i'm in a bit over my head here , and do appreciate the posts offered to help ....🙂
my new computer Lenovo ..w / windows 10, had the latest I tunes installed by geek squad
after they told me they kept running into corrupt files when trying to do the data transfer from the old HD..
which of course had my entire music library (iTunes, unsure which version) set up as I wanted it and so
I gave them my backup ext HD which they got into the new I tunes ,
however,
I was a bit sloppy early on in the backup process (about 7 years of backing up) and after a week of reconfiguring artists, artwork, album covers etc
and barely 15% complete , I thought I could re-do all of it, configured as it is, and as I want it, on the ipod ...
I figured it would be a smoother transfer if I re-installed the version of I tunes that my classic was last synched to...though it is sounding like I have a much different idea of how this would all actually process ....
the ext HD was short, or geek squad missed something ..either way I am about 500 songs short in the new iTunes library, and determining which out of the 16500 is not so easy either 😕
it is a very small % of music purchased from apple ...I bought hardware/software to get my old vinyl digital, then did likewise for my cassettes
over 55 years of music ...so i'm sure you can appreciate that i'd rather not foul anything up and lose any of it 😮
thanx