Research

Solving the “Breaking the Prompt” DEF CON AI CTF with AI Red Teaming Agent

Page published

Coverage timeline

27 Jun 2026adversa.aiobserved

Why it matters

The 'Breaking the Prompt' CTF write-up shows which practical jailbreak and prompt-injection techniques bypass LLM guardrails, giving defenders concrete insight into where their prompt defenses are likely to fail.

Adversa AI published a write-up detailing how their AI Red Teaming Agent solved TrendAI's 'Breaking the Prompt' five-stage prompt-injection/jailbreak CTF at DEF CON, describing what techniques failed, what worked, and which LLM jailbreak methods transfer to real guardrail design.