LLM Red Teaming

As large language model (LLM)-based agents increasingly participate in online discourse, red-teaming their capacity to support political influence campaigns is critical for information integrity. In pursuit of this goal, we focus on locally deployed open-source LLMs, as opposed to frontier API-only models, given their superior alignment with the operational constraints of privacy-conscious malicious actors deployed in social media environments. We introduce an empirical red-teaming framework for measuring LLM Overton Windows (OWs), defined as the range of political opinions a model can reliably express on controversial topics, and for quantifying how simple natural-language jailbreaks expand that range. We evaluate more than 30 LLMs spanning 10 model families and five countries of origin. We find systematic asymmetries in political expressivity: open-source LLMs are typically more willing to generate left-leaning social media content, OWs tend to contract inversely to model size, and regional differences are substantial despite uneven representation in the open-source ecosystem. Jailbreak potency also varies sharply across model families, motivating a workflow for identifying effective combinations of jailbreak techniques. Taken together, our results establish a practical framework for auditing the political steerability of open-source LLMs and for helping future researchers design stronger countermeasures against LLM-enabled influence campaigns.

Large language models remain vulnerable to adversarial prompts that elicit harmful outputs. Existing safety paradigms typically couple red-teaming and post-training in a closed, policy-centric loop, causing attack discovery to suffer from rapid saturation and limiting the exposure of novel failure modes, while leaving defenses inefficient, rigid, and difficult to transfer across victim models. To this end, we propose EvoSafety, an LLM safety framework built around persistent, inspectable, and reusable external structures. For red teaming, EvoSafety equips the attack policy with an adversarial skill library, enabling continued vulnerability probing through simple library expansion after saturation, while supporting the evolution of adversarial vectors. For defense learning, EvoSafety replaces model-specific safety fine-tuning with a lightweight auxiliary defense model augmented with memory retrieval. This enables efficient, transferable, and model-agnostic safety improvements, while allowing robustness to be enhanced solely through memory updates. With a single training procedure, the defense policy can operate in both Steer and Guard modes: the former activates the victim model's intrinsic defense mechanisms, while the latter directly filters harmful inputs. Extensive experiments demonstrate the superiority of EvoSafety: in Guard mode, it achieves a 99.61% defense success rate, outperforming Qwen3Guard-8B by 14.13% with only 37.5% of its parameters, while preserving reasoning performance on benign queries. Warning: This paper contains potentially harmful text.

Red teaming is critical for uncovering vulnerabilities in Large Language Models (LLMs). While automated methods have improved scalability, existing approaches often rely on static heuristics or stochastic search, rendering them brittle against advanced safety alignment. To address this, we introduce Metis, a framework that reformulates jailbreaking as inference-time policy optimization within an adversarial Partially Observable Markov Decision Process (POMDP). Metis employs a self-evolving metacognitive loop to perform causal diagnosis of a target's defense logic and leverages structured feedback as a semantic gradient to refine its policy, offering enhanced interpretability through transparent reasoning traces. Extensive evaluations across 10 diverse models demonstrate that Metis achieves the strongest average Attack Success Rate (ASR) among compared methods at 89.2%, maintaining high efficacy on resilient frontier models (e.g., 76.0% on O1 and 78.0% on GPT-5-chat) where traditional baselines exhibit substantial performance degradation. By replacing redundant exploration with directed optimization, Metis reduces token costs by an average of 8.2x and up to 11.4x. Our analysis reveals that current defenses remain vulnerable to internally-steered, closed-loop reasoning trajectories under the tested settings, highlighting a critical need for next-generation defenses capable of reasoning about safety dynamically during inference.

Large Language Models (LLMs) are increasingly deployed as autonomous agents that execute tool-augmented, multi-step tasks, where latency is a critical factor for real-world applications. Yet an overlooked threat is Reasoning-Level Denial-of-Service (R-DoS), in which an attacker preserves task correctness but degrades availability by inflating an agent's reasoning depth or tool-use budget. We introduce OTora, the first unified, two-stage red-teaming framework for instantiating R-DoS attacks. Stage I optimizes an adversarial trigger that induces targeted tool invocations using insertion-aware scoring and dynamic target co-evolution, supporting both black-box and white-box settings. Stage II generates agent-aware reasoning payloads via an ICL-guided genetic search that amplifies overthinking while maintaining correct task outcomes. Across WebShop, Email, and OS agents built on multiple backbone models such as LLaMA-70B and GPT-OSS-120B, OTora achieves up to 10 times increases in reasoning tokens and order-of-magnitude latency slowdowns, all while preserving near-baseline task accuracy. Finally, we discuss mitigation strategies for detecting and constraining abnormal reasoning and latency spikes. The code is available at https://github.com/llm2409/OTora.

