The Problem Solving Inventory (PSI) is one of the most widely used applied problem-solving measures in the United States. The purpose of this research was to examine the psychometric properties of the PSI within Italian adolescent samples. Four separate data sets were used in this investigation involving 5,100 Italian adolescents. The first study revealed a similar, but slightly different, PSI factor structure with Italian youth. Using 2 samples, the second study confirmed the multidimensional structure of the PSI–Italian Adolescent and verified the invariance of the factorial structure across gender and age. The third study (fourth sample) established convergent validity estimates of the instrument as well as the stability of the factor structure over time. These results provide strong psychometric support for the PSI–Italian Adolescent among Italian youth.