This mixed-methods study examines educational experiences of Latino immigrant young adult dropouts in New York City, along with pre- and postmigration factors that impact school participation. Due to age, interrupted schooling, and limited English proficiency, high schools view this population as hard to serve. Increasing numbers of these youth turn to adult and alternative education programs, seeking a pathway to college and job training. Data presented raise questions about the impact of local and federal education policies on educational access for immigrant young adults and contribute to the national conversation about education and career pathways for disconnected and underserved youth.