Media files are drop box-synchronized to limit the amount of new functionality to which a user must grow accustomed in order to synchronize the content of a media player with a remote server within a cloud computing network. Thusly, users are not required to change the way they use their media player(s), but rather are required to use the familiar drag and drop functionality of their native media player. The present invention contemplates automatic versus interval file synchronization between host and nodal processing units via a server within native media player formats. This is achieved through the creation of a media file play list folder that acts as a drop box into which the user drops the desired play list to synchronize with the server. Certain methodology enhances and supports the synchronization process, which methodology incorporates the use of signature waveform metrics.