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Try this....
I was having the same issue and FINALLY figured it out! Adding a playlist to the synch list will only copy the songs. Instead, what you need to do is.
1. Make sure your Axim is not connected to the PC and Windows Media Player is closed on the desktop
2. Open Windows Media Player
3. Once Media Player is open, connect the Axim to the PC
4. Media player will now pop open a box to set up a synch. Once you go throught the prompts, you should be all set.
On the synch tab of Media Player, there is a button to the right of start synch that will say "set up synch" or if it has already been set up, "edit synch". From there, you can select playlists to synchronize with your device!
Microsoft REALLY needs to document this better!
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