Red-Teaming

While prior red-teaming efforts have focused on eliciting harmful text outputs from large language models (LLMs), such approaches fail to capture agent-specific vulnerabilities that emerge through multi-step tool execution, particularly in rapidly growing ecosystems such as the Model Context Protocol (MCP). To address this gap, we propose a trajectory-aware evolutionary search method, T-MAP, which leverages execution trajectories to guide the discovery of adversarial prompts. Our approach enables the automatic generation of attacks that not only bypass safety guardrails but also reliably realize harmful objectives through actual tool interactions. Empirical evaluations across diverse MCP environments demonstrate that T-MAP substantially outperforms baselines in attack realization rate (ARR) and remains effective against frontier models, including GPT-5.2, Gemini-3-Pro, Qwen3.5, and GLM-5, thereby revealing previously underexplored vulnerabilities in autonomous LLM agents. Code is available at https://github.com/pwnhyo/T-MAP.

Existing LLM safety evaluations rely on binary attack-success rates and domain-agnostic taxonomies, leaving regulated Banking, Financial Services, and Insurance (BFSI) deployments exposed to failures elicited through legally or professionally plausible framing. We introduce RAHS (Risk-Adjusted Harm Score), a risk-sensitive metric jointly capturing disclosure severity, disclaimer mitigation, and inter-judge agreement, and FinRedTeamBench, a 989-prompt benchmark spanning seven BFSI risk areas and 34 sub-categories mapped to regulatory frameworks. Evaluation uses an ensemble of three heterogeneous LLM judges, validated against human experts, and an adaptive multi-turn red-teaming pipeline. On nine open-weight models, RAHS preserves separation under near-ceiling ASR, ranking is stable under hyperparameter sweeps, and multi-turn pressure drives not only more jailbreaks but more operationally severe disclosures, exposing failure modes that single-turn, domain-agnostic evaluations cannot reveal.

Red-teaming is becoming a central part of large language model (LLM) safety evaluation, yet current practice still relies heavily on expert-written prompts or fixed benchmark suites. This creates a gap between what is easy to test and what deployed models can actually do: failures may be rare, context-sensitive, and distributed across many threat categories. We study automated red-teaming as a constrained adversarial search problem and introduce a learning-driven framework that couples category-aware attack generation with hierarchical vulnerability detection. The method starts from curated safety seeds, expands them through meta-prompt-guided and evolutionary search, and scores the resulting prompt--response pairs with lexical, semantic, and behavioral detectors. Across six threat categories on GPT-OSS-20B, the framework discovers 47 validated vulnerabilities, including 21 high-severity cases and 12 novel attack patterns. Under matched query budgets, it achieves a 3.9$\times$ higher discovery rate than manual expert red-teaming while maintaining 89% detection accuracy and full category coverage. Ablations show that the gains do not come from more prompts alone: diversity constraints prevent template collapse, coverage constraints prevent category blind spots, and semantic detection recovers failures missed by lexical rules. These results suggest that red-teaming can be made more scalable and reproducible when treated as adaptive search rather than as a static checklist.

Coding agents powered by large language models are becoming central modules of modern IDEs, helping users perform complex tasks by invoking tools. While powerful, tool invocation opens a substantial attack surface. Prior work has demonstrated attacks against general-purpose and domain-specific agents, but none have focused on the security risks of tool invocation in coding agents. To fill this gap, we conduct the first systematic red-teaming of six popular real-world coding agents: Cursor, Claude Code, Copilot, Windsurf, Cline, and Trae. Our red-teaming proceeds in two phases. In Phase 1, we perform prompt leakage reconnaissance to recover system prompts. We discover a general vulnerability, ToolLeak, which allows malicious prompt exfiltration through benign argument retrieval during tool invocation. In Phase 2, we hijack the agent's tool-invocation behavior using a novel two-channel prompt injection in the tool description and return values, achieving remote code execution (RCE). We adaptively construct payloads using security information leaked in Phase 1. In emulation across five backends, our method outperforms baselines on Claude-Sonnet-4, Claude-Sonnet-4.5, Grok-4, and GPT-5. On real agents, our approach succeeds on 19 of 25 agent-LLM pairs, achieving leakage on every agent using Claude and Grok backends. For tool-invocation hijacking, we obtain RCE on every tested agent-LLM pair, with our two-channel method delivering the highest success rate. We provide case studies on Cursor and Claude Code, analyze security guardrails of external and built-in tools, and conclude with practical defense recommendations.

