{"paper":{"title":"PentestJudge: Judging Agent Behavior Against Operational Requirements","license":"http://creativecommons.org/licenses/by-sa/4.0/","headline":"","cross_cats":["cs.CR"],"primary_cat":"cs.AI","authors_text":"Max Harley, Michael Kouremetis, Shane Caldwell, Vincent Abruzzo, Will Pearce","submitted_at":"2025-08-04T21:52:50Z","abstract_excerpt":"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"},"claims":{"count":0,"items":[],"snapshot_sha256":"258153158e38e3291e3d48162225fcdb2d5a3ed65a07baac614ab91432fd4f57"},"source":{"id":"2508.02921","kind":"arxiv","version":1},"verdict":{"id":null,"model_set":{},"created_at":null,"strongest_claim":"","one_line_summary":"","pipeline_version":null,"weakest_assumption":"","pith_extraction_headline":""},"integrity":{"clean":true,"summary":{"advisory":0,"critical":0,"by_detector":{},"informational":0},"endpoint":"/pith/2508.02921/integrity.json","findings":[],"available":true,"detectors_run":[],"snapshot_sha256":"c28c3603d3b5d939e8dc4c7e95fa8dfce3d595e45f758748cecf8e644a296938"},"references":{"count":0,"sample":[],"resolved_work":0,"snapshot_sha256":"258153158e38e3291e3d48162225fcdb2d5a3ed65a07baac614ab91432fd4f57","internal_anchors":0},"formal_canon":{"evidence_count":0,"snapshot_sha256":"258153158e38e3291e3d48162225fcdb2d5a3ed65a07baac614ab91432fd4f57"},"author_claims":{"count":0,"strong_count":0,"snapshot_sha256":"258153158e38e3291e3d48162225fcdb2d5a3ed65a07baac614ab91432fd4f57"},"builder_version":"pith-number-builder-2026-05-17-v1"}