Evaluating Language Model Reasoning about Confidential Information

Fuente: arXiv
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Auteurs principaux: Sam, Dylan, Robey, Alexander, Zou, Andy, Fredrikson, Matt, Kolter, J. Zico
Format: Preprint
Publié: 2025
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author Sam, Dylan
Robey, Alexander
Zou, Andy
Fredrikson, Matt
Kolter, J. Zico
author_facet Sam, Dylan
Robey, Alexander
Zou, Andy
Fredrikson, Matt
Kolter, J. Zico
contents As language models are increasingly deployed as autonomous agents in high-stakes settings, ensuring that they reliably follow user-defined rules has become a critical safety concern. To this end, we study whether language models exhibit contextual robustness, or the capability to adhere to context-dependent safety specifications. For this analysis, we develop a benchmark (PasswordEval) that measures whether language models can correctly determine when a user request is authorized (i.e., with a correct password). We find that current open- and closed-source models struggle with this seemingly simple task, and that, perhaps surprisingly, reasoning capabilities do not generally improve performance. In fact, we find that reasoning traces frequently leak confidential information, which calls into question whether reasoning traces should be exposed to users in such applications. We also scale the difficulty of our evaluation along multiple axes: (i) by adding adversarial user pressure through various jailbreaking strategies, and (ii) through longer multi-turn conversations where password verification is more challenging. Overall, our results suggest that current frontier models are not well-suited to handling confidential information, and that reasoning capabilities may need to be trained in a different manner to make them safer for release in high-stakes settings.
format Preprint
id arxiv_https___arxiv_org_abs_2508_19980
institution arXiv
publishDate 2025
record_format arxiv
spellingShingle Evaluating Language Model Reasoning about Confidential Information
Sam, Dylan
Robey, Alexander
Zou, Andy
Fredrikson, Matt
Kolter, J. Zico
Machine Learning
As language models are increasingly deployed as autonomous agents in high-stakes settings, ensuring that they reliably follow user-defined rules has become a critical safety concern. To this end, we study whether language models exhibit contextual robustness, or the capability to adhere to context-dependent safety specifications. For this analysis, we develop a benchmark (PasswordEval) that measures whether language models can correctly determine when a user request is authorized (i.e., with a correct password). We find that current open- and closed-source models struggle with this seemingly simple task, and that, perhaps surprisingly, reasoning capabilities do not generally improve performance. In fact, we find that reasoning traces frequently leak confidential information, which calls into question whether reasoning traces should be exposed to users in such applications. We also scale the difficulty of our evaluation along multiple axes: (i) by adding adversarial user pressure through various jailbreaking strategies, and (ii) through longer multi-turn conversations where password verification is more challenging. Overall, our results suggest that current frontier models are not well-suited to handling confidential information, and that reasoning capabilities may need to be trained in a different manner to make them safer for release in high-stakes settings.
title Evaluating Language Model Reasoning about Confidential Information
topic Machine Learning
url https://arxiv.org/abs/2508.19980