Purpose: In this article, the authors highlight three constraints—structural time crisis (Schor, 1991) ideal worker norms (Williams, 2000), and labor and occupational queues (Reskin & Roos, 1990; Strober, 1992)—on the decisions and choices of women seeking to advance to and hold positions in the superintendency. Proposed Conceptual Argument: The authors contribute to and extend the extant body of work by integrating a conceptual framework that emerges from feminist economics theory and feminist organizational theory. The authors use this framework to analyze the current access and representation of women in the superintendency. Conclusions: What exists today is an institutionalized, systemic pattern in the market that is robust and resistant to change. However, this discussion contributes to our understanding of women’s experiences in advancing to administrative positions generally, and the superintendency particularly, and advances the way we organize administration and administrative work to be more representative of women and eliminate constraints on women’s choices.