Thanks nchBen. I checked the source (Rhapsody/Napster). The single file that was 9 hours long was created when I had clicked on an icon containing a picture of a circle that turned on a little "1" on the perimeter of the circle. I thought this would cause the playlist to go through only one cycle. Playing this 9 hour long file reveals it played the same song about 180 times. After I clicked the picture of a circle so that "1" was removed from the perimeter, and played the playlist, songs were recorded to separate files.