Improving LLM Agents with Reinforcement Learning on Cryptographic CTF Challenges

We present 'Random-Crypto', a procedurally generated cryptographic Capture The Flag (CTF) dataset designed to unlock the potential of Reinforcement Learning (RL) for LLM-based agents in security-sensitive domains. Cryptographic reasoning offers an ideal RL testbed: it combines precise validation, structured multi-step inference, and reliance on reliable computational tool use. Leveraging these properties, we fine-tune a Python tool-augmented Llama-3.1-8B via Group Relative Policy Optimization (GRPO) in a secure execution environment. The resulting agent achieves a significant improvement in Pass@8 on previously unseen challenges. Moreover, the improvements generalize to two external benchmarks: 'picoCTF', spanning both crypto and non-crypto tasks, and 'AICrypto MCQ', a multiple-choice benchmark of 135 cryptography questions. Ablation studies attribute the gains to enhanced tool usage and procedural reasoning. These findings position 'Random-Crypto' as a rich training ground for building intelligent, adaptable LLM agents capable of handling complex cybersecurity tasks.