Playlist Syncing question for Ipod Classic

Question

I recently bought a 120 gig Ipod while I have over a 120 gigs of music. I synced it to my library and the usual "there is not enough room, do you want us to select music to put on the ipod" message came up. I put yes and it made me the playlist and synced to my iPod
However, now it won't let me make any other playlists to sync to it, even if I use the songs that are already on the iPod. It only syncs the one playlist that it originally made. I don't even see the recently played, or top 25 played songs/playlists on it.
Anyone know how to make new playlists that I can sync to it?

Answer 1

Instead of syncing to the default playlist created by iTunes, create your own Smart Playlist to limit the contents of your iPod. Something like this:
o Match all criteria
o Kind does not contain video
o Last Played is not in the last 14* days
o Limit to 100GB* selected by Random
*You can change these numbers to suit your preference.
If you sync to this playlist, it will serve as the "master" playlist. If you want additional playlists, you can either create more smart playlists that contain the criteria "Playlist is (playlist name)" where you use the name of the master playlist. You can also create regular playlists, but those may contain content that is outside the master playlist, thus increasing the amount of music you sync to and possibly exceed your iPod's capacity again.
If you go this route, you can auto-sync to just these playlists. The "Last Played" criteria in your master playlist lets you cycle through your library -- as songs are played they are removed from your iPod within 14 days (or however long you prefer).
There is a very helpful guide on this subject located here:
http://www.keepandshare.com/doc/view.php?id=1154607&da=y