When does student loan borrowing prompt relational work between borrowers and their family members? Research on student loans has focused on quantitative estimation of the effects of borrowing on educational attainment, economic well-being, health, and life course milestones. Drawing on sixty interviews with respondents working as lawyers in the northeastern U.S., we argue that student loans also have underappreciated relational effects, even for relatively privileged borrowers. Relational work around student loans is particularly visible during three important moments: the decision to borrow, the decision to partner, and when planning children’s futures. While scholars have examined the effects of borrowing on marriage and childbearing decisions, they have implicitly assumed that it is difficulty repaying that causes such effects. Attention to relational work, however, shows how debt can create additional burdens even when borrowers have the ability to repay, and may help explain why similar debt levels affect different groups differently.