I hadn't considered the impact of IaC type things, but I can see bean counters thinking "well it's documented, so any monkey will do", without being able to quantify to lost time/opportunity cost when people have to fumble through.

In my case, I'm always thinking ahead, trying to see the ways our imperfect systems are going to be a problem, and at least consider high-level options for those things, or for directional change we may see.

I don't make any plans, just some notes, in case any of those questions come up.

Someone unfamiliar with these systems will be in "fix" mode all the time, trying determine why something doesn't work, and reading through docs trying to comprehend things.