Systems and methods for adjusting playback and graphical representations of media files are provided. The systems and methods can monitor playback and access of media files to create usage metadata. The usage metadata can then be used to adjust the playback of the media file. For example, the usage metadata may indicate that a user skips, on average, the first 22 seconds of a particular song so the next time that song is played, the first 22 seconds will automatically be skipped. The usage metadata can additionally or alternatively be used to adjust a graphical representation of the media file. For example, the usage metadata may indicate that a user rarely accesses a particular song so the graphical representation of that song will be small and faded. This change in graphical representation can help a user find more commonly used media files.