Psychodynamic theory and psychodynamic approaches to assessment and psychotherapy have been systematically excluded and deemphasized from modern psychology training programs despite a wealth of practical knowledge and research support for these theories. This research project aims to explore easily measurable variables rooted in psychodynamic theories and their ability to predict the therapeutic alliance with the hopes of informing procedures for assessment, therapy, and training of clinicians. The data for this project were collected through survey methods to measure seven dimensions of object relations, as well as attachment style, defensive functioning, and therapeutic (working) alliance. Object relations were hypothesized to negatively predict working alliance while defensive functioning was hypothesized to positively predict working alliance. Finally, it was hypothesized that attachment styles would differ significantly on working alliance. Multiple regression analyses were performed to determine the predictor variables’ (object relations dimensions, attachment style, and defensive functioning) ability to predict the outcome variable (therapeutic alliance). The preliminary analysis revealed an insignificant model wherein the predictors did not significantly predict the outcome variable. Secondary analyses revealed an interaction between attachment style and all other variables; therefore, follow-up analyses were conducted for each of the individual attachment styles, as well as for the insecure attachment groups as a whole. Only two of the secondary analyses produced significant models: the fearful-avoidant group and the combined insecure group. In the fearful-avoidant group, insecure attachment positively predicted working alliance while egocentricity and social incompetence negatively predicted working alliance. In the combined insecure group, egocentricity and social incompetence negatively predicted working alliance. All hypotheses received at least minimal support; secure attachment appears to buffer against threats to the working alliance. These findings support the use of psychodynamic concepts and constructs in assessment batteries, intake processes, case conceptualization, clinical treatment, and, by extension, in psychology training programs.