Ten new student affairs professionals participated in this longitudinal study of their first year on the job. This qualitative study used online data collection. Participants submitted monthly responses to open-ended prompts inquiring about their experiences, challenges, and surprises. Over three time phases (Pre-Employment and Orientation, Transition, and Settled In), three themes emerged: the importance of relationships, institutional and professional fit, and issues of competence and confidence. Findings suggest several implications for practice, including preparing new professionals, being a new professional, and supervising new professionals. The authors suggest areas for future research. (Contains 1 figure.)