More and more frequently, psychotherapists in both the public and private sectors are being called upon to provide supervision services to therapists with varying levels of experience and, therefore, very different supervision needs. Supervising ethical clinical practice, assessing competency, and supporting the development of the clinical psychologist’s professional identity are among the responsibilities that clinicians who become clinical supervisors must juggle, sometimes with enthusiasm, sometimes with a certain degree of hesitation. Walking the tightrope between the needs of clients, those of supervisees, and the requirements and constraints of the environments in which they work can prove to be a perilous exercise.