The built in Finder sync is still very broken on my 5th Gen Video iPod. The most annoying breakage was trying to sync podcasts - it worked fine back when iTunes was the program to do that with, but when using the Finder sync on Big Sur it's buggy and does not remember your place in the podcast if you move to another track / podcast and back, which functionally makes podcasts longer than a few minutes unusable on the device.

It’s amazing to me that iPod syncing still works. I use a 2ᴺᴰ gen nano and my son uses a, 6ᵀᴴ gen. I preferred managing in iTunes to finder, but it’s crazy that a 20 year old player with a proprietary software interface still works.

Apple is so quick to drop support for some things and keep other things around seemingly indefinitely.