This introductory report outlines the challenges of postsecondary completion, the variable value provided by a postsecondary pathway, and the corresponding cost and debt. Together, these challenges create an inequitable, ineffective, and unsustainable U.S. postsecondary system in which individuals are increasingly reluctant to participate or return. After exploring the challenges, the authors propose three enablers of choice that people from systemically marginalized communities too often do not have access to -- and that could be the basis for transforming the postsecondary system: (1) information; (2) the social capital of navigation; and (3) versatile, inclusive, high-quality postsecondary pathway options. [The Suder Foundation provided financial support for this work.]