Two-generation programs aim to break the cycle of intergenerational poverty by serving both parents and children in an integrated way. Implementation is complex, in part because there are few proven models and insufficient knowledge about challenges and solutions. The Annie E. Casey Foundation provided programmatic and evaluation support for two-generation programs in Georgia, New York, and Maryland as part of its Family Economic Success–Early Childhood Education initiative. This brief summarizes how services at the sites were implemented, how they evolved, and what lessons were learned. It answers questions about the feasibility of delivering two-generation programs and describes short-term family outcomes. (author abstract)