Planned Obsolescence

I have a 16GB iPod my wife gave me several years ago.  It runs iOS 4.2.1, and is no longer supported by Apple, though it works just fine.  It's so old there is no Kindle app for it.

My version of iTunes is 12.1.2.27, apparently the last that will operate on Windows XP, which my home desktop is still running.

Fifty percent of the music I have on iTunes refuses to copy onto my iPod.  It says the music is there, but it won't play.

Fuck you, Steve Jobs.