The advent of the digital era has greatly changed the ways communities interact with one another and the ways they are formed, as well as offering new opportunities for collective flourishing. This chapter examines the impact of social media, digital classrooms, online workspaces, and technology-based platforms like Augmented Reality and Virtual Reality towards collective flourishing and to see how they can help build communities and support collective well-being in virtual environments. The chapter also looks at the impacts of these systems in digital fatigue, misinformation, and social exclusion on the one hand and how these are encouraging teamwork, collaboration, as well as shared development on the other. This advocates the balance in digital usage in real-life interactions and engagements to support sustainable collective flourishing in this new era.