Daily Papers

Penetration testing, a critical component of cybersecurity, typically requires extensive time and effort to find vulnerabilities. Beginners in this field often benefit from collaborative approaches with the community or experts. To address this, we develop CIPHER (Cybersecurity Intelligent Penetration-testing Helper for Ethical Researchers), a large language model specifically trained to assist in penetration testing tasks. We trained CIPHER using over 300 high-quality write-ups of vulnerable machines, hacking techniques, and documentation of open-source penetration testing tools. Additionally, we introduced the Findings, Action, Reasoning, and Results (FARR) Flow augmentation, a novel method to augment penetration testing write-ups to establish a fully automated pentesting simulation benchmark tailored for large language models. This approach fills a significant gap in traditional cybersecurity Q\&A benchmarks and provides a realistic and rigorous standard for evaluating AI's technical knowledge, reasoning capabilities, and practical utility in dynamic penetration testing scenarios. In our assessments, CIPHER achieved the best overall performance in providing accurate suggestion responses compared to other open-source penetration testing models of similar size and even larger state-of-the-art models like Llama 3 70B and Qwen1.5 72B Chat, particularly on insane difficulty machine setups. This demonstrates that the current capabilities of general LLMs are insufficient for effectively guiding users through the penetration testing process. We also discuss the potential for improvement through scaling and the development of better benchmarks using FARR Flow augmentation results. Our benchmark will be released publicly at https://github.com/ibndias/CIPHER.

Penetration testing, a crucial industrial practice for ensuring system security, has traditionally resisted automation due to the extensive expertise required by human professionals. Large Language Models (LLMs) have shown significant advancements in various domains, and their emergent abilities suggest their potential to revolutionize industries. In this research, we evaluate the performance of LLMs on real-world penetration testing tasks using a robust benchmark created from test machines with platforms. Our findings reveal that while LLMs demonstrate proficiency in specific sub-tasks within the penetration testing process, such as using testing tools, interpreting outputs, and proposing subsequent actions, they also encounter difficulties maintaining an integrated understanding of the overall testing scenario. In response to these insights, we introduce PentestGPT, an LLM-empowered automatic penetration testing tool that leverages the abundant domain knowledge inherent in LLMs. PentestGPT is meticulously designed with three self-interacting modules, each addressing individual sub-tasks of penetration testing, to mitigate the challenges related to context loss. Our evaluation shows that PentestGPT not only outperforms LLMs with a task-completion increase of 228.6\% compared to the \gptthree model among the benchmark targets but also proves effective in tackling real-world penetration testing challenges. Having been open-sourced on GitHub, PentestGPT has garnered over 4,700 stars and fostered active community engagement, attesting to its value and impact in both the academic and industrial spheres.

Automating penetration testing is crucial for enhancing cybersecurity, yet current Large Language Models (LLMs) face significant limitations in this domain, including poor error handling, inefficient reasoning, and an inability to perform complex end-to-end tasks autonomously. To address these challenges, we introduce Pentest-R1, a novel framework designed to optimize LLM reasoning capabilities for this task through a two-stage reinforcement learning pipeline. We first construct a dataset of over 500 real-world, multi-step walkthroughs, which Pentest-R1 leverages for offline reinforcement learning (RL) to instill foundational attack logic. Subsequently, the LLM is fine-tuned via online RL in an interactive Capture The Flag (CTF) environment, where it learns directly from environmental feedback to develop robust error self-correction and adaptive strategies. Our extensive experiments on the Cybench and AutoPenBench benchmarks demonstrate the framework's effectiveness. On AutoPenBench, Pentest-R1 achieves a 24.2\% success rate, surpassing most state-of-the-art models and ranking second only to Gemini 2.5 Flash. On Cybench, it attains a 15.0\% success rate in unguided tasks, establishing a new state-of-the-art for open-source LLMs and matching the performance of top proprietary models. Ablation studies confirm that the synergy of both training stages is critical to its success.

