Refusal training on Large Language Models (LLMs) prevents harmful outputs, yet this defense remains vulnerable to both automated and human-crafted jailbreaks. We present a novel LLM-as-red-teamer approach in which a human jailbreaks a refusal-trained LLM to make it willing to jailbreak itself or other LLMs. We refer to the jailbroken LLMs as $J_2$ attackers, which can systematically evaluate target models using various red teaming strategies and improve its performance via in-context learning from the previous failures. Our experiments demonstrate that Sonnet 3.5 and Gemini 1.5 pro outperform other LLMs as $J_2$, achieving 93.0% and 91.0% attack success rates (ASRs) respectively against GPT-4o (and similar results across other capable LLMs) on Harmbench. Our work not only introduces a scalable approach to strategic red teaming, drawing inspiration from human red teamers, but also highlights jailbreaking-to-jailbreak as an overlooked failure mode of the safeguard. Specifically, an LLM can bypass its own safeguards by employing a jailbroken version of itself that is willing to assist in further jailbreaking. To prevent any direct misuse with $J_2$, while advancing research in AI safety, we publicly share our methodology while keeping specific prompting details private.

For safety reasons, large language models (LLMs) are trained to refuse harmful user instructions, such as assisting dangerous activities. We study an open question in this work: does the desired safety refusal, typically enforced in chat contexts, generalize to non-chat and agentic use cases? Unlike chatbots, LLM agents equipped with general-purpose tools, such as web browsers and mobile devices, can directly influence the real world, making it even more crucial to refuse harmful instructions. In this work, we primarily focus on red-teaming browser agents, LLMs that manipulate information via web browsers. To this end, we introduce Browser Agent Red teaming Toolkit (BrowserART), a comprehensive test suite designed specifically for red-teaming browser agents. BrowserART is consist of 100 diverse browser-related harmful behaviors (including original behaviors and ones sourced from HarmBench [Mazeika et al., 2024] and AirBench 2024 [Zeng et al., 2024b]) across both synthetic and real websites. Our empirical study on state-of-the-art browser agents reveals that, while the backbone LLM refuses harmful instructions as a chatbot, the corresponding agent does not. Moreover, attack methods designed to jailbreak refusal-trained LLMs in the chat settings transfer effectively to browser agents. With human rewrites, GPT-4o and o1-preview-based browser agents attempted 98 and 63 harmful behaviors (out of 100), respectively. We publicly release BrowserART and call on LLM developers, policymakers, and agent developers to collaborate on improving agent safety