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Vincent Abruzzo

Publications and source records attributed to Vincent Abruzzo.

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ScopeJudge: Cost-Aware Pre-Execution Gating for Offensive Security Agents

As LLM agents take on offensive security work, a single out-of-scope tool call can breach a client's engagement boundary, disrupt production, or void a bug-bounty finding. Unlike a fixed safety policy, the boundary that matters is declared in the user's request and must be inferred from intent. That challenge is sharpened by the adversarial nature of offensive security: the same tool call is in or out of scope depending not on the action itself but on the target it touches and the context in which it runs, which no fixed policy can enumerate in advance. We study pre-execution gating: a cheap, trusted LLM judge inspects each call proposed by a strong, swappable agent, and accepts or rejects it before it runs. We introduce ScopeJudge, a benchmark of 4,897 tool calls (7.7% scope violations) from agent trajectories on tasks engineered to tempt agents out of scope and labeled at the call level by professional penetration testers, with substantial inter-grader agreement (Fleiss kappa = 0.64) that sets an expert agreement reference point of F1 = 0.78. We evaluate eight judge models under five transcript strategies, varying how much context the judge sees, from the static policy alone to the full raw transcript, and chart the resulting cost-accuracy Pareto frontier. We find that a static policy is structurally insufficient for scope enforcement: blind to the user's request, judge recall collapses to near zero, confirming that scope lives in the request and that request-conditioned monitoring is necessary. Because a missed violation costs more than a spurious rejection, we report precision, recall, and F1 separately and recommend two operating points: a cost-sensitive configuration and a recall-first one for high-stakes deployments. We release the ScopeJudge dataset to support real-time monitoring and scalable oversight of autonomous security agents.

cs.CR

PentestJudge: Judging Agent Behavior Against Operational Requirements

We introduce PentestJudge, a system for evaluating the operations of penetration testing agents. PentestJudge is a large language model (LLM)-as-judge with access to tools that allow it to consume arbitrary trajectories of agent states and tool call history to determine whether a security agent's actions meet certain operating criteria that would be impractical to evaluate programmatically. We develop rubrics that use a tree structure to hierarchically collapse the penetration testing task for a particular environment into smaller, simpler, and more manageable sub-tasks and criteria until each leaf node represents simple yes-or-no criteria for PentestJudge to evaluate. Task nodes are broken down into different categories related to operational objectives, operational security, and tradecraft. LLM-as-judge scores are compared to human domain experts as a ground-truth reference, allowing us to compare their relative performance with standard binary classification metrics, such as F1 scores. We evaluate several frontier and open-source models acting as judge agents, with the best model reaching an F1 score of 0.83. We find models that are better at tool-use perform more closely to human experts. By stratifying the F1 scores by requirement type, we find even models with similar overall scores struggle with different types of questions, suggesting certain models may be better judges of particular operating criteria. We find that weaker and cheaper models can judge the trajectories of pentests performed by stronger and more expensive models, suggesting verification may be easier than generation for the penetration testing task. We share this methodology to facilitate future research in understanding the ability of judges to holistically and scalably evaluate the process quality of AI-based information security agents so that they may be confidently used in sensitive production environments.

cs.AI