First you have to connect your iPad to your Squeezebox Server. And be
sure that your Touch and iPad are both connected to SBS, rather than
one to SBS and one to mysqueezebox.com. Once you have more than one
player connected to the server, the synchronize option will not be
greyed out. 

Note that you can also sync by using Settings > Synchronize on the
Touch (and, presumably, on the player menu for the iPad).


-- 
aubuti
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