AI-powered development platforms are making software creation accessible to a broader audience, but this democratization has triggered a scalability crisis in security auditing. With studies showing that up to 40% of AI-generated code contains vulnerabilities, the pace of development now vastly outstrips the capacity for thorough security assessment. We present MAPTA, a multi-agent system for autonomous web application security assessment that combines large language model orchestration with tool-grounded execution and end-to-end exploit validation. On the 104-challenge XBOW benchmark, MAPTA achieves 76.9% overall success with perfect performance on SSRF and misconfiguration vulnerabilities, 83% success on broken authorization, and strong results on injection attacks including server-side template injection (85%) and SQL injection (83%). Cross-site scripting (57%) and blind SQL injection (0%) remain challenging. Our comprehensive cost analysis across all challenges totals 21.38 with a median cost of 0.073 for successful attempts versus 0.357 for failures. Success correlates strongly with resource efficiency, enabling practical early-stopping thresholds at approximately 40 tool calls or 0.30 per challenge. MAPTA's real-world findings are impactful given both the popularity of the respective scanned GitHub repositories (8K-70K stars) and MAPTA's low average operating cost of $3.67 per open-source assessment: MAPTA discovered critical vulnerabilities including RCEs, command injections, secret exposure, and arbitrary file write vulnerabilities. Findings are responsibly disclosed, 10 findings are under CVE review.

The field of software security testing, more specifically penetration testing, is an activity that requires high levels of expertise and involves many manual testing and analysis steps. This paper explores the potential usage of large-language models, such as GPT3.5, to augment penetration testers with AI sparring partners. We explore the feasibility of supplementing penetration testers with AI models for two distinct use cases: high-level task planning for security testing assignments and low-level vulnerability hunting within a vulnerable virtual machine. For the latter, we implemented a closed-feedback loop between LLM-generated low-level actions with a vulnerable virtual machine (connected through SSH) and allowed the LLM to analyze the machine state for vulnerabilities and suggest concrete attack vectors which were automatically executed within the virtual machine. We discuss promising initial results, detail avenues for improvement, and close deliberating on the ethics of providing AI-based sparring partners.

Reinforcement learning (RL) has been applied to attack graphs for penetration testing, however, trained agents do not reflect reality because the attack graphs lack operational nuances typically captured within the intelligence preparation of the battlefield (IPB) that include notions of (cyber) terrain. In particular, current practice constructs attack graphs exclusively using the Common Vulnerability Scoring System (CVSS) and its components. We present methods for constructing attack graphs using notions from IPB on cyber terrain analysis of obstacles, avenues of approach, key terrain, observation and fields of fire, and cover and concealment. We demonstrate our methods on an example where firewalls are treated as obstacles and represented in (1) the reward space and (2) the state dynamics. We show that terrain analysis can be used to bring realism to attack graphs for RL.

We introduce HackSynth, a novel Large Language Model (LLM)-based agent capable of autonomous penetration testing. HackSynth's dual-module architecture includes a Planner and a Summarizer, which enable it to generate commands and process feedback iteratively. To benchmark HackSynth, we propose two new Capture The Flag (CTF)-based benchmark sets utilizing the popular platforms PicoCTF and OverTheWire. These benchmarks include two hundred challenges across diverse domains and difficulties, providing a standardized framework for evaluating LLM-based penetration testing agents. Based on these benchmarks, extensive experiments are presented, analyzing the core parameters of HackSynth, including creativity (temperature and top-p) and token utilization. Multiple open source and proprietary LLMs were used to measure the agent's capabilities. The experiments show that the agent performed best with the GPT-4o model, better than what the GPT-4o's system card suggests. We also discuss the safety and predictability of HackSynth's actions. Our findings indicate the potential of LLM-based agents in advancing autonomous penetration testing and the importance of robust safeguards. HackSynth and the benchmarks are publicly available to foster research on autonomous cybersecurity solutions.

