Smart schooling seeks to enhance the educational experience through technology. In this effort, a digital educational platform has been developed and empirically tested to identify students at risk of academic failure and dropout, while also promoting effective study and learning habits. Machine learning algorithms are employed to assess academic failure risk based on students’ responses to a questionnaire created by educational psychologists. The platform predicts students’ academic performance by analyzing factors related to their school and home environments, as well as their motivation to learn. Additionally, a decision support system is integrated to alert the class director and recommend preventive actions when risks or unusual behaviors are identified. A decision support system is incorporated to alert the class director and suggest preventive measures after risk or unusual behaviour is detected.