Large language models (LLMs) are increasingly used to answer health-related questions and support healthcare workflows, yet evidence for their safety still relies heavily on static benchmarks that can rapidly become obsolete or be optimized against. Here we introduce a Dynamic, Automatic, and Systematic (DAS) red-teaming audit framework that continuously stress-tests LLMs for health across four safety-critical axes: robustness, privacy, bias/fairness, and hallucination/factual inaccuracies. Validated against board-certified clinicians with high concordance, a suite of adversarial agents autonomously mutates health-related test cases to uncover vulnerabilities in real time. Applying DAS to 15 proprietary and open-source LLMs revealed a profound gap between high static benchmark performance and low dynamic reliability--the "Benchmarking Gap". Despite median MedQA accuracy exceeding 80%, 94% of previously correct answers failed under dynamic robustness testing. This brittleness generalized to the realistic, open-ended HealthBench dataset, where top-tier models exhibited failure rates exceeding 70% and sharp shifts in model rankings across evaluations, suggesting that high scores on established static benchmarks may reflect superficial memorization. We observed similarly high failure rates across other domains: privacy leaks were elicited in 86% of scenarios, cognitive-bias priming altered recommendations in 81% of fairness tests, and hallucination rates exceeded 74% in widely used models. By converting LLM safety evaluation for health from a static checklist into a living adversarial audit, DAS provides a scalable framework for surfacing latent risks before such systems are deployed in consumer-facing health assistants, clinician-facing tools, and broader healthcare workflows. Code is available at https://github.com/JZPeterPan/DAS-Medical-Red-Teaming-Agents.

Large Language Models (LLMs) for code generation (i.e., Code LLMs) have demonstrated impressive capabilities in AI-assisted software development and testing. However, recent studies have shown that these models are prone to generating vulnerable or even malicious code under adversarial settings. Existing red-teaming approaches rely on extensive human effort, limiting their scalability and practicality, and generally overlook the interactive nature of real-world AI-assisted programming, which often unfolds over multiple turns. To bridge these gaps, we present RedCoder, a red-teaming agent that engages victim models in multi-turn conversation to elicit vulnerable code. The pipeline to construct RedCoder begins with a multi-agent gaming process that simulates adversarial interactions, yielding a set of prototype conversations and an arsenal of reusable attack strategies. We then fine-tune an LLM on these prototype conversations to serve as the backbone of RedCoder. Once deployed, RedCoder autonomously engages Code LLMs in multi-turn conversations, dynamically retrieving relevant strategies from the arsenal to steer the dialogue toward vulnerability-inducing outputs. Experiments across multiple Code LLMs show that our approach outperforms prior single-turn and multi-turn red-team methods in inducing vulnerabilities in code generation, offering a scalable and effective tool for evaluating the security boundaries of modern code-generation systems.

Red-teaming, or identifying prompts that elicit harmful responses, is a critical step in ensuring the safe and responsible deployment of large language models (LLMs). Developing effective protection against many modes of attack prompts requires discovering diverse attacks. Automated red-teaming typically uses reinforcement learning to fine-tune an attacker language model to generate prompts that elicit undesirable responses from a target LLM, as measured, for example, by an auxiliary toxicity classifier. We show that even with explicit regularization to favor novelty and diversity, existing approaches suffer from mode collapse or fail to generate effective attacks. As a flexible and probabilistically principled alternative, we propose to use GFlowNet fine-tuning, followed by a secondary smoothing phase, to train the attacker model to generate diverse and effective attack prompts. We find that the attacks generated by our method are effective against a wide range of target LLMs, both with and without safety tuning, and transfer well between target LLMs. Finally, we demonstrate that models safety-tuned using a dataset of red-teaming prompts generated by our method are robust to attacks from other RL-based red-teaming approaches.