ABSTRACT The Triarchic model of psychopathy posits that psychopathy is a composite of phenotypic constructs related to boldness, meanness, and disinhibition. The present research aimed to examine the relationship between behavioral problems (e.g. externalizing disorders) and the dimensions of the Triarchic model of psychopathy (i.e. boldness, meanness, and disinhibition) in adolescents. Most research on psychopathy has focused on adults. In order to understand the origins and predictors of the emergence of psychopathy, there is a need for a study of predictors of the dimensions of psychopathy before adulthood, including adolescents. The study population consisted of 341 male high school students in MASKED FOR REVIEW, who were selected through convenience sampling. The participants completed the Triarchic Psychopathy Measure (TriPM) questionnaire and The Achenbach Self-Report Form for Behavioral Problems. The results were analyzed using stepwise regression analysis with SPSS version 23. Among the study variables, Disinhibition was most closely related to externalizing disorders. The stepwise regression analysis also showed a significant relationship between externalizing disorders and meanness. However, there was no significant relationship between boldness and externalizing disorders. The Psychopathy Measure holds promise for better assessment and understanding of the behavior problems potentially predictive of the dimensions of psychopathic personality in institutions and clinics.