One of the central and distinguishing challenges encountered in psychodynamic-oriented psychotherapy is the interpretation of transference. This report employs a psychodynamic framework to describe and analyze the therapeutic interactions between a client and a therapist. It explains a theorized interaction between transference and insight that has been supported in a small sample study of psychoanalysis as well as from the outcome of a single session during the course of open-ended therapy. This type of therapy was applied in the case of a 27-year-old male presented throughout this paper. A detailed report is provided of the clinical material along with its application to psychodynamic theory. (JDM)