System and method for synchronizing a server and one or more user devices in a communication network are disclosed. The system includes a server for communicating with the user device, where the server includes a connected-data-set and the one or more user devices share portions of the connected-data-set, logic for creating a backup of the connected-data-set at the server in accordance with a predetermined backup interval, logic for generating a checkpoint marker for tracking the time intervals when the backup of the connected-data-set is created, and logic for sending the checkpoint marker to the one or more user devices for maintaining a first record of changes to the connected-data-set.