Jailbreaks for Black-Box Uncertainty Quantification in Large Reasoning Models

While Large Reasoning Models (LRMs) excel at complex reasoning, alignment through reinforcement learning often induces systemic overconfidence. In production environments, where logits may be unavailable, robust black-box uncertainty quantification (UQ) is essential for trustworthiness and safety. Focusing on question-answering for LRMs, we show that existing black-box methods, such as paraphrase-based self-consistency and confidence verbalization, offer little to no improvement over simple repeated sampling, suggesting that alignment suppresses useful output variability. We introduce prompt-level relaxation operators that broaden the model's effective output distribution by approximating the effect of an optimal policy obtained with a stronger KL-regularization parameter, hence closer to the reference model. Theoretically, we demonstrate that relaxation improves calibration. We propose Jailbreak for Uncertainty (J4U), a jailbreak-derived technique for UQ that empirically reproduces the behavioral signatures predicted by our relaxation theory. Across 3 datasets and 4 LRMs, including a closed-source production model, J4U's improvement over repeated sampling achieves statistical significance in up to 6$\times$ more LRM–dataset-metric settings than the strongest black-box UQ state-of-the-art baseline we evaluate, with average ECE reductions up to 5$\times$ larger. These results provide a practical tool for UQ in black-box LRM deployment.