Linux really isn’t ideal for anyone who isn’t already a tech enthusiast on some level. I recently did a fresh install of Kubuntu and after about a week, it prompted me that there were updates, so I clicked the notification and ran the updates, after which my BIOS could no longer detect the UEFI partition. I had to use a live usb to chroot into the system and repair it, as well as update grub, in order to fix it.
It’s fixable, but this is not something anyone who doesn’t already know what they’re doing can fix. I’ve had auto updates in the past put me on boot-loops thanks to nvidia drivers, etc.
This kind of thing needs to almost never happen for linux to be friendly for those who just want their computer to work without any technical understanding. This, honestly though, can’t happen because of the nature of distros, you can’t ever make guarantees that everything will work because every distro has slightly different packages.
Wine is getting better, but compatibility is still an issue, especially for people who rely really heavily on microsoft office or adobe products.