A common thread noted in many academic management system implementations was the stagnation and deterioration of their usage after the initial hype. This action research study was aimed at addressing this decline in a higher education institute after undertaking a reflective analysis of the waning usage patterns and taking appropriate initiatives to enhance their usage. The authors have attempted this as participants driving the change. As change agents, the academic management system implementation was advanced to move closer to a stage where the committed use occurred and intended benefits were realised. Several initiatives were introduced to propel this change. The scope of this article was confined to gauging the impact of the trigger factors; memos, and training on the academic management system usage. Their effects were measured by applying learning analytics to various sources of usage and performance data. This further led to analysing the relationship between usage and performance of the stakeholders; students, and faculty.