In this article, we discuss the DSM-III-R self-defeating personality disorder and the DSM-IV depressive personality disorder. Descriptions of and empirical studies on the DSM conceptualizations of these two disorders are provided, along with descriptions from various theoretical perspectives. Although these two disorders have not been formally recognized in the diagnostic nomenclature, clinical descriptions and empirical findings suggest that consideration of treatment strategies for these disorders is warranted. Issues of differential diagnosis, transference and countertransference, and appropriate interventions throughout the course of psychotherapy are addressed. A case study is presented to illustrate assessment and treatment considerations. Recommendations for future research are also provided.