Modern LLM agents solve complex tasks by operating in iterative execution loops, where they repeatedly reason, act, and self-evaluate progress to determine when a task is complete. In this work, we show that while this self-directed loop facilitates autonomy, it also introduces a critical risk: by injecting malicious prompts into the agent's context, an adversary can distort the agent's termination judgment, making it believe the task remains incomplete and leading to unbounded computation.To understand this threat, we define and systematically characterize it as Termination Poisoning and design 10 representative attack strategies. Through a empirical study spanning 8 LLM agents and 60 tasks, we demonstrate that different LLM agents exhibit distinct behavioral signatures that determine which strategies succeed. These transferable patterns can serve as principled guidance for crafting effective attacks against previously unseen agents and tasks, enabling scalable red-teaming beyond manually designed templates. Building on these insights, we introduce LoopTrap, an automated red-teaming framework that synthesizes target-specific malicious prompts by exploiting agent behavioral tendencies. LoopTrap first constructs a behavioral profile of the target agent along four vulnerability dimensions via lightweight probing. It then performs adaptive trap synthesis, routing to the most effective strategy and selecting optimal injections via a self-scoring mechanism. Finally, successful traps are abstracted into a reusable skill library, while failed attempts are refined through self-reflection, ensuring continuous improvement. Extensive evaluation shows that LoopTrap achieves an average of 3.57$\times$ step amplification across 8 mainstream agents, with a peak of 25$\times$.

Recent developments in AI safety research have called for red-teaming methods that effectively surface potential risks posed by generative AI models, with growing emphasis on how red-teamers' backgrounds and perspectives shape their strategies and the risks they uncover. While automated red-teaming approaches promise to complement human red-teaming through larger-scale exploration, existing automated approaches do not account for human identities and rarely incorporate human inputs. In this work, we explore persona-driven red-teaming to advance both automated red-teaming and human-AI collaboration. We first develop PersonaTeaming Workflow, which incorporates personas into the adversarial prompt generation process to explore a wider spectrum of adversarial strategies. Compared to RainbowPlus, a state-of-the-art automated red-teaming method, PersonaTeaming Workflow achieves higher attack success rates while maintaining prompt diversity. However, since automated personas only approximate real human perspectives, we further instantiate PersonaTeaming Workflow as PersonaTeaming Playground, a user-facing interface that enables red-teamers to author their own personas and collaborate with AI to mutate and refine prompts. In a user study with 11 industry practitioners, we found that PersonaTeaming Playground enabled diverse red-teaming strategies and outputs that practitioners perceived as useful, and that AI-generated suggestions in the PersonaTeaming Playground encouraged out-of-the-box thinking even when practitioners did not follow them strictly. Together, our work advances both automated and human-in-the-loop approaches to red-teaming, while shedding light on interaction patterns and design insights for supporting human-AI collaboration in generative AI red-teaming.

AI systems are entering critical domains like healthcare, finance, and defense, yet remain vulnerable to adversarial attacks. While AI red teaming is a primary defense, current approaches force operators into manual, library-specific workflows. Operators spend weeks hand-crafting workflows - assembling attacks, transforms, and scorers. When results fall short, workflows must be rebuilt. As a result, operators spend more time constructing workflows than probing targets for security and safety vulnerabilities. We introduce an AI red teaming agent built on the open-source Dreadnode SDK. The agent creates workflows grounded in 45+ adversarial attacks, 450+ transforms, and 130+ scorers. Operators can probe multi-agent systems, multilingual, and multimodal targets, focusing on what to probe rather than how to implement it. We make three contributions: 1. Agentic interface. Operators describe goals in natural language via the Dreadnode TUI (Terminal User Interface). The agent handles attack selection, transform composition, execution, and reporting, letting operators focus on red teaming. Weeks compress to hours. 2. Unified framework. A single framework for probing traditional ML models (adversarial examples) and generative AI systems (jailbreaks), removing the need for separate libraries. 3. Llama Scout case study. We red team Meta Llama Scout and achieve an 85% attack success rate with severity up to 1.0, using zero human-developed code

