I am going from an Ipod classic to a 6th generation ipod nano . The full library will not fit on the nano. How do i switch out music on the nano?

Question

I went from an i pod classic to a nano.  My music library is larger than what synced on my nano.  I want to switch to some different music in my library, how do I do this?

Answer 1

So is mine...by about 150GB, LOL (I've been around awhile, and have LOTS of music). Anyway, how I do it is either delete/uncheck stuff in iTunes (Not efficient as you have to select each, individual song that you want to delete/uncheck. You can't just delete/uncheck an entire album. Hold down the Ctrl key to select multiple entries) or delete things from the iTunes Music folder.
If you delete them in iTunes, you have the option of keeping the files or sending them to the Trash (Mac speak for the Recycle Bin; don't do this unless you have backup copies. I'm being overly cautious, but never hurts to have backups). Then you'd have to sync your Music manually or all the songs in your Library may try and add themselves back onto your iPod. Although, if you just uncheck them (haven't tried it) that may not be a problem.
The Music folder may be much quicker - I haven't tried this as it didn't occur to me until after I deleted stuff in iTunes. It's located in My Documents > My Music > iTunes > iTunes Media > Music - I think that's right but don't quote me as my PC is on its way out the door to a charity. I'm on a Mac, now. Check iTunes for the location, to be sure. Anyway, make a copy of the Music folder and put it somewhere safe (pretty much, anywhere else on your PC). Then, open the Music folder, in the iTunes Media folder, and delete away. This is also not uber efficient, but it's workable as long as you have a backup.
Saving your Music folder may not be necessary as iTunes now has the option of retrieving everything you've ever purchased (click on Purchased, in the left column, click on Download Previous Purchase at the lower, right and then click on the Music tab). This didn't used to be an option; used to be, you had to repurchase any Music you lost in iTunes and from your computer.
As soon as you're down to a decent level in iTunes, start adding more music and then sync your iPod. Not sure if you can drag and drop into iTunes on a PC (you can on a Mac), but you could try that. I forget exactly as I haven't touched my PC in over 6 months...which is why it's on its way out the door. After I install a new hard drive (I have one lying around), reinstall basic Windows then bake my old hard drive before putting it in the trash. LOL
I may not be quite correct about everything I've told you as all my music is stored on/copied to an external drive (even stuff I purchase through iTunes), so I just toss things in the trash as I see fit, drag stuff out, off my external drive, drop them into iTunes and sync. Plus, I'm just a skosh rusty on a PC.
If I haven't gotten everything quite right, someone will probably be along and give you better/more/more concise info.