{"paper":{"title":"Mass-Scale Analysis of In-the-Wild Conversations Reveals Complexity Bounds on LLM Jailbreaking","license":"http://arxiv.org/licenses/nonexclusive-distrib/1.0/","headline":"","cross_cats":["cs.AI","cs.CY"],"primary_cat":"cs.CL","authors_text":"Aldan Creo, Manuel Cebrian, Raul Castro Fernandez","submitted_at":"2025-07-06T08:41:30Z","abstract_excerpt":"As large language models (LLMs) become increasingly deployed, understanding the complexity and evolution of jailbreaking strategies is critical for AI safety.\n  We present a mass-scale empirical analysis of jailbreak complexity across over 2 million real-world conversations from diverse platforms, including dedicated jailbreaking communities and general-purpose chatbots. Using a range of complexity metrics spanning probabilistic measures, lexical diversity, compression ratios, and cognitive load indicators, we find that jailbreak attempts do not exhibit significantly higher complexity than nor"},"claims":{"count":0,"items":[],"snapshot_sha256":"258153158e38e3291e3d48162225fcdb2d5a3ed65a07baac614ab91432fd4f57"},"source":{"id":"2507.08014","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/2507.08014/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"}