The Role of Parental Monitoring in the Relationships Among Academic Motivation, School Engagement, and Dropout Intention: A Two-Wave Study of Italian Adolescents

School dropout is an issue that requires the attention of institutions. Related research indicates that both family (e.g., parental monitoring) and personal (e.g., academic motivation and school engagement) factors affect adolescents’ decision to quit school. As no studies have jointly examined these variables in Italian adolescents over time, this two-wave study aimed to investigate the role of parental monitoring in the relationships among academic motivation, school engagement, and dropout intention. This study enrolled 377 adolescents (boys = 178; Mage = 14.41, SDage = 0.72) from two public upper secondary schools in Italy, and followed them over 6 months from November 2024 (T0) to May 2025 (T1). They completed a questionnaire at T0 and T1 comprising the following measures: parental monitoring, academic motivation, school engagement, and dropout intention. Structural equation modelling showed a good fit to the data, χ2(54) = 84.589, p = 0.005, RMSEA = 0.04 [0.02–0.05], CFI = 0.99, TLI = 0.98, SRMR = 0.02. At T0, parental monitoring was positively associated with academic motivation and school engagement and negatively associated with dropout intention. A positive reciprocal association was observed between academic motivation and school engagement at T0 and T1. Academic motivation and school engagement at T0 were negatively associated with dropout intention at T1. Parental monitoring at T0 had a significant indirect effect on dropout intention at T1 via academic motivation and school engagement at T0. These findings suggest that interventions targeting family and personal factors may reduce school dropout rates among adolescents.