Developer-Dude
Developer-Dude Anything I'm reading says iTunes may or may not work - and I can't install Linux to find out since this computers currently my last Windows computer that I currently have. Will it work?
Developer-Dude I already use Linux on 2 of my computers (Arch and Mint) and I love it.
You have already two Linux systems and one of them is Arch. Running Arch, I suppose you are past the new beginner stage on your Linux path.
I'm sure wine can be installed on any of your Linux systems and also I am certain that there are many tutorials out there describing how to install iTunes in Wine.
So I wonder why not give it a try yourself before committing your third and last computer to be Linux only.
By the way, you could always keep your last machine as a dualboot.
Another option could be to run Windows in a virtual machine in your Linux systems.