Deleting songs on iPod but not on iTunes

Question

thanks in advance to any reply!!!!
originally, i have an iPod Photo 40gb. a few days ago, i bought an iPod Video 60gb. i use one computer, with one user.
i actually have two problems. i hope nothing gets too confusing!!
PROBLEM #1: in the days of my iPod Photo, i had a somewhat frustrating situation. i accidently (long story) deleted all my music files. this left me with songs on iTunes, and on my iPod but not on the computer. i was worried that my iPod would wipe out when i plugged it in, but i found the solution thanks to helpful apple.com! i didnt have to get my original music files back because the songs stayed on my iPod. though there was always an exclamation mark next to the song on iTunes. this meant i couldnt play the song on iTunes because there was no backup file, but i could listen to it on my iPod.
i plugged my new iPod into the same computer onto the same iTunes program. it's uploaded all the songs except the ones with exclamation marks. is there anyway i can get these songs (a total of 192) onto the iPod Video??
PROBLEM #2: i'd like to delete all the songs on the old iPod. Except i dont know how to do this without deleting all the songs on iTunes. i can't delete the songs on iTunes because i still need them for my new iPod. Is there anyway i can delete the songs on the iPod but keep them on iTunes for the new iPod? One last thing, if i manage to find the solution to emptying the old iPod, is it possible to upload it with new songs?? songs that i dont want on my new iPod. or am i asking for too much?
THANKS!!!

Answer 1

"PROBLEM #2: i'd like to delete all the songs on the old iPod. Except i dont know how to do this without deleting all the songs on iTunes. i can't delete the songs on iTunes because i still need them for my new iPod. Is there anyway i can delete the songs on the iPod but keep them on iTunes for the new iPod? One last thing, if i manage to find the solution to emptying the old iPod, is it possible to upload it with new songs?? songs that i dont want on my new iPod. or am i asking for too much?"
You have a couple of options:
1) Change the update option of your old iPod to "manually manage songs and playlists". Connect your iPod and in iTunes go to Preferences>iPod, you can amend the option there. In manual mode you can delete the songs off the iPod and keep them in iTunes. You can also drag from iTunes the tracks and playlists that you do want: Managing Your Songs Manually
2) You can choose the update option "automatically update selected playlists only" which would mean you could create a playlist specifically for your old iPod and drag the tracks you want into it. If you tire of the list and want to change it, you just add or remove the songs you don't want. The ones you take out out remain in the library to be used by the other iPod. You can read more about playlists at these links:
iTunes: Creating playlists of your favorite songs
How to create a Smart Playlist with iTunes
For info:
The iPod offers three ways to transfer music from your computer. You can select one of the following update modes from the iPod Preferences menu in iTunes (Edit=>Preferences=>'iPod' tab):
1) Automatically update all songs and playlists. This is the default mode, in which your entire music library, including playlists, is automatically synced to your iPod. If the music library on your computer exceeds the iPod storage capacity, you are prompted to select a different update method.
2) Automatically update selected playlists only. With this option, iTunes automatically copies the playlists you have selected to the iPod when you connect it to the computer.
3) Manually manage songs and playlists. You can also choose to transfer music to the iPod manually. This allows you to drag and drop individual songs and playlists from iTunes to the iPod.