A method and system for adaptively configuring a remote control includes analyzing a log of events, maintained by the remote control, which indicate how the remote control and the devices it controls are used by a user. Once the analysis is performed, the system and method can suggest alternative configurations of the remote control to the user. The range and type of alternative configurations is not particularly limited and can include changing which devices are employed for various user activities and/or how those activities are performed, the placement and hierarchy of commands in a menu tree and/or troubleshooting and set up configurations. The analysis can be performed either partially or totally within the remote control, or at, or in conjunction with, a service to which the remote control connects through a network.