I spent a lot more time fixing my mom’s Windows install than her Ubuntu.
Small anecdote, roughly in the same line as yours:
As W7 was close to end of life, I asked my mum about it, as her laptop used W7. And after highlighting the privacy nightmare that W10 became, she decided to try Linux out. So I installed Mint in her machine. At the start she asked for help often, but the amount of “pls help” decreased over time. The last time that she asked for help was because she wanted to access “her computer” from her phone, just like I do with mine. (i.e. local network.)
My neighbours though? I often get some spare change from them, by helping them out with their Windows machines. And they’re in the same level of tech expertise as my mum, you know, those folks who can download and install a program and not much else.
So I believe that it reached a point where, in certain aspects, Linux is actually easier to use and maintain than Windows. Linux is still full of rough corners, unintuitive design and stupid shit, but at least it doesn’t get on your way on purpose because it benefits some business out there.
Linux Mint really impressed me when I decided to try it in a VM earlier this year (was already using fedora in VMs for build environments on a Windows company machine). It installs quickly, runs smoothly, and the updates have been painless.
I like having a terminal open constantly, and learning about technical workings and power user features I may not have known about. However, for non-techie "email and web browsing” use, I would put it in front of my parents no problem. Right out of the box it even looks a bit like windows (cinnamon version, didn’t try others). It even has an “app store” like experience with the software package manager.
If a power user has trouble because they’re used to configuring windows, they can probably learn how to do those settings on a user-friendly Linux distro.
That does not mean it would work for everybody, and that does not mean it won’t break in frustrating ways. It was programmed by humans, after all.
