Much controversy surrounds the consequences of adolescent paid work, with researchers coming to diverse conclusions about work's impact on youth. This article summarizes findings from the Youth Development Study (YDS), a long-term, ongoing longitudinal study that has followed youth from middle adolescence through early adulthood. The YDS findings address this debate and support the final perspective--that the effects of teen employment on the successful transition to adulthood depend on its patterning through the years of high school and its quality. Moreover, the YDS shows that patterns of teenage employment are linked to the social origins and motivations of youth upon entry to high school, and suggest that teenagers exercise agency as they build human capital during high school through education and work experience. The article concludes with implications of these findings for parents, educators, and others with an interest in enhancing healthy youth development. (Contains 1 table.)