EvoFlint: An Evolutionary Atlas of Multi-Turn LLM Vulnerabilities
Feitong Qiao, Liren Peng, Shiming Ren, Aishwarya Jadhav, Arghavan Bahadorinejad, Marinette Chen, Muhan Zhang, Abdulaziz Suria, Gennevi Lu, Anish Das Sarma
Abstract
Frontier language models that refuse harmful single-turn prompts often comply when the same intent is reached gradually over many turns, making multi-turn attacks one of the least understood failure modes of large language models. Most automated red-teaming methods treat this as a generation problem: produce attacks that break the model. We argue it is better framed as a search problem: discover, organize, and iteratively refine a diverse archive of attack strategies, producing a structured map of how a target model fails rather than a list of one-off successes. We introduce EvoFlint, which applies evolutionary quality-diversity search to multi-turn red-teaming. Attack strategies are phased conversation plans, not raw prompts, and are evolved through LLM-driven mutation and crossover. A Pareto fitness over attack success rate and peak severity preserves selection signal from near-miss attacks. A risk-indexed archive runs novelty search with local competition over strategy description embeddings inside each cell, maintaining diversity without committing to a predefined style taxonomy. A generation-level memory accumulates target-model insights across the population and feeds them back into strategy generation. On the HarmBench-test split, EvoFlint reaches attack success rates of 35.8% on Claude Sonnet 4.6, 59.7% on GPT-5.4, and 94.3% on Qwen3-32B, alongside 98.7% on the older GPT-4o included as a baseline reference. The resulting archive, organized by risk category, exposes for each target which categories of harm its safety training has and has not covered.