I Broke AI Systems for a Living. Here’s How Attackers Actually Do It.

Short summary

Red teamers exploit structural vulnerabilities in AI deployments more than model training defenses. Five reproducible attack classes—prompt injection, persona bypass, tool abuse, and context manipulation—target unmonitored outputs and overprivileged systems. Modern AI security requires output monitoring, least-privilege tool policies, and non-deterministic threat modeling