Well it's just that one position is more comfortable than the other. If they don't update and have an issue then it's on them. If I insist they turn on Windows update and then something goes wrong then it's on me. It's a bit cowardly but as a Linux/BSD guy I just can't stand doing Windows support anymore. Every version is worse than the last, everything is dumbed down to the max and when something goes wrong you're screwed unless you're a PowerShell wizard.
The other day I helped a friend set up a new computer, we installed a brand new (paid for) Windows 10 on it, straight from the Microsoft-provided DVD.
It worked just fine for a few hours, then it would get stuck in a reboot loop continuously. You'd log in and 10 seconds later it'd hard reboots.
Given the brutality of the crash I assumed a driver issue or something like that. Turns out it's just Windows failing to install an update and crashing the OS for some reason. So I thought "well, let's just boot up and quickly disable auto-updates". You can't do that. "Well let's boot up in safe mode". Nothing works in safe mode, you can't access Windows update (the page remains blank). We ended up downloading an updated version of windows and reinstalling it.
I have a Windows 10 PC that I use for gaming, the creator's update installed itself the other day. Amongst other niceties it added a MS edge link in my taskbar and changed my desktop wallpaper. I also noticed that it tries to argue with you when you try to change the default browser from Edge to something else ("We're good now, we promise!!"). Minor details, nothing major but it adds up to a general distrust for the OS and the feeling that I'm not in charge of my own computer.
I just can't put up with that nonsense anymore. If my friends want support they'll run Linux, otherwise I'll let them deal with Microsoft's support or whatever.