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Today, individuals work later in life than ever before in an ever-changing world of work. Thus, late career workers now have different needs, experiences, and preferences, and their transitions into retirement are much more varied (and far less linear) than those for workers in previous decades. This chapter provides evidence-based recommendations on supportive career pathways systems for late career workers. It begins with an overview of research-based theories and constructs about work-related aging, followed by human resource management policies and practices to support career pathways systems for older workers. It then provides practical guidance on how career pathways systems can promote successful work engagement throughout the life span and directions for future research to advance the field of aging and career pathways.