Same with latest iTunes on Windows 10. I've tried both the Microsoft "app", as well as the Apple full install version. I chatted with Apple support, they sent me a link on how to completely uninstall iTunes (pretty through - manually deleting of folders, files, etc)... I did this along with the reboots, and tried a fresh install, still no dice. "For You" bombs. "An Error Occurred. Try Again".
I've tried the sign out / sign in thing mentioned here, doesn't work for me, not even temporarily.
"for you" works great on my iPhone XS and even my super old ancient iPad2 ... but no dice on my Windows 10 machine.
Really frustrating for a service I pay $100/year for. My renewal is up in April, if this is still an issue then, back to Amazon I go.