It’s not realistic for all users to follow semantics
Not realistic for users to write lists the normal way that doesn't look wrong? I don't know guys
-first
-second
-third
looks obviously bad whereas
- first
- second
- third
looks right. Then you see the rendered result in preview. You also had a button in the toolbar to create a list.
I don't think this is asking much.
If you weren't trying to write a list, though, then I don't know what you were doing & I doubt a chat bot will either: could you link to an example of what you were trying to do? For all you know, I'm a chat bot not figuring out your intent. No technology is about to fix PEBKAC.
I think the bottom line is if you write lists normally, then everything else including accessibility will turn out right without you needing to understand the intricacies.