MultiChallenge: A Realistic Multi-Turn Conversation Evaluation Benchmark Challenging to Frontier LLMs

We present MultiChallenge, a pioneering benchmark evaluating large language models (LLMs) on conducting multi-turn conversations with human users, a crucial yet underexamined capability for their applications. MultiChallenge identifies four categories of challenges in multi-turn conversations that are not only common and realistic among current human-LLM interactions, but are also challenging to all current frontier LLMs. All 4 challenges require accurate instruction-following, context allocation, and in-context reasoning at the same time. We also develop LLM as judge with instance-level rubrics to facilitate an automatic evaluation method with fair agreement with experienced human raters. Despite achieving near-perfect scores on existing multi-turn evaluation benchmarks, all frontier models have less than 50% accuracy on MultiChallenge, with the top-performing Claude 3.5 Sonnet (June 2024) achieving just a 41.4% average accuracy.

LLM Defenses Are Not Robust to Multi-Turn Human Jailbreaks Yet

Recent large language model (LLM) defenses have greatly improved models' ability to refuse harmful queries, even when adversarially attacked. However, LLM defenses are primarily evaluated against automated adversarial attacks in a single turn of conversation, an insufficient threat model for real-world malicious use. We demonstrate that multi-turn human jailbreaks uncover significant vulnerabilities, exceeding 70% attack success rate (ASR) on HarmBench against defenses that report single-digit ASRs with automated single-turn attacks. Human jailbreaks also reveal vulnerabilities in machine unlearning defenses, successfully recovering dual-use biosecurity knowledge from unlearned models. We compile these results into Multi-Turn Human Jailbreaks (MHJ), a dataset of 2,912 prompts across 537 multi-turn jailbreaks. We publicly release MHJ alongside a compendium of jailbreak tactics developed across dozens of commercial red teaming engagements, supporting research towards stronger LLM defenses.