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Playbook

Designing a continuous AI red teaming program

How to move from point-in-time GenAI testing to ongoing validation and remediation.

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Playbook9 min readCISO, Security Engineering

Why Continuous Testing

AI systems change frequently. Prompt templates, retrieval content, tools, models, and policies evolve, so a one-time assessment quickly becomes stale.

Test Coverage

Cover direct jailbreaks, indirect prompt injection, data leakage, unsafe actions, RAG poisoning, tool abuse, and policy bypass. Include business-specific scenarios that reflect real impact.

Risk Ranking

Prioritize findings by exploitability, data sensitivity, action severity, affected users, and compensating controls. This helps teams fix what matters first.

Retest Discipline

Every serious finding should have an owner, fix plan, SLA, and retest record. Continuous red teaming becomes a governance program when remediation is tracked.

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