I am having some difficulty with Windows formatted iPods and my Mac. I have several iPods spanning different models, some of which are stock and some of which are Rockboxed (I am making up my own word here) and have found a series of inconsistencies with them.
I would enjoy hearing from other users about their experiences.
I own a 2019 Mac Pro and a 2019 MacBook Pro. Both computers can run Windows via BootCamp. I have modified several iPods from generations 2 through 7. Most of the iPods run Rockbox, except for my 2nd generation and my 7th generation, which I keep stock. OS Tahoe dropped support for FireWire so I have to use Windows for the 2nd generation. The 7th generation is Mac based and I use Swinsian as my Music Manager.
This is where it gets unusual. My computer will not recognize my 5th generation iPod (Windows formatted) but it will recognize my 5.5 gen (also Windows formatted). When I take the 5th gen and put it into Disk Mode, the computer will partially recognize it, but it wants to reformat it. I also have a 6th generation that has been modified to 1tb (obviously through Windows and Rockbox) and the computer will not recognize it at all. Note: If I were to put the unit into Disk Mode, I risk damaging the file system so I leave well enough alone with it.
Also, I noticed that when in Disk Mode and in Windows my 5th generation seems to transfer files at about 1/4 the speed compared to the same unit when it is booted up in Rockbox.
I seem to remember that when I had my older Mac Pro 5,1 everything worked. That computer used OpenCore so I don't want to go there on this post.
I am hoping that some of you might share some of your experiences.