Persona-Conditioned Adversarial Prompting: Multi-Identity Red-Teaming for Adversarial Discovery and Mitigation

Automated red-teaming for LLMs often discovers narrow attack slices, missing diverse real-world threats, and yielding insufficient data for safety fine-tuning. We introduce Persona-Conditioned Adversarial Prompting (PCAP), which conditions adversarial search on diverse attacker personas (e.g., doctors, students, malicious actors) and strategy sets to explore realistic attack scenarios. By running parallel persona-conditioned searches, PCAP discovers transferable jailbreaks across different contexts and generates rich defense datasets with automatic metadata tracking. On GPT-OSS 120B, PCAP increases attack success from 57% to 97% while producing 2-6$\times$ more diverse prompts covering varied real-world scenarios. Critically, fine-tuning lightweight adapters on PCAP-generated data significantly improves model robustness (recall: 0.36 $\rightarrow$ 0.99, F1: 0.53 $\rightarrow$ 0.96) with minimal false positives, demonstrating a practical closed-loop approach from vulnerability discovery to automated alignment.