This qualitative study of 20 student affairs master's students explored their career plans and perceptions of the field. Five themes emerged from interviews with participants who considered leaving student affairs to pursue other careers: (a) distance from the institutional mission, (b) student affairs as devalued work, (c) lack of fulfillment, (d) emotional burdens, and (e) financial concerns. Implications relate to improving master's students' experiences in order to proactively address attrition from the student affairs profession.