Never auto updates for an enterprise. Auto updates mostly fine for home users.
At work I just set it to apply out of hours except for the rare critical updates you have no choice in. Very rarely have I lost work even though our network is ****.
I've been using Ubuntu on my now 10yr old Dell XPS laptop since Win7 support expired. Update experience is fairly seamless and don't seem to have any issue at all. Given it a second wind.
Having said that I have had to go through a lot of ****ing nonsensical commands to accomplish what I want