The transition to adulthood can be considered as a status passage in the institutionalized life course, involving the assumption of new social roles, such as the completion of education, entry into the labor market, and family formation (Shanahan, 2000). It is guided by age‐related legal norms as well as population‐based norms and informal expectations regarding appropriate ages for the completion of education, marriage, or becoming a parent, and the sequencing and combination of these roles (Buchmann & Kriesi, 2011). These norms and expectations, or “scripts of life” (Buchmann, 1989), can vary by gender, ethnicity, and social class—and are also highly responsive to social change. In this essay, I introduce a diverse pathways view examining variations and changes in transition experiences among men and women, as well as similarities in pathways to independent adulthood between the 1960s and today. The essay also addresses the intersection of multiple inequalities (focusing on class and gender) that shape individual transition experiences, and introduces the notion of “bounded diversity” taking into account the institutional framing of transitions. It is argued that existing templates for the transition to adulthood are dominated by the assumption of a linear career path moving from full‐time education to full‐time continuous employment, which is more typical for males than females, ignores the dynamics of human lives, and the need to combine work and family roles. To address the complexities and variations in transitions of men and women and in different subgroups of the population, it is necessary to revise existing templates and increase awareness of persisting inequalities. Moving toward more flexible and dynamic conceptions that represent the changing everyday arrangements between men and women, it can be possible to undercut traditional views of status differences and open up new potential for life projects. I first review key findings regarding gender differences in transition experiences, followed by a brief consideration of recent research, and a discussion of issues for future research.