We can't recommend Arch to beginners. The maintenance is too high.
But yes, the support on rolling distros is great.
In any case, I'm surprised all the issues OP gets are from support for a fan? Something is terribly wrong here. I'd rather switch to any other fan (they're cheap!) and blame the manufacturer. Move along.
For windows9x UI there are retro themes (e.g. xfce4 as DE can be themed with https://github.com/grassmunk/Chicago95 ). For a distro, try zorin os maybe? Is focused on giving a modern windows-like UI and feel. In any case, my recommendation goes to debian or mint.
Desktop environments are tightly coupled to distros. At work, I got ubuntu. Got root, installed kde plasma. It works, but only because ubuntu is huge and has a "meta package", and if you're experienced enough not to switch the login to sddm, is all good. But even so, this goes to show that even if you can build your own system by swapping parts, this doesn't mean is simple. Most linux users simply take a distro and don't wander too far from it...
And, chelsea manning. I'd love to see more whistleblowers in the world. That's the kind of mass sousveillance we need!