This volume offers a new conceptualization of career wellbeing by viewing the construct as an individual’s long-term contentment with their career outcomes, career achievements, career changes and their sustainable employability amidst the complexities of the contemporary and emerging future digital-driven work environment. In support of this view of career wellbeing, the volume constructs theoretical frameworks for “future-fit” career wellbeing in the digital-driven work–life context. The chapters juxtaposition current research trends in terms of future potential directions for research on career wellbeing in Industry 4.0. The volume also critically evaluates the relevance, applicability and utility of the research findings and theoretical premises in various current versus potential Industry 4.0 settings for individuals across the life-span. It offers valuable suggestions for practice and interventions.