles of risk and resilience to the development and evaluation of an OST program. Academic outcomes among participants at the Bridge Project, an OST program located in three urban public housing communities, are presented to illustrate a risk and resilience approach to service delivery. Implications for practice and research are delineated.