Oh my god, as a UI designer by trade, the sheer STATE of the Windows OS will send me into a rant far too long (and that I'm far too sober for right now) for a hacker news comment. It's a TRAVESTY. If you try and modify certain system settings you will see, in no particular order, the slightly cleaned up Metro ala Windows 11 (I honestly don't know if this got a name), remnants of the original Metro from 8/10, the modified refreshed control panel from windows 7/vista, and as you point out, dialogs that are seemingly ported directly from as old as Windows 98.

I don't know who if anyone really is heading the UX department at Microsoft, but they should either be empowered to their job properly or fucking fired, and I couldn't tell you which.