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Traditional active learning and manual annotation fail to scale against the complexity and volume of novel multimodal threats. In this paper, we propose an automated, agentic red-teaming framework that systematically synthesizes difficult examples using an iterative strategy that proposes novel hypotheses as well as mutating on past attempts. Leveraging a multi-agent architecture that consists of a high-reasoning Architect agent, an advanced image generator, and a multi-level verification committee of LLM raters, our system autonomously uncovers boundary-pushing violations and ambiguous policy edge cases without any human intervention. 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