Psychopathic individuals are generally unresponsive to motivational and emotional cues that facilitate behavioral regulation. A putative mechanism for this deficiency is Gray’s (1981) behavioral inhibition system (BIS). To evaluate the association between psychopathy and BIS functioning, we administered a laboratory-based assessment of BIS functioning to a group of psychopathic offenders assessed with the Psychopathy Checklist–Revised (PCL–R; Hare, 2003). In addition, we tested the hypothesis that the effects of working memory load on BIS functioning would interact differentially with the PCL–R factors. Replicating previous results, psychopathic offenders were less sensitive to BIS-related cues than controls. As predicted, working memory load interacted with Factor 2 (antisocial/impulsive), with higher scores predicting weaker BIS functioning under high-load though not low-load conditions. Results suggest new insights concerning the relationship among working memory, reward sensitivity, and BIS functioning in psychopathy