Re: Windows to IPOD
I'm guessing you have all the meta data added to those two folders of files...artist, album etc. and it's all showing up in showing up in iTunes/iPod?
Before I go into too much detail for nothing, perhaps, have you dragged and dropped a folder(s) the same way as you stated in your OP before and got the results you are wanting now, but aren't getting them that way now (into specific playlists that is), or did they automatically go into the 'recently added' Smart Playlist by default only?
What kind (names of) of PLs are in/on iTunes/iPod?
So where do you have duplicates of the same tracks, in iTunes or the iPod?
Do you have the duplicates, in your Music folder on your computer as well?
Where are the original folders of music files located and how did you rip them, via iTunes?
Are they from the Apple Store, or rips from CDs?
From you:
I have named the folders as 2021 A and 2021 B for ease of access.
You have to manually create an empty playlist first, name it 2021 A etc, highlight all the files, then drag them all into the specific playlist, or, drag them into the songs folder, then add them to the playlist(s) of your choice.
I think it will also work by dragging the whole folder over into any playlist, but I haven't ever tried it that way.
iTunes 8 is pretty old, so you might have to drag them into the songs folder next to your Library window, or the main Library's window itself.