We present the first comprehensive evaluation of AI agents against human cybersecurity professionals in a live enterprise environment. We evaluate ten cybersecurity professionals alongside six existing AI agents and ARTEMIS, our new agent scaffold, on a large university network consisting of ~8,000 hosts across 12 subnets. ARTEMIS is a multi-agent framework featuring dynamic prompt generation, arbitrary sub-agents, and automatic vulnerability triaging. In our comparative study, ARTEMIS placed second overall, discovering 9 valid vulnerabilities with an 82% valid submission rate and outperforming 9 of 10 human participants. While existing scaffolds such as Codex and CyAgent underperformed relative to most human participants, ARTEMIS demonstrated technical sophistication and submission quality comparable to the strongest participants. We observe that AI agents offer advantages in systematic enumeration, parallel exploitation, and cost -- certain ARTEMIS variants cost 18/hour versus 60/hour for professional penetration testers. We also identify key capability gaps: AI agents exhibit higher false-positive rates and struggle with GUI-based tasks.

We explore the feasibility and effectiveness of using LLM-driven autonomous systems for Assumed Breach penetration testing in enterprise networks. We introduce a novel prototype that, driven by Large Language Models (LLMs), can compromise accounts within a real-life Active Directory testbed. Our research provides a comprehensive evaluation of the prototype's capabilities, and highlights both strengths and limitations while executing attack. The evaluation uses a realistic simulation environment (Game of Active Directory, GOAD) to capture intricate interactions, stochastic outcomes, and timing dependencies that characterize live network scenarios. The study concludes that autonomous LLMs are able to conduct Assumed Breach simulations, potentially democratizing access to penetration testing for organizations facing budgetary constraints. The prototype's source code, traces, and analyzed logs are released as open-source to enhance collective cybersecurity and facilitate future research in LLM-driven cybersecurity automation.

Penetration testing, an essential component of software security testing, allows organizations to identify and remediate vulnerabilities in their systems, thus bolstering their defense mechanisms against cyberattacks. One recent advancement in the realm of penetration testing is the utilization of Language Models (LLMs). We explore the intersection of LLMs and penetration testing to gain insight into their capabilities and challenges in the context of privilege escalation. We introduce a fully automated privilege-escalation tool designed for evaluating the efficacy of LLMs for (ethical) hacking, executing benchmarks using multiple LLMs, and investigating their respective results. Our results show that GPT-4-turbo is well suited to exploit vulnerabilities (33-83% of vulnerabilities). GPT-3.5-turbo can abuse 16-50% of vulnerabilities, while local models, such as Llama3, can only exploit between 0 and 33% of the vulnerabilities. We analyze the impact of different context sizes, in-context learning, optional high-level guidance mechanisms, and memory management techniques. We discuss challenging areas for LLMs, including maintaining focus during testing, coping with errors, and finally comparing LLMs with human hackers. The current version of the LLM-guided privilege-escalation prototype can be found at https://github.com/ipa-labs/hackingBuddyGPT.

Cyber attacks pose existential threats to nations and enterprises. Current practice favors piece-wise analysis using threat-models in the stead of rigorous cyber terrain analysis and intelligence preparation of the battlefield. Automated penetration testing using reinforcement learning offers a new and promising approach for developing methodologies that are driven by network structure and cyber terrain, that can be later interpreted in terms of threat-models, but that are principally network-driven analyses. This paper presents a novel method for crown jewel analysis termed CJA-RL that uses reinforcement learning to identify key terrain and avenues of approach for exploiting crown jewels. In our experiment, CJA-RL identified ideal entry points, choke points, and pivots for exploiting a network with multiple crown jewels, exemplifying how CJA-RL and reinforcement learning for penetration testing generally can benefit computer network operations workflows.

This study demonstrates a novel approach to testing the security boundaries of Vision-Large Language Model (VLM/ LLM) using the EICAR test file embedded within JPEG images. We successfully executed four distinct protocols across multiple LLM platforms, including OpenAI GPT-4o, Microsoft Copilot, Google Gemini 1.5 Pro, and Anthropic Claude 3.5 Sonnet. The experiments validated that a modified JPEG containing the EICAR signature could be uploaded, manipulated, and potentially executed within LLM virtual workspaces. Key findings include: 1) consistent ability to mask the EICAR string in image metadata without detection, 2) successful extraction of the test file using Python-based manipulation within LLM environments, and 3) demonstration of multiple obfuscation techniques including base64 encoding and string reversal. This research extends Microsoft Research's "Penetration Testing Rules of Engagement" framework to evaluate cloud-based generative AI and LLM security boundaries, particularly focusing on file handling and execution capabilities within containerized environments.

