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Move all the files to the windows media player. So the songs are listed in the media player. Then connect the device and use the sync option in the media player. There may also be a sync option in napster but I think the windows media player would work better.
Insignia players come with Rapsody on the CD. However, Insignia mp3 players can use the generic mass storage driver in almost any computer. When you plug in the USB cord, two extra drive letters will show up in Windows Explorer. Songs go into the Music folder. For neatness: Make new folder for each artist and under each artist, make a new folder for each album.
Also slight chance the USB mode got off of Automatic in the player's options.
When you first synced your Sansa Clip to the initial computer, you probably synced it (knowingly or not) with a music subscription service such as Napster or Yahoo. If the subscription has since expired, you will get this message. Alternatively, if you tried connecting the Sansa player to another computer which does not have the aforementioned music service, the Sansa player wants to verify that your subscription to the service is still good. The best solution is to hook the player up to the original computer, and resync it with Napster or whatever music service you were using by opening that music service's program. Most of the time, when you connect the Sansa player to Windows XP, Windows will prompt you: Windows will ask what you want to do with the device. Instead of "Take No Action," just sync the player with Napster (or whatever music service you have a subscription to) - Windows will give you this option. If you music service subscription has expired, a more deatiled process may be required which falls outside of the scope of this solution. Try this suggestion first - if it fails, e-mail me back (don't send me a personal e-mail - reply through the FixYa website - I want documentation of everything).