Rethinking How to Evaluate Language Model Jailbreak
On the map: LLM reasoning → Reasoning for agents, planning and code
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Abstract (arXiv)
Large language models (LLMs) have become increasingly integrated with various applications. To ensure that LLMs do not generate unsafe responses, they are aligned with safeguards that specify what content is restricted. However, such alignment can be bypassed to produce prohibited content using a technique commonly referred to as jailbreak. Different systems have been proposed to perform the jailbreak automatically. These systems rely on evaluation methods to determine whether a jailbreak attempt is successful. However, our analysis reveals that current jailbreak evaluation methods have two limitations. (1) Their objectives lack clarity and do not align with the goal of identifying unsafe responses. (2) They oversimplify the jailbreak result as a binary outcome, successful or not. In this paper, we propose three metrics, safeguard violation, informativeness, and relative truthfulness, to evaluate language model jailbreak. Additionally, we demonstrate how these metrics correlate with the goal of different malicious actors. To compute these metrics, we introduce a multifaceted approach that extends the natural language generation evaluation method after preprocessing the response. We evaluate our metrics on a benchmark dataset produced from three malicious intent datasets and three jailbreak systems. The benchmark dataset is labeled by three annotators. We compare our multifaceted approach with three existing jailbreak evaluation methods. Experiments demonstrate that our multifaceted evaluation outperforms existing methods, with F1 scores improving on average by 17% compared to existing baselines. Our findings motivate the need to move away from the binary view of the jailbreak problem and incorporate a more comprehensive evaluation to ensure the safety of the language model.
Key facts. Cited by 12 papers in the map (data through 14 Oct 2026). Placed in Reasoning for agents, planning and code, one of 17 directions in LLM reasoning. Builds on 0 of its 51 references that are in the map. First posted on arXiv 9 Apr 2024.
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Citing papers per year: 2024: 5; 2025: 6; 2026: 1.
12 papers.
- 2024Don't Say No: Jailbreaking LLM by Suppressing Refusalcited by 56
- 2024JAILJUDGE: A Comprehensive Jailbreak Judge Benchmark with Multi-Agent Enhanced Explanation Evaluation Frameworkcited by 47
- 2024SHIELD: Evaluation and Defense Strategies for Copyright Compliance in LLM Text Generationcited by 34
- 2025The Scales of Justitia: A Comprehensive Survey on Safety Evaluation of LLMscited by 26
- 2024AutoJailbreak: Exploring Jailbreak Attacks and Defenses through a Dependency Lenscited by 14
- 2025Unlearning That Lasts: Utility-Preserving, Robust, and Almost Irreversible Forgetting in LLMscited by 11
- 2025Toward Safer Diffusion Language Models: Discovery and Mitigation of Priming Vulnerabilitycited by 10
- 2025From ASR to ASP: Evaluating Prompt Attack Vulnerabilities Against Open-Source LLMscited by 6
- 2025Beyond Jailbreaks: Revealing Stealthier and Broader LLM Security Risks Stemming from Alignment Failurescited by 3
- 2025LLM in the Middle: A Systematic Review of Threats and Mitigations to Real-World LLM-based Systemscited by 1
- 2026When Scanners Lie: Evaluator Instability in LLM Red-Teamingcited by 1
- 2024Knowledge-to-Jailbreak: Investigating Knowledge-driven Jailbreaking Attacks for Large Language Modelscited by 0
- 2026When Scanners Lie: Evaluator Instability in LLM Red-Teaming15 Mar 2026
- 2025Toward Safer Diffusion Language Models: Discovery and Mitigation of Priming Vulnerability1 Oct 2025
- 2025LLM in the Middle: A Systematic Review of Threats and Mitigations to Real-World LLM-based Systems12 Sep 2025
- 2025Unlearning That Lasts: Utility-Preserving, Robust, and Almost Irreversible Forgetting in LLMs2 Sep 2025
- 2025Beyond Jailbreaks: Revealing Stealthier and Broader LLM Security Risks Stemming from Alignment Failures9 Jun 2025
- 2025The Scales of Justitia: A Comprehensive Survey on Safety Evaluation of LLMs6 Jun 2025
- 2025From ASR to ASP: Evaluating Prompt Attack Vulnerabilities Against Open-Source LLMs20 May 2025
- 2024JAILJUDGE: A Comprehensive Jailbreak Judge Benchmark with Multi-Agent Enhanced Explanation Evaluation Framework11 Oct 2024
- 2024SHIELD: Evaluation and Defense Strategies for Copyright Compliance in LLM Text Generation18 Jun 2024
- 2024Knowledge-to-Jailbreak: Investigating Knowledge-driven Jailbreaking Attacks for Large Language Models17 Jun 2024
- 2024AutoJailbreak: Exploring Jailbreak Attacks and Defenses through a Dependency Lens6 Jun 2024
- 2024Don't Say No: Jailbreaking LLM by Suppressing Refusal25 Apr 2024
Similar, not cited
Close in wording, no citation either way
- 2024Characterizing and Evaluating the Reliability of LLMs against Jailbreak Attacks
- 2024JailbreakEval: An Integrated Toolkit for Evaluating Jailbreak Attempts Against Large Language Models
- 2026JailMeter: An Evidence-Based Evaluation Framework for Jailbreak Attacks on Large Language Models
- 2024A Comprehensive Study of Jailbreak Attack versus Defense for Large Language Models
- 2024"Not Aligned" is Not "Malicious": Being Careful about Hallucinations of Large Language Models' Jailbreak
- 2024AttackEval: How to Evaluate the Effectiveness of Jailbreak Attacking on Large Language Models
- 2025GuidedBench: Measuring and Mitigating the Evaluation Discrepancies of In-the-wild LLM Jailbreak Methods
- 2025GuardVal: Dynamic Large Language Model Jailbreak Evaluation for Comprehensive Safety Testing