We've seen many failures during upgrade, from both novice and advanced linux users, meanwhile one of our sysadmins accidentally upgraded Debian by two releases at once (From Debian 9 to 11) and it still "just worked"...
I run pure Debian stable everywhere I can in my personal life (laptops, desktops, servers). It's predictable and there's not a lot of planning at update OR upgrade time. Backup, push the button, reboot, done.
Just kidding, backups happen daily automatically, so it's just update and reboot.
With arch, sometimes it breaks (not that often), it always is quite clear what went wrong (pacman errors are limpid, logs are clear). You'll find the fix on the Arch Linux News, in the wiki or the forums. Bonus you probably know your system better and as a side effect be more efficient in fixing it.
I'm going to try again with a different Ubuntu release as soon as I can find the patience. Where prior lessons have taught me to vandalise automatic update or it'll brick itself in the future.
Ease of use has not been the defining characteristic of Ubuntu.