The termination phase of Short-Term Dynamic Psychotherapy (STDP) is considered to be of major importance for the success of treatment as a whole. It encompasses the essential conflicts experienced by both therapist and patient in relation to the issues of separation, loss, and imperfection. This article discusses the personality characteristics and personal defenses that assist or hinder the therapist in successfully practicing this mode of dynamic therapy. It also aims at inspiring the psychotherapist to examine his or her attraction or repulsion to working as a short-term psychotherapist, thereby promoting insight, and enabling him or her to broaden his or her therapeutic repertoire. Vignettes from two cases are presented, highlighting some expressions of countertransference and their influence on the process of termination.