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The main aim of this study was to test whether salivary afternoon cortisol, Dehydroepiandrosterone (DHEA), and cortisol\u2010to\u2010DHEA concentrations, which at high levels indicate risk for chronic stress and poor mental health, distinguished secondary from primary variants of callous\u2010unemotional (CU) traits\u2014the affective component of psychopathy. This aim was achieved by first identifying psychopathy variants using latent profile analysis of CU, anxiety, and aggression scores among 232 incarcerated adolescent boys (<jats:italic>M<\/jats:italic> age\u2009=\u200916.75). Based on a subset with neuroendocrine data (<jats:italic>n<\/jats:italic>\u2009=\u2009201), aggressive secondary CU variants had lower afternoon DHEA concentrations and higher cortisol\u2010to\u2010DHEA ratios and comorbid psychopathology compared with all other groups. In contrast, two primary CU variants (aggressive and non\u2010aggressive types) emerged with profiles characterized by low to average psychopathology and high DHEA levels. 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