Glyndŵr University is upgrading their Moodle learning management system from version 1.9 to 2.2 and integrating it with their student information system (SITS) data. This will allow course sites to be automatically created based on student enrollment and improve tools like Turnitin integration. The upgrade is happening to support newer features, keep the system supported, and better meet student and staff needs. Communicating the changes, training staff, and addressing issues during the transition are priorities to help students and instructors. Lessons from the process emphasize the importance of communication, leadership support, and working closely with partners.