The academic physician’s assignment as a supervisor of trainees is an honor and a privilege, yet he or she may not have had formal preparation for teaching in the clinical setting but likely learned through personal experience. It is important for the academic physician to formally review the role and reflect on the qualities he or she found most helpful (and otherwise) and those he or she would most want to emulate. This chapter addresses both theoretical and practical aspects of clinical supervision in inpatient and outpatient settings.