Abstract: Behavior analysts who provide supervision to staff are responsible for providing effective experiences that include teaching basic behavior analytic skills (e.g., verbal repertoires, technical repertoires, clinical decision-making) and developing the supervisee’s interpersonal skills and professionalism repertoires. It is possible that difficulties will arise in the supervisory relationship, affecting the relationship and related activities in a negative way. These difficulties may be related to a wide variety of supervisor or supervisee barriers and deficits. In this workshop we review the need for supervisors to continually and thoughtfully reflect on their own history, repertoires, and behavior to facilitate continued professional development. We will also discuss specific actions that the supervisor can take to continually assess for and detect developing issues, and subsequently address barriers to successful supervision related to a damaged supervisory relationship and persistent interpersonal and professional skills of the supervisee.