I would add on that if AI doesn't seem to understand your docs then humans are going to have an even harder time.

I've seen where when AI is asked a question on how to use some particular feature of a piece of software it couldn't get a working answer. I read the documents myself and was just as confused. Then looked up customer tickets around said feature, and they were confused too.

I've taken that as a pretty good metric that if AI can't parse your documentation, your documentation is bad or wrong and needs to be rewritten.