With the rapid expansion of online learning as a dominant pedagogical approach in higher education, significant research has been undertaken to explore the impacts of internet-based technologies to promote student engagement. Current advances in online learning have fostered innovative, and often nuanced approaches to teaching and learning that have the potential to promote rich and potentially transformative learning outcomes for higher education students. However, there is a growing body of evidence that clearly highlights that online learning may have a deleterious impact on a student’s sense of connection, leading to experiences of isolation and disempowerment. Such experiences call for an ongoing reimagination of the online teaching space to ensure that students maintain a strong sense of identity within their virtual educational community. This paper emphasises an approach to online learning that serves to foster positive engagement across the student lifecycle. Using Nell Noddings’ framework of Moral Education, we engaged in the process of critical reflection on our own teaching over time, using student data to support analyses.