Learning to Clarify Underspecified Intents Under Limited Interaction

arXiv:2610.04719v1 Announce Type: new Abstract: AI assistants receive requests that leave out information needed for a good outcome, for example about users' preferences or goals. They must then either speculate or ask for more information before proceeding. We reconceptualize this as a value-of-information problem: the assistant should acquire information whose absence causes the greatest avoidable loss in user utility. This is rarely known ex ante; rather, assistants must predict it in order to optimally allocate limited user interactions. We instantiate this problem in image generation and derive a reinforcement learning framework using multi-turn simulated users to maximize utility recovery under uncertainty. In a preregistered study with 456 interactive sessions across 76 human participants, this helped users significantly better match reference images with significantly fewer questions, less total interaction time, and lower cost. This points toward a simple and scalable framework for training language model assistants to better disambiguate user intent by asking more informative questions.