An interest in early identification of youth who may be at risk of psychopathy has generated measures for age-appropriate screening and assessment. This study examines the structural, concurrent, and divergent validity of the Psychopathy Content Scale, a 20-item self-report instrument derived from the Millon Adolescent Clinical Inventory (MACI). Data for 481 youths who had taken the MACI, the Child Behavior Checklist Youth Self-Report (YSR), and the Massachusetts Youth Screening Instrument, Second Version (MAYSI-2), were analyzed. Results showed that the PCS is best described by a two-factor model and that analyses of the two factors offer limited support for convergent and divergent validity. High scores on both factors were associated with high YSR and MAYSI-2 scales, suggesting that the measure identified youth who were distressed on several measures of emotional, psychological, and behavioral disorder. Copyright © 2004 John Wiley & Sons, Ltd.