This chapter explores the differences between 15-year-old boys’ and girls’ expectations for further education and their careers, and their preparedness to search for a job – and reveals whether adolescent expectations become reality after teenagers become adults. The chapter also describes young men’s and women’s levels of proficiency in literacy and numeracy after they leave compulsory schooling and examines gender differences in how adults use their skills at work. Financial literacy among 15-year-olds is also discussed.