A system that provides for the accessing and playing of media files having differing associated rights such as non-DRM media files, purchased and downloaded media files, subscription download files such as tethered downloads, and subscription streamed DRM files. The system also provides a method and user interface for sharing a media collection among computing devices in communication via a network. The system allows access and playback, from each computing device on a network, of all media files in a media collection, regardless of their associated rights.