Update....
Well, it seems that most of my songs are not showing up on my iPod after all...
When I used it today, since I couldn't use my Playlists, I used Shuffle... I noticed pretty quick that there seemed to be a pretty small selection it was picking from. When I checked the song list most were gone.
When I go to the 'Settings/About' it says I have used 18.5 GB, 3.7 GB available, 126 songs.
When I connect to WinAmp it says I have used 18.04 GB, 3.14 GB available, 2811 songs.
So my iPod is missing 2685 songs.... I am not happy...
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20 GB iPod, WinXP Home w/SP2, WinAmp 5.091, ml_iPod 1.20
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