My experience is: The LLM fails to "understand" or "intuit" who the audience is. It tends to reward its own recent context and its interaction with the prompt writer, rather than "considering" documents from the viewpoint of a hypothetical reader. You can often prompt them to go more in that direction but it gets tiresome.

The best approach is just to write the outline and initial text in a very messy fashion yourself. And then have it clean it up and add detail. And then edit again by hand.