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Andy Budd has a very awesome tutorial on advanced smart playlists. Definitely worth checking out. And if this is way too complicated for you: check out Smart Playlists.com

btw: my personal hint for all of you using smart playlists and iTunes ratings. Use Applescripts to transfer your ratings to the MP3 file’s ID3tag’s comments section. This way you will never lose those ratings even if you are moving your tunes from mac to mac…

Ⅰ just realized a very useful feature for filling my iPod: you can have multiple playlists inside a folder, but cannot select the folder to be automatically synched with the iPod. However what you can do is create a smart playlist that contains the folder’s contents! So now it is very easy to drag stuff to the iPod without actually changing its „synch settings“. Just drag a new playlist into the synched folder and it will appear on the iPod as soon as the next synch will be done.

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