A professional education always has the student’s future profession in sight. In almost all aspects, there is a connection between what is studied and practiced, and what the forthcoming professional guild does on a daily basis. Practitioners in the making in the so-called interpersonal field – as for example teachers, police officers or professionals in healthcare – study what they need to know theoretically and practically to manage their future profession. But how is the very important task to develop the student’s professional judgement conducted? How is the professional gaze, or the sensibility for making sense of complex situations developed in university? Where in the educational setting does this take place? This essay describes the reflective seminar as a way to practice professional judgment. The starting point is a phenomenologically colored understanding that the student’s lived experience of being a person amongst persons offers great opportunities to work on the development of professional judgment. Moving from the theory of practical knowledge we investigate the possibilities that a “as if ” context gives the seminar. This we do to examine and reflect on the interpersonal challenges that the student’s future profession might harbor.