Originally posted by: TheStu
Originally posted by: Pieceofmind
The playlist is a good idea, but it also limits you to one playlist on your iPod when you sync. (boo, playlists ftw). I would try syncing your iPod with a different computer (you can play DRM stuff from iTunes on up to 3 computers I believe) or syncing iTunes in a different user account on your computer (transfer via iPod/flash drive), so you can have your iPod music in one user account and the whole library in another. This would let you keep your playlists if they're important to you. It would be a pain in the ass to switch back and forth, but how often do you sync your iPod anyway?
I ran this test about 3 years ago... Lets say you have 100 songs, and 20 playlists. Each playlist has 30 songs, so there is quite a bit of overlap. iTunes is intelligent enough to know that just because Song 27 is in 15 playlists doesn't mean that it has to be synced 15 times. So, the OP creates one master playlist, heck, it could even be a smart playlist that auto grabs 55 random GB of songs everytime the ipod syncs. Then, the other playlists will be dependant upon that one.