This article examines the consequences of adolescents' employment experiences for vocational development and educational pursuits within varying historical and social contexts. Attention is directed to the changing social and cultural context for adolescent paid work, the balance of school and work, the influence of work experience on adolescent vocational development and educational/career achievement, and theoretical approaches that guide contemporary vocational development and career maturity studies. In light of current theories, research directions are suggested to enhance understanding of the influences of adolescent employment and work experiences on future educational pursuits and vocational pathways. School-based strategies and programs to promote adolescents' initiative, engagement, and vocational development also are considered. (Contains 1 note.)