Mentoring is defined as a professional relationship between an experienced person and inexperienced person. When newly hired library media specialists enter their schools, they often become part of the district's mentoring program. Yet, mentoring these new professionals can be problematic for school districts. In addition, when a library media specialist leaves, it is both an opportunity and a challenge for the school. A great deal of working knowledge and insight leaves with the departing library media specialist, and a new professional then attempts to implement his/her vision with little practical experience. Often, critical knowledge and information to ease this transition is lost. This article presents the findings of a study that examined the communication of past practices between the exiting library media specialist and the incoming professional. The study analyzed the nature of the mentoring that the exiting or retiring professional provided for the new library media specialist and how it impacted the ease of transition into the new school facility and the school culture.