
The Evolution of AI Red-Teaming: From PyRIT to Production-Ready Security
After conducting 350+ security assessments and serving Fortune 100 enterprises, I've witnessed the critical gap between traditional penetration testing and AI system security. This comprehensive analysis explores how automated red-teaming methodologies using PyRIT, Garak, and Giskard are revolutionizing OWASP LLM vulnerability identification. Drawing from real-world implementations across healthcare, banking, and critical infrastructure clients, we examine the practical challenges of securing AI systems at scale. Key insights include the emergence of prompt injection attacks in production environments, the critical importance of guardrail testing, and how organizations can build robust AI security programs that protect against both current and emerging threats. This piece also covers the integration of AI security into existing DevSecOps pipelines and the regulatory implications for HIPAA, FFIEC, and PCI DSS compliance frameworks.
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