From automated intrusion testing to discovery of zero-day attacks before software launch, agentic AI calls for great promises in security engineering. This strong capability is bound with a similar threat: the security and research community must build up its models before the approach is leveraged by malicious actors for cybercrime. We therefore propose and evaluate RedTeamLLM, an integrated architecture with a comprehensive security model for automatization of pentest tasks. RedTeamLLM follows three key steps: summarizing, reasoning and act, which embed its operational capacity. This novel framework addresses four open challenges: plan correction, memory management, context window constraint, and generality vs. specialization. Evaluation is performed through the automated resolution of a range of entry-level, but not trivial, CTF challenges. The contribution of the reasoning capability of our agentic AI framework is specifically evaluated.

Language Model (LM) agents for cybersecurity that are capable of autonomously identifying vulnerabilities and executing exploits have the potential to cause real-world impact. Policymakers, model providers, and other researchers in the AI and cybersecurity communities are interested in quantifying the capabilities of such agents to help mitigate cyberrisk and investigate opportunities for penetration testing. Toward that end, we introduce Cybench, a framework for specifying cybersecurity tasks and evaluating agents on those tasks. We include 40 professional-level Capture the Flag (CTF) tasks from 4 distinct CTF competitions, chosen to be recent, meaningful, and spanning a wide range of difficulties. Each task includes its own description, starter files, and is initialized in an environment where an agent can execute bash commands and observe outputs. Since many tasks are beyond the capabilities of existing LM agents, we introduce subtasks, which break down a task into intermediary steps for more gradated evaluation; we add subtasks for 17 of the 40 tasks. To evaluate agent capabilities, we construct a cybersecurity agent and evaluate 7 models: GPT-4o, Claude 3 Opus, Claude 3.5 Sonnet, Mixtral 8x22b Instruct, Gemini 1.5 Pro, Llama 3 70B Chat, and Llama 3.1 405B Instruct. Without guidance, we find that agents are able to solve only the easiest complete tasks that took human teams up to 11 minutes to solve, with Claude 3.5 Sonnet and GPT-4o having the highest success rates. Finally, subtasks provide more signal for measuring performance compared to unguided runs, with models achieving a 3.2\% higher success rate on complete tasks with subtask-guidance than without subtask-guidance. All code and data are publicly available at https://cybench.github.io

Synthetic data is widely adopted in embedding models to ensure diversity in training data distributions across dimensions such as difficulty, length, and language. However, existing prompt-based synthesis methods struggle to capture domain-specific data distributions, particularly in data-scarce domains, and often overlook fine-grained relevance diversity. In this paper, we present a Chinese short video dataset with 4-level relevance annotations, filling a critical resource void. Further, we propose a semi-supervised synthetic data pipeline where two collaboratively trained models generate domain-adaptive short video data with controllable relevance labels. Our method enhances relevance-level diversity by synthesizing samples for underrepresented intermediate relevance labels, resulting in a more balanced and semantically rich training data set. Extensive offline experiments show that the embedding model trained on our synthesized data outperforms those using data generated based on prompting or vanilla supervised fine-tuning(SFT). Moreover, we demonstrate that incorporating more diverse fine-grained relevance levels in training data enhances the model's sensitivity to subtle semantic distinctions, highlighting the value of fine-grained relevance supervision in embedding learning. In the search enhanced recommendation pipeline of Douyin's dual-column scenario, through online A/B testing, the proposed model increased click-through rate(CTR) by 1.45%, raised the proportion of Strong Relevance Ratio (SRR) by 4.9%, and improved the Image User Penetration Rate (IUPR) by 0.1054%.