Debian and install the “unattended-upgrades” package.
You set it up with an email address to complain to when something fucks up and it just works.
E: no matter what you end up going with, some kind of reverse proxy or vpn will be helpful for when you need to remote in and fix something.
If you end up needing Remote Desktop and can do it, stay away from Wayland. The screen sharing situation there is confusing and annoying for seasoned users, let alone in a tech support situation.
What might be a better bet is either a windows (robust screen sharing setup) or mac (simpler interface and reliability) computer. You’re gonna be on the other end of it, so make sure to pick what you know the most deeply when it comes to remote support.
E2: another note in the vein of hated non linux oses: Those might be good because other people in the users life may be familiar with them and it won’t be such a pain when they wanna open a file or something.



Again, if exhaustion is getting to you, you don’t have to reply.
You can take a break and relax, there’s no big time crunch here, the same posts and replies will still be around tomorrow or the day after.
Put yourself first, call it a self-care day!