An update management system includes one or more processors that obtain collective data compiled from a group of computer devices that run an updated version of a software program. The collective data includes at least one of usage data of the computer devices in the group or user feedback directed to operation of the updated version of the software program. The one or more processors determine, based at least on an analysis of the collective data, that the updated version of the software program should be installed on a first computer device controlled by a first user, and generate a control signal to at least one of notify the first user that the updated version is recommended, schedule installation of the updated version, or automatically install the updated version on the first computer device.