How can I transfer only part of a playlist to iPod?

This new iTunes is a nightmare.  Because the **** iPod touch is only 16GB, I want to transfer PART of several playlists to the iPod.  I do not want to delete songs from my Library permanently, I only want to have the same playlists on my iPod as I have in iTunes, but reduced versions of them because of the size limitation.  I also want to jkeep the same basic playlist structure as my overall library, but only a portion of each playlist will end up on the iPod.  In previous versions of iTunes, I could drag an entire palylist to the iPod, then I could go in and delete songs or albums from the iPod in order to fit other playlists.  This version will not let me do that.  Please help!

What exactly is the nightmare part? Playlists are the same as they've always been.
Perhaps one idea, after we find out exactly what the issue is that you are having, is to create Smart Playlists, and use those to Sync to your iPod.
With a Smart Playlist, you set rules. You could create a Smart Playlist that looks at you first Playlist, but only includes songs that haven't been played for a while. So after a song has been played, it is removed from the Playlist and only put back again after x weeks, or x months, according to your preferences and the size of the Playlist.
All that happens automatically, at Sync time. So after setting them up, you don't have to do anything except Sync the iPod every now and again, and possibly modify the rules if you find the list is still too large, or now not large enough.

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