A command map GUI that illustrates command usage patterns of one or more entities. A server receives and stores command usage data from a plurality of users/clients, each user/client executing a software application having a set of commands. A current user/client displays, via a GUI, graphical representations of the command usage data received from the server. The server receives new command usage data from a user/client included in the one or more entities. In response, the server automatically updates command usage data for the one or more entities, pushes the updated command usage data to the current user/client, and causes the GUI to display graphical representations of the updated command usage data. Thus, the command usage data of the one or more entities is automatically updated and displayed in the GUI in real-time or near real-time as new commands are continually invoked by users in the one or more entities.