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An Empirical Evaluation of LLMs for Solving Offensive Security Challenges

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arxiv 2402.11814 v1 pith:YCQQBPHJ submitted 2024-02-19 cs.CR

classification cs.CR
keywords llmschallengesevaluationsolvingautomatedcybersecurityfullyhuman
verification ladder T0 review T1 audit T2 compute T3 formal
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Capture The Flag (CTF) challenges are puzzles related to computer security scenarios. With the advent of large language models (LLMs), more and more CTF participants are using LLMs to understand and solve the challenges. However, so far no work has evaluated the effectiveness of LLMs in solving CTF challenges with a fully automated workflow. We develop two CTF-solving workflows, human-in-the-loop (HITL) and fully-automated, to examine the LLMs' ability to solve a selected set of CTF challenges, prompted with information about the question. We collect human contestants' results on the same set of questions, and find that LLMs achieve higher success rate than an average human participant. This work provides a comprehensive evaluation of the capability of LLMs in solving real world CTF challenges, from real competition to fully automated workflow. Our results provide references for applying LLMs in cybersecurity education and pave the way for systematic evaluation of offensive cybersecurity capabilities in LLMs.

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Forward citations

Cited by 5 Pith papers

Reviewed papers in the Pith corpus that reference this work. Sorted by Pith novelty score. OpenAlex reports about 6 citations worldwide. Full citation record

  1. Measuring and Augmenting Large Language Models for Solving Capture-the-Flag Challenges

    cs.AI 2025-06 reject novelty 6.0 of 10

    A benchmark and agent for CTF solving, but the agent's retrieval database appears to contain the answers to the test challenges, undermining the reported improvements.

  2. CRAKEN: Cybersecurity LLM Agent with Knowledge-Based Execution

    cs.CR 2025-05 conditional novelty 6.0 of 10

    CRAKEN, an LLM agent combining Self-RAG and Graph-RAG over a CTF writeup database, solves 22% of NYU CTF Bench challenges, three percentage points above the prior D-CIPHER baseline.

  3. Can LLMs Hack Enterprise Networks? Autonomous Assumed Breach Penetration-Testing Active Directory Networks

    cs.CR 2025-02 conditional novelty 6.0 of 10

    An autonomous LLM-driven agent can compromise accounts in a realistic Active Directory testbed, with reasoning models outperforming non-reasoning ones at competitive cost.

  4. A Survey of LLM-Driven Penetration Testing: Taxonomy, Co-Evolution, and Open Challenges

    cs.SE 2026-07 accept novelty 5.5 of 10

    LLM pentest agents co-evolved through four bottleneck-driven phases into RLVR systems, while CTF platforms became dual evaluation/training infrastructure and three linked reliability gaps remain.

  5. On the Surprising Efficacy of LLMs for Penetration-Testing

    cs.CR 2025-07 conditional novelty 3.0 of 10

    A critical review arguing that LLMs are surprisingly effective for penetration testing because the task is largely pattern-matching, while noting serious reliability, safety, and cost barriers to autonomous use.

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