IIT Kanpur and Commonwealth of Learning (COL) have been working on Massive Open Online Courses since 2012. During this collaboration we developed a MOOC Management system and delivered close to 30 courses to about 200 000 users, in over 100 countries. Our understanding of what features a MOOC Management System should have and how to engage the students in a course has also evolved. In this paper we describe our experiences and trace how some of our software features have evolved. One of the core features is the development and integration of an advanced analytics module. We also discuss how to reduce dropouts from an open online course, a common concern for all MOOCs. // Presented at the International Conference on Multidisciplinary Research (MyRes), Pointe aux Piments, Mauritius, 22-23 June 2018.