Windows upgrades from one version to the other are also a hot mess, so I don’t think that’s a knock against Linux. I just think everyone sucks at in place upgrades, maybe not Mac but I have little experience there.

I’d much rather reinstall windows fresh than upgrade a 7 machine to 10 to be on a supported OS. Going from 10 to 11 uninstalled most of my apps and still resulted in a janky system.

Rolling distros don’t have this same problem because there aren’t really versions but they have a whole bunch of new and different problems. I still prefer rolling for personal systems though.