Supervision is considered an important part of training in psychodynamic psychotherapy. In this study, we investigated psychodynamic supervisors' experiences of the supervisory relationship. We interviewed 15 experienced psychodynamic supervisors and analyzed the data following the constant comparison method. Findings indicated that supervisors facilitated the development of supervisees' own styles, but also provided them with negative feedback when they did not conform to proper psychodynamic theory. This often resulted in emotional reactions in supervisees that supervisors could only understand by using clinical conceptualizations. Findings suggested supervisors used different approaches depending on whether or not they felt they could trust supervisees' judgment.