Great pitch, you've articulated the pain point super well and I agree with it.
I have personally had no luck with prompting models to ask me clarifying questions. They just never seem to think of the key questions, just asking random shit to "show" that they planned ahead. And they also never manage to pause halfway through when it gets tough and ask for further planning.
My question is how well you feel it actually works today with your tool.
Interesting you say that. My workflow is just to use Claude Code with Opus in Plan mode, have it write a plan, and ask "What clarifying questions do you have for me" and it always prompts me to answer very good questions.
Honestly, it's not there yet and I'm iterating to making it better and consistent. But, I've had a few moments where it got questions and implementations right and it felt magical. So, wanted to share it with more people and see how people like the approach.