He may not be malicious, but has conditioned himself to accept bizarre troubleshooting steps as part of nominal Windows day-to-day usage. He said "I restart every day" as if this were a normal condition.

I recently started using Windows heavily and am shocked at how much software cannot survive multiple launches without restarting, USB devices just deciding they won't connect until you restart, etc. And don't get me started on Windows unable to put a computer to sleep without every program shitting the bed or just totally inconsistent behavior. I know I'm still getting used to the platform but I feel like Windows users are so traumatized by learning this system that they think other systems are equally belligerent and mentally taxing.