Red-Teaming the Agentic Red-Team

Computer Science > Cryptography and Security [Submitted on 23 Jun 2026] Red-Teaming the Agentic Red-Team Dario Pasquini, Michal Bazyli, Taras Fedynyshyn, Artem Sorokin The use of agentic systems to perform offensive security operations has moved from a theoretical possibility to a commoditized capability. However, while the community has focused on creating more and more capable agents, less attention has been allocated to assessing the security of those systems. In this work, we present the first in-depth security analysis of the most widely used agentic systems for offensive security operations. We show that most of these tools share common design flaws that enable an active adversary to exfiltrate API keys, establish persistent footholds, and fully compromise the operator's machine, even when the agent operates inside a sandboxed container. To support our analysis, we introduce a full cyber kill chain for such agentic systems, capturing the progression from initial LLM manipulation to lateral movement, persistence, guardrail bypass, and sandbox escape. Building on our security analysis, we derive a robust architecture for agentic offensive-security tools and propose actionable, broadly applicable design principles that mitigate the disclosed attack paths at the architectural level. Comments: v0.1 Subjects: Cryptography and Security (cs.CR); Artificial Intelligence (cs.AI) Cite as: arXiv:2606.24496 [cs.CR]   (or arXiv:2606.24496v1 [cs.CR] for this version)   https://doi.org/10.48550/arXiv.2606.24496 Focus to learn more Submission history From: Dario Pasquini [view email] [v1] Tue, 23 Jun 2026 12:27:58 UTC (56 KB) Access Paper: HTML (experimental) view license Current browse context: cs.CR < prev   |   next > new | recent | 2026-06 Change to browse by: cs cs.AI References & Citations NASA ADS Google Scholar Semantic Scholar Export BibTeX Citation Bookmark Bibliographic Tools Bibliographic and Citation Tools Bibliographic Explorer Toggle Bibliographic Explorer (What is the Explorer?) Connected Papers Toggle Connected Papers (What is Connected Papers?) Litmaps Toggle Litmaps (What is Litmaps?) scite.ai Toggle scite Smart Citations (What are Smart Citations?) Code, Data, Media Demos Related Papers About arXivLabs Which authors of this paper are endorsers? | Disable MathJax (What is MathJax?)