Mid-level managers comprise a large proportion of student affairs organizations. They are often the most overlooked when it comes to professional orientation and institutional introduction when entering new positions. Accordingly, information is presented from the professional literature that speaks to the characteristics and unique needs of this administrative cohort, with attention to orientation needs, including life and work transition, role complexity, leadership demands, and technical skills requirements. Finally, a process developed for a mid-size, private university's student affairs division is offered as an example for preparing orientation for mid-level staff.