[Aaargh20318]

With the advances in machine learning, I wonder if you couldn't automate it. Write the most detailed level and have some ML model generate the ever more high-level summaries.

[kordlessagain]

Yes, exactly. This is also applicable to building good prompts for language models from larger document sets.

Here is an example of using Github page summaries to seed knowledge in discussing various topics with GPT-3: https://github.com/daveshap/LongtermChatExternalSources