LLMail-Inject: A Dataset from a Realistic Adaptive Prompt Injection Challenge

LLMs see the world as a single stream of text, partitioned into roles like <user> or <tool>. We trace prompt injection to role confusion: models perceive the source of text from how it sounds, not its labeled role. A command hidden in a webpage hijacks an agent simply because it sounds like <user> text, despite its <tool> label. We design role probes to measure how LLMs internally perceive "who is speaking," and find that injected text occupies the same representational space as the trusted role it imitates. We demonstrate this with CoT Forgery, a zero-shot attack that injects fabricated reasoning into user prompts and tool outputs. Models mistake the forgery for their own thoughts, yielding 60% attack success against frontier models with near-zero baselines. Strikingly, the degree of role confusion predicts attack success before a single token is generated. This mechanism generalizes beyond CoT Forgery to standard agent prompt injections, revealing prompt injection as a measurable consequence of role perception. To the model, sounding like a role is indistinguishable from being one. Project page and writeup: https://role-confusion.github.io

Indirect prompt injection poses a critical threat to LLM agents that interact with untrusted external data, yet automated attack methods--proven effective for jailbreaking--remain underexplored in realistic agentic settings. We present a comprehensive empirical evaluation of automated prompt injection attacks against LLM agents, adapting both white-box (GCG) and black-box (TAP) methods to the agentic setting within the AgentDojo framework. We evaluate across 80 task pairs spanning four domains and multiple models, and find that black-box optimization substantially outperforms gradient-based methods, a gap we attribute to GCG's optimization instability under reasonable compute budgets. We also find that TAP's effectiveness depends on the attacker model, as both general capability and safety tuning affect attack success--stronger models produce more effective injections, while safety-tuned attackers can refuse to generate adversarial prompts. Task-universal attacks transfer effectively to unseen tasks and out-of-distribution domains, but attacks optimized on smaller open-source models do not transfer to frontier models like GPT-5. These findings highlight automated prompt injection as a credible but model-dependent threat, with significant barriers remaining for model-agnostic exploitation.

LLMs are vulnerable to prompt injection attacks. However, this vulnerability has been primarily demonstrated conceptually in academic studies or through a few anecdotal case studies. Its prevalence and impact in real-world LLM-based applications are largely unexplored. In this work, we present the first systematic study of prompt-injection attacks in a widely used application: LLM-based resume screening. Our analysis is based on approximately 200K real-world resumes collected over multiple years by hireEZ. We first design tailored methods to detect prompt injection in resumes. Manual validation on a small-scale dataset demonstrates that our detectors achieve high precision and outperform state-of-the-art general-purpose detectors. We then apply our detector to the full resume dataset and conduct a comprehensive measurement study of real-world prompt injection attacks. Our analysis reveals several intriguing findings: approximately 1% of resumes contain hidden prompt injections; the prevalence of such injected resumes has increased noticeably over the past one to two years; and more than 90% of injected prompts do not use explicit instructions. These results provide the first evidence of large-scale prompt injection in real-world LLM-based applications and lay the groundwork for future studies to understand and mitigate such attacks.