Automated software provisioning based upon a set of role definitions for a user of a configurable device such as a computer or personal digital assistant. The present invention may be realized as an enhancement or extension to currently available software distribution tools which are used to distribute software to remote and local machines, and to permit unattended software installation and maintenance. The invention provides role-based software provisioning which automatically distributes the appropriate software programs and updates to computers that are owned by users based on the role of each user, thereby avoiding the need for intensive manual efforts to determine which computers need what software. The invention may also be interfaced to a License Management system in order to accomplish automatic recovery of unused software licenses, and to obtain permission for installing new licenses, based on user role changes.