Meh, Linux Mint has some serious rough edges from my experience. Suspend doesn’t work if multiple users are logged in, save-as dialog windows open under the current window (a 7-year old bug!!!) [0], audio devices are not shared between users, some drives don't mount on boot, etc. These problems are probably fixable if you have the know-how but it isn't great for the tech illiterate.
That being said, I have never had kernel panics or opened my computer to find a corrupted OS after a bad update (unlike Windows), so there's that.
I am not sure my parents have ever had multiple accounts on any of their computers, so I don’t think that particular suspend bug would be an issue, and I haven’t encountered the save as dialog bug, though I don’t dispute that it happens (I just don’t run Gnome or Cinnamon anymore).
Even still, even if it does require a tech-literate person to fix, they have access to that by me, and I can likely fix it for them in a few minutes with tmate or something, as opposed to Windows Update bricking the computer, which required basically an entire day from me to fix.
Oh, and if an update does cause an issue, Linux has competent snapshotting tools because they have filesystems that didn’t coexist with dinosaurs and as such if something breaks a fix is a reboot (and probably a twenty minute phone call with me) away. On Ubuntu if you install ZFS on root you can configure it to take an auto snapshot before updates, for example.
I've seen this same behaviour in Wine (of all things): Installshield messageboxes regularly appear below the install progress window, making it appear stuck. It's so common that the first thing I do when installing anything is to move the progress window away from the center of the screen.
That being said, I have never had kernel panics or opened my computer to find a corrupted OS after a bad update (unlike Windows), so there's that.
[0] https://github.com/flatpak/xdg-desktop-portal-gtk/issues/137