Need help with syncing from ITunes to IPOD

Hi. I'm relatively new to ipods but I just got an IPOD mini. Since it only has so much memory(about 4g) I want to sync specific songs, not have Itunes do it automatically. When I clicked on the "manually manage music" I can see it works but only to a certain extent. You have to drag EVERY SINGLE SONG to IPOD in Itunes INDIVIDUALLY!! I cant do that everytime I wanna switch up my IPOD library. I also clicked "only sync clicked items" hoping that in my normal music library, if I click the box to the left of each song that I want to be synced and uncheck the songs I dont want sync'd that would work. Will it? Because that's all I want to do, just sync particular songs without having to drag 1000 songs. Clicking would be so much easier.

Using unchecking to manage an iPod is an option but only if you can live with the other things unchecking does:
Unchecked songs will be skipped when playing songs from the library or a selection. They will only play when individually clicked on.
Smart Playlists have an option that unchecked songs won't appear.
Unchecked songs will not be burned to CD.
A better option to use when your iPod is smaller than the iTunes library is 'Sync Music - Selected playlists'.
Open iTunes and create a playlist to update your iPod from, call it -iPod to make it the first playlist in Sources. You can make this a normal playlist and drag whatever you want to it or you can make it a random Smart playlist. If you are making a smart playlist limit it to just less than the size of your iPod (for example 3700MB for a 4G iPod Nano or Mini). Now connect your iPod and when it appears in the Source list click on the iPod icon to bring up the preference tabs in the main pane. Go to the Music tab and choose Sync Music and the Selected playlists radio button. Choose the playlist you just made from the selection and click Apply. You can also sync from any existing playlists by choosing the same setting:
iTunes: Creating playlists of your favorite songs
How to create a Smart Playlist with iTunes
Loading songs onto iPod automatically - Windows

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Sometimes we sleep. We have even been known to be away from the keybord to bathe (but usually not for longer than 2 minutes once a week ).
I don't know how you automagically did it last time - your details are lacking. iTunes is normally terrible at following you moving things, especially from drive to drive. You either have to let iTunes do the moving (by consolidating to a new location) or you have to disable iTunes managing your media in which case it will follow moving inside a drive but still not between drives.
Despite the new version, iTunes still does not make it easy to split your library between drives. Probably since you only buy your items from iTunes and are never away from a high speed Internet connection it doesn't matter since you can always stream or download items you need from your Match subscription, right?
Small hard drive? Split your iTunes library across multiple volumes - http://www.macyourself.com/2009/04/24/small-hard-drive-split-your-itunes-library -across-multiple-volumes/ - copying media folders to external, then deleting from internal, then adding again.
Splitting & Managing Your iTunes Library - http://machintsandtips.com/i-j-k/itunes/splitting-managing-your-itunes-library/ - using option+drag to override iTunes from copying file to your default media folder.
Dougscripts: Relocates selected files to a folder of your choice - http://dougscripts.com/itunes/scripts/ss.php?sp=relocateselected - replaces "Move Files To Folder"
https://discussions.apple.com/message/10160819#10160819 - Change location of media folder to start putting files on second drive. Note later follow-up post about leaving 'organize media' and 'copy to drive' checked.
TuneSpan: (OS X app) A utility that allows you to distribute the media files in your iTunes Library across multiple drives. - http://tunespan.com/ - https://itunes.apple.com/us/app/tunespan/id528459889?mt=12 - Requirements: OS X 10.6.6 or later, 64-bit processor

Need help with syncing videos.

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Need help with syncing from ITunes to IPOD

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