This research aims to compare trust levels between teachers and parents of students attending Youth Training and Recycling Centres, and to identify the factors predicting these confidence levels. The sample involves 34 teachers and 64 parents of students aged 16 and 18 with serious learning difficulties. Data was collected through questionnaires with closed-ended questions and one open-ended question. The results reveal that the parents trust the teachers more than teachers trust the parents to foster learning and development in the students. Two elements clearly emerge in the development of parents’ trust in teachers – the quality of the parent-teacher relationship, and the quality of the teacher-student relationship. The absence of predictive variables for teachers’ trust in parents can be partially explained by previous experiences with dropout parents, stereotypes, or focus on the students and their autonomy, accountability, and career plans, which are all part of the mission of these centres.