Large language models (LLMs) remain vulnerable to jailbreak attacks that bypass safety alignment and elicit harmful responses. A growing body of work shows that contextual priming, where earlier turns covertly bias later replies, constitutes a powerful attack surface, with hand-crafted multi-turn scaffolds consistently outperforming single-turn manipulations on capable models. However, automated optimization-based red-teaming has remained largely limited to the single-turn setting, iterating over static prompts and lacking the ability to reason about which forms of conversational priming induce compliance. While recent multi-turn, search-based approaches have begun to bridge this gap, the mutator design space underlying effective primed dialogues remains largely unexplored. We present ContextualJailbreak, a black-box red-teaming strategy that performs evolutionary search over a simulated multi-turn primed dialogue. The strategy leverages a graded 0-5 harm score from a two-level judge as an in-loop signal, enabling partially harmful responses to guide the search process rather than being discarded. Search is driven by five semantically defined mutation operators: roleplay, scenario, expand, troubleshooting, and mechanistic, of which the last two are novel contributions of this work. Across 50 representative HarmBench behaviors, ContextualJailbreak achieves an ASR of 100% on gpt-oss:20B, 100% on qwen3-8B, 100% on llama3.1:70B, and 90% on gpt-oss:120B, outperforming four single- and multi-turn baselines by 31-96 percentage points on average. The 40 maximally harmful attacks discovered against gpt-oss:120B transfer without adaptation to closed frontier models, achieving 90.0% on gpt-4o-mini, 70.0% on gpt-5, and 70.0% on gemini-3-flash, but only 17.5% on claude-opus-4-7 and 15.0% on claude-sonnet-4-6, revealing a pronounced provider-level asymmetry in alignment robustness.

Large Language Model (LLM) Red-Teaming, which proactively identifies vulnerabilities of LLMs, is an essential process for ensuring safety. Finding effective and diverse attacks in red-teaming is important, but achieving both is challenging. Generative Flow Networks (GFNs) that perform distribution matching are promising methods, but they are notorious for training instability and mode collapse. In particular, unstable rewards in red-teaming accelerate mode collapse. We propose Stable-GFN (S-GFN), which eliminates partition function $Z$ estimation in GFN and reduces training instability. S-GFN avoids $Z$ estimation through pairwise comparisons and employs a robust masking methodology against noisy rewards. Additionally, we propose a fluency stabilizer to prevent the model from getting stuck in local optima that produce gibberish. S-GFN provides more stable training while maintaining the optimal policy of GFN. We demonstrate the overwhelming attack performance and diversity of S-GFN across various settings. Our code can be found in https://github.com/kmc0207/Stable-GFN.

Automated methods for red teaming LLMs are an important tool to identify LLM vulnerabilities that may not be covered in static benchmarks, allowing for more thorough probing. They can also adapt to each specific LLM to discover weaknesses unique to it. Most current automated red teaming methods are intended for tackling safety and content moderation. Thus, they make use of content safety models as evaluators and optimize for circumventing them, and as such, have not been tested with other adversarial intents not typically captured by these. We propose a pipeline for training a red teaming model that can generalize to arbitrary adversarial goals, including objectives it has not been directly trained on, and that does not depend on the existence of a pre-existing evaluator available at training time. We demonstrate that finetuning small models, such as Qwen3-8B, using this pipeline results in a substantial improvement in their ability to generate attacks for both in and out of domain adversarial goals.

Many approaches to LLM red-teaming leverage an attacker LLM to discover jailbreaks against a target. Several of them task the attacker with identifying effective strategies through trial and error, resulting in a semantically limited range of successes. Another approach discovers diverse attacks by combining crowdsourced harmful queries and tactics into instructions for the attacker, but does so at random, limiting effectiveness. This article introduces a novel framework, Adaptive Instruction Composition, that combines crowdsourced texts according to an adaptive mechanism trained to jointly optimize effectiveness with diversity. We use reinforcement learning to balance exploration with exploitation in a combinatorial space of instructions to guide the attacker toward diverse generations tailored to target vulnerabilities. We demonstrate that our approach substantially outperforms random combination on a set of effectiveness and diversity metrics, even under model transfer. Further, we show that it surpasses a host of recent adaptive approaches on Harmbench. We employ a lightweight neural contextual bandit that adapts to contrastive embedding inputs, and provide ablations suggesting that the contrastive pretraining enables the network to rapidly generalize and scale to the massive space as it learns.

Reinforcement Learning from Human Feedback (RLHF) is central to aligning Large Language Models (LLMs), yet it introduces a critical vulnerability: an imperfect Reward Model (RM) can become a single point of failure when it fails to penalize unsafe behaviors. While existing red-teaming approaches primarily target policy-level weaknesses, they overlook what we term systemic weaknesses cases where both the core LLM and the RM fail in tandem. We present ARES, a framework that systematically discovers and mitigates such dual vulnerabilities. ARES employs a ``Safety Mentor'' that dynamically composes semantically coherent adversarial prompts by combining structured component types (topics, personas, tactics, goals) and generates corresponding malicious and safe responses. This dual-targeting approach exposes weaknesses in both the core LLM and the RM simultaneously. Using the vulnerabilities gained, ARES implements a two-stage repair process: first fine-tuning the RM to better detect harmful content, then leveraging the improved RM to optimize the core model. Experiments across multiple adversarial safety benchmarks demonstrate that ARES substantially enhances safety robustness while preserving model capabilities, establishing a new paradigm for comprehensive RLHF safety alignment.

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.

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.