Organizational transitions represent particularly important challenges for both employees and employers. The present chapter summarizes and contextualizes the demands and outcomes of organizational socialization processes. With respect to socialization outcomes, we differentiate between proximal and distal outcomes as well as between work-related and health-related outcomes. We embed organizational socialization and individual self-regulatory strategies in the broader life context of the individual by drawing specific attention to the family domain. The return to work after maternity leave is selected as a sample case to demonstrate how both work-related and family-related experiences and characteristics impact occupational adjustment processes in young adulthood. Finally, we make suggestions how empirical findings on the work-family interplay might be integrated into new organizational socialization programs and initiatives.