Pre-service teachers may face challenges in field experience that have a real impact on both them and their partner teachers. Sometimes these challenges arise as a result of the field experience and sometimes they present themselves before the field experience begins. Current legislation prevents postsecondary institutions from divulging potential challenges pre-service teachers may face. As a result, successfully supporting struggling pre-service teachers in their field experience is a challenge. This research will follow a multiple site case study methodology where the case is bounded by the identified examples of placements in which a pre-service teacher has struggled and either succeeded or failed the field experience placement.