My problem with Linux is that more often than not, Linux failure mode is dumping the user to console, where even a power user might struggle to diagnose the problem. I've had failed kernel upgrades on Ubuntu where one moment you click "update all" in the package manager, and the next you are staring at terminal login screen. I haven't had a windows computer do that to me in years.
I've never had that happen on Ubuntu. Installing Ubuntu used to be quite technical unless you were lucky and everything worked out of the box, but even that is way less so today. Regardless, once Ubuntu is installed I never had issues.
