Lessons from Penetration Tests on Large-Scale Agent Systems
Authors: Kevin Eykholt, Dhilung Kirat, Xiaokui Shu, Jiyong Jang, Frederico Araujo, Ian Molloy
Organizations: IBM Research
Abstract
As AI systems gain increasing autonomy and execution capability, the number of discovered security vulnerabilities continues to rise. However, many of these vulnerabilities are not fundamentally novel, but instead reflect recurring classes of weaknesses long observed in prior computing systems. Execution-capable AI agents are effectively unbounded, self-modifying programs that interact extensively with multiple layers of the computing stack. This broad interaction surface imposes a significant security burden on developers, who must reason about and secure complex cross-layer behaviors. Prior research has primarily focused on vulnerabilities in open-source agents and agent frameworks. In contrast, it remains unclear whether proprietary agent systems -- developed under stricter coding standards and formal review processes -- exhibit similar security weaknesses. In this paper, we present findings from two penetration tests conducted in 2025 against proprietary agent products and evaluate whether the security posture of AI agents has improved since these assessments.
Traditional pentesting uses reconnaissance at each step to uncover unseen weaknesses, build stronger attacks, and advance the objective; we argue that AI agents require the same treatment. We formalize agent reconnaissance by modeling the process and identifying the knowledge assets it seeks to extract: what they are, how they are used, and which agent weaknesses they exploit to give adversaries leverage in indirect prompt injection attacks. We instantiate these insights in Know Your Agent (KYA), a framework that automates black-box, reconnaissance-driven pentesting by probing agents, building target profiles, and using those profiles to craft stronger attacks. We evaluate KYA on agent-security benchmarks and a real-world coding agent, and release KYA, its benchmarks, and baseline implementations for reproducibility.
We take the position that agent security must be approached as a systems problem: the AI model powering the agent must be treated as an untrusted component, and security invariants must be enforced at the system level. Through this lens, efforts to increase model robustness (the dominant viewpoint in the community) are insufficient on their own. Instead, we must complement existing efforts with techniques from the systems security domain. Based on our experience as cybersecurity researchers in operating systems, networks, formal methods, and adversarial machine learning, we articulate a set of core principles, grounded in decades of systems security research, that provide a foundation for designing agentic systems with predictable guarantees. As evidence, we analyze eleven representative real-world attacks on agents and discuss how systems principles, if realized, could have prevented these attacks. We also identify the research challenges that stand in the way of implementing these principles in agents.
Mihai Christodorescu, Earlence Fernandes, Ashish Hooda +11
The benchmarks used to evaluate AI agents in security-critical roles suffer from crucial weaknesses. Building on recent empirical evidence, we characterize three core challenges that undermine security evaluations: benchmark vulnerabilities, temporal staleness, and runtime uncertainty. We then outline practical directions toward building more robust and trustworthy evaluation frameworks.