#4 DO NOT check the keep itunes library organized box unless you want iTunes to move all your files around. If you, like me, already manage your MP3s in another program, don't let iTunes screw it up.
I recommend setting up some setting up some iTunes smart playlists for syncing MP3s to your iPod for the car (I call mine 370Z), setup the music sync to only sync selected items, and select the playlist. I also setup a Not 370Z playlist and manually move songs I don't want on the iPod to this list and setup the 370Z list to exclude the Not 370Z list. I also set mine up to exclude genre=Christmas and just put those on a CF card for the holiday season.
You could also use the only synced checked music and check/uncheck songs based on what you want on the iPod, but I have an iPhone that uses that flag.
Finally, you could set the iPod to manual mode and drag and drop songs (or videos) inside iTunes to the iPod to completely manually manage music.
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