Out-of-school factors can significantly impact students' readiness to learn and thrive in school. Preventing dropout is a challenge because students fail to complete high school for a myriad of reasons that involve factors inside and outside of schools. This article describes City Connects, an intervention implemented in schools in Massachusetts, Ohio, and New York that provides an innovative and systematic approach to addressing out-of-school barriers to achievement and thriving in school. City Connects addresses the out-of-school factors by working with teachers in the school to identify each student's strengths and needs in academic, social-emotional, health, and family domains. City Connects staff then work with community agencies and families to deliver a tailored set of services to every child. City Connects may be able to positively affect long-term outcomes because it addresses both strengths and needs of every student not only in academics, but in behavioral/social/emotional growth, health, and family domains, and connects students to the particular supports they need during critical periods of development.