ABSTRACT Drawing from the Model of College-Going Decisions and Trajectories, this qualitative study explores how time, opportunity, and information shaped 17 first-generation college students’ (FGCSs) prospective plans for participating graduate school. Findings illustrate the bidirectional relationship of career aspirations and graduate school plans, with lengthy graduate requirements deterring career interest. In planning for graduate school, FGCS participants enacted multiple strategies to reduce overall postsecondary costs and maintain academic eligibility, despite structural barriers. Finally, participants experienced delays — both anticipated and unanticipated — in their prospective timelines for attending graduate school. Findings reveal systems that may disproportionately inhibit FGCSs’ graduate school interest and eligibility, with implications for career opportunity.