LLMs are really bad at being comprehensive, in general, and from one inference to the next their comprehensive-ness varies wildly. Because LLMs are surprising the hell out of everyone with their abilities, less attention is paid to this; they can do a thing well, and for now that’s good enough. As we scale usage, I expect this gap will become more obvious and problematic (unless solved in the model, like everything else).

A solution I’ve been toying with is something like a reasoning step, which could probably be done with mostly classical NLP, that identifies constraints up front and guides the inference to meet them. Like a structured output but at a session level.

I am currently doing what you suggest though, I have the agent create a script which invokes … itself … until the constraints are met, but that obviously requires that I am engaged there; I think it could be done autonomously, with at least much better consistency (at the end of the day even that guiding hand is inference based and therefore subject to the same challenges).