Multi-Turn Jailbreaks Are Simpler Than They Seem

While defenses against single-turn jailbreak attacks on Large Language Models (LLMs) have improved significantly, multi-turn jailbreaks remain a persistent vulnerability, often achieving success rates exceeding 70% against models optimized for single-turn protection. This work presents an empirical analysis of automated multi-turn jailbreak attacks across state-of-the-art models including GPT-4, Claude, and Gemini variants, using the StrongREJECT benchmark. Our findings challenge the perceived sophistication of multi-turn attacks: when accounting for the attacker's ability to learn from how models refuse harmful requests, multi-turn jailbreaking approaches are approximately equivalent to simply resampling single-turn attacks multiple times. Moreover, attack success is correlated among similar models, making it easier to jailbreak newly released ones. Additionally, for reasoning models, we find surprisingly that higher reasoning effort often leads to higher attack success rates. Our results have important implications for AI safety evaluation and the design of jailbreak-resistant systems. We release the source code at https://github.com/diogo-cruz/multi_turn_simpler

Alignment Under Pressure: The Case for Informed Adversaries When Evaluating LLM Defenses

Large language models (LLMs) are rapidly deployed in real-world applications ranging from chatbots to agentic systems. Alignment is one of the main approaches used to defend against attacks such as prompt injection and jailbreaks. Recent defenses report near-zero Attack Success Rates (ASR) even against Greedy Coordinate Gradient (GCG), a white-box attack that generates adversarial suffixes to induce attacker-desired outputs. However, this search space over discrete tokens is extremely large, making the task of finding successful attacks difficult. GCG has, for instance, been shown to converge to local minima, making it sensitive to initialization choices. In this paper, we assess the future-proof robustness of these defenses using a more informed threat model: attackers who have access to some information about the alignment process. Specifically, we propose an informed white-box attack leveraging the intermediate model checkpoints to initialize GCG, with each checkpoint acting as a stepping stone for the next one. We show this approach to be highly effective across state-of-the-art (SOTA) defenses and models. We further show our informed initialization to outperform other initialization methods and show a gradient-informed checkpoint selection strategy to greatly improve attack performance and efficiency. Importantly, we also show our method to successfully find universal adversarial suffixes -- single suffixes effective across diverse inputs. Our results show that, contrary to previous beliefs, effective adversarial suffixes do exist against SOTA alignment-based defenses, that these can be found by existing attack methods when adversaries exploit alignment knowledge, and that even universal suffixes exist. Taken together, our results highlight the brittleness of current alignment-based methods and the need to consider stronger threat models when testing the safety of LLMs.