A content delivery system and method are disclosed. A system incorporating teachings of the present disclosure may include, for example, a personal computer having a storage device. The personal computer may have a software application saved on the storage device. In practice, the application may be capable of directing the personal computer to communicatively couple with a network based resource and to initiate presentation of a graphical user interface (GUI) at the user computer system. In some cases, the GUI may act as a user interface for the network based resource. The system may also include a portable audio file player with a collection of locally saved instructions. The instructions may direct a processor of the player to maintain an updateable user interface that includes a menu of selectable icons and to modify the updateable user interface in connection with receiving an audio file from the personal computer.