This is great. Been thinking about something similar for a while now, as a way to author documents/presentations. A next direction: suggest other assets to include (notes, supporting data, charts/graphs). Check out Gerald Weinberg's fieldstone technique, if you aren't familiar.

Appreciate that— I think that’s right on really now that you mention it. I think it’s great for divergence but I like the idea of collecting info as one goes and then that can become used for whathaveyou

Just riffing at this point: maybe you have a knowledge graph either from a tool like Obsidian or extracted from a source document. Then the tool associates facts with items from the outline. Or maybe the knowledge graph is used to constrain or weight the items in the outline. It becomes a process of expanding and winnowing, guided by the user. In some respects, it's almost the opposite of the "exploration" use case demonstrated in your tool today.

Also multimedia is a great idea too

Oh yeah that’s a cool idea- and maybe to generalize- it could be a cool way to traverse any knowledge base- it’s like generative hierarchical search lol

I really like this idea - one of the things that is easily lost in the linear format of LLMs is the paths you don’t take when you’re exploring, being able to backtrack to different significant parts of a chat would be super useful.

There's a programming language for that 😉

esolangs.org/wiki/Piet

Well I used it as inspiration for writing more traditional code as a thought exercise, but this is cool too!