Few studies consider how non-cognitive factors shape outcomes for students served by Promise programs, which are programs that guarantee tuition-free college attendance within a specified geographic area. This single-institution study examined differences between enrolled and stopped-out Kalamazoo Promise scholars’ (N = 142) basic needs, motivation, and engagement. Compared to enrolled Promise scholars, a higher percentage of stopped-out students reported experiencing homelessness. Stopped-out students reported higher amotivation, lower extrinsic motivation, and lower engagement than did enrolled students. The findings revealed that amotivation, faculty engagement, and being male negatively influenced GPA, while staff interaction positively influenced GPA. Stop-out was affected by GPA, amotivation, and staff interactions. Pell eligibility did not directly influence GPA or stopping out.