From the perspective of about 42 years in IT, I always have to ask so what's the big deal if I have to stop a machine to make some patches. I never in my whole career saw a company go down, or even falter, if a server had the hiccups. Sure, somebody will be in the middle of creating an order or looking up an address. In my last position as a DBA we have about 50 SQL Server instances and it was always a big deal if something was missing for a few minutes.
So, what do you do if this web site is down for a bit? You take breaks or do something else, don't you? Go to lunch? The world is too full of overblown egos that get all bent out of shape if they are inconvenienced for a few minutes. We need to get over it and get real. I can remember well the days when we had none of this in the first place.
If folks and companies can't survive for a bit without their computers they are already too far gone and a few minutes isn't going to do more damage.
As long as we have good backups and well-designed systems, as a good friend said, 'It's all good'.
I can see clearly now....it's 2020!