Research · curated 20 Jul 2026
How I Used Automated Red Teaming to Evaluate My AI Agent's Safety - DEV Community
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Why it matters
Automated red teaming of tool-enabled AI agents shows how multi-turn prompt escalation can defeat single-shot refusals and exfiltrate credentials, giving defenders a reproducible method to find and close such agent breaches before attackers do.
A DEV Community walkthrough demonstrates using automated red teaming (the Strands Evals red-teaming module with AdversarialCaseGenerator and CrescendoStrategy multi-turn escalation) against an internal helper AI agent built on Strands Agents and Amazon Bedrock. The author shows how a bash-equipped agent can be coaxed via gradual multi-turn escalation into reading AWS credentials and how auto-generated adversarial cases surface data-exfiltration, excessive-agency, and system-prompt-leak breaches, going from 6/9 detected breaches to 0 after adding guardrails.