1 - you can't play music purchased from the iTunes store on a
Squeezebox, due to the restrictive DRM, so they are ignored. 

2 - can you give a bit more information? 
It sounds like the rest of your music is appearing - do you have a music
folder defined or are just using the iTunes library scan?
Does the 'iTunes' tab appear in the SlimServer settings web page?

James
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