iTunes sync question
 

Not sure if this belongs here or in the music forum, but here is my question:

Is there a way to designate certain songs in my iTunes library as songs NOT to sync with the iPod, but WITHOUT unchecking the song itself in the main library window?

I ask because my initial approach was to deselect all the random bootlegs, studio out-takes and other crap in the iTunes library, but that seems to have the unintended effect of taking those track out of consideration when throwing the library into a gigantic shuffle, or when playing tracks by an artist in the order they show up in the library.

In other words, how do I fix it so I don't fill up precious iPod space with my rare Beatles out-takes, but still enable the occasional nice suprise when they get randomly played through my desktop?

Add by playlist.