In reply to Jeff Chandler.

Jeff,

I am a very lucky human being that the "commercial" clients that I have tell me to just make their site(s) work, as long as they work, they don't a flying F what I do.

Now on the non-profit clients...they are causes I believe in and if their site(s) is broken, people can't click that donate button.

Most of the times I know of an update because of the WPTavern tweet mentioning the update.

I had a site get broken because of a minor update, yes that site was the 0.0000001% chances. It was a site for a big charity fundraiser. The update came 24 hours before the fundraiser event.