This chapter sheds light on how different sources of data can lead to transformation in mental well-being through meaningful insights, recommendations, therapies, and proactive alerts. This chapter focuses on different data collection mechanisms, including through mobile apps, gaming apps, and social media. In this context, the chapter explores how human-computer interaction has reinvented the field of adolescent behavior and mood detection to enable the development of a proactive and personalized approach to mental health. The chapter aims to empower individuals to take control of their well-being and make a positive impact on their mental health through the use of data. Furthermore, it advocates for a better parental and academic ecosystem by combining it with cognitive behavioral therapy (CBT) through step-by-step prescriptions and progress tracking based on users’ activities.