In this article, teachers who seek a career as a school administrator envision their leadership will be transformational and charismatic, yet they are often surprised by the conflict and confrontation that is an inevitable part of school administration. This disconnect between the ideal of the vision and the reality often produces disappointment and shock. Therefore, it is imperative for those who prepare administrators to assess and encourage the development of these dispositions in a deliberate, sequential manner by assessments using the Administrator Dispositions Index (ADI) and the EDAD Follow-Up Survey (FUS) supervisors of practicum candidates can assess candidates' readiness to be school leaders. The experiences in building relationships, which happen within the schools and are reflected upon in the university, encourage candidates to live their leadership philosophy and walk the talk of their beliefs.