In an age when the next generation have worse prospects than those of their parents, this book appraises the challenges young people face resulting from the instability of their lives. Based on youth experience of education, employment and political participation in England and Germany, the book examines the impact of digitalisation in the context of rising inequality, accelerating technological transformation, fragile European institutions, growing nationalism and mental and economic stress arising from the COVID-19 pandemic. The insights gained point to young peoples’ agency as central to acquiring the skills and resources needed to shape their future in the digital society.