There a few potential issues here.

First of all, iTunes treats artwork in a proprietary way - i.e. it
stores the artwork in a special folder which can't be accessed by the
Squeezebox software (whether you are running the full software or the
internal Touch server).

The software should be able to read embedded artwork, but you need to
specifically do this (embed the artwork) in iTunes or using another bit
of software - and then rescan your files.

What most people do (and this works well with the server software and
using the internal touch server) is to add the artwork as a separate
file in the same folder as the files - so I have:

AlbumFolder/file.mp3, 
file2.mp3,
file3.mp3
and folder.jpg for the artwork.

That works well for the touch.  Really big artwork (800x800 plus) does
impact on performance and can cause the scanner to crash.

There is a wiki page on album artwork which lists some tools which may
help.


-- 
Siduhe

Who am I on 'LAST.FM' (http://www.last.fm/user/siduhe)?
"-Siduhe Loved Tracks radio got the thumbs up. Feedback included: yeah,
it's good... got the odd dodgy track tho...-" (c) 'ModelCitizen'
(http://www.last.fm/user/Modelcitizen)
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