My understanding is that @seanblue is asking if we can amend the browser APIs we use when we manipulate the textarea to better hint the browser so it can handle undo a bit better. So this would only apply to keyboard shortcuts, and toolbar, upload and stuff like that
I am not against tuning stuff here, but I worry that some off these APIs will require lots of care, there is certainly risk of regressions
Not against experiments here, maybe if the community wish to send through some PRs to show us how it is done