Test-time reasoning has become a significant field of study since the introduction of chain-of-thought reasoning in large language models (LLMs). However, the mechanisms of this reasoning process are still under-explored -- from the same input prompt, and even the same partial solution, LLMs can produce varied answers if sampled multiple times. We propose to leverage question-asking as an inference-time intervention that articulates information about the model's hidden state. To achieve that, we present a student-teacher setting where a student asks questions to a teacher. We train a probe on the student's hidden state before and after asking a question and find it is predictive of the trajectory's final correctness, even before generating the teacher's answer. This suggests there is a meaningful signal from the self-diagnosis that occurs during question generation rather than information transfer from the teacher. We then frame question-asking as a sequential decision problem, using this probe as a quality score, and define a gating policy to ask questions that maximize likelihood of correctness. We find that the success of question-asking as an intervention is largely dependent on the model's self-consistency. Our empirical results show a gap between detection and recovery; while our gating policy captures model correctness and uncertainty, interventions are equally likely to harm correct trajectories as they are to recover incorrect ones. This gap between diagnosis and correction has broader implications on language models' capacity for self-refinement under uncertainty.