The purpose of this paper was to clarify how the wisdom of brief therapy was developed by two senior and two junior colleagues. From the senior colleagues’ perspective, they explained how they had been teaching students wisdom through “team approach” and “lively training or practices.” From the junior colleagues’ perspective, they explained how wisdom was used in practice. First, one clinical psychotherapist with five years of experience explained a process of modification with “the clients as expert.” Second, another clinical psychotherapist with 10 years of experience explained how to apply brief therapy to teams. We discussed that senior colleagues had made all kinds of effort as needed, and junior colleagues needed to maintain the following four points in practice: (1) utilize experience learning brief therapy’s wisdom, (2) not fixate on skills, (3) be creatively involved with clients, and (4) put (1), (2), and (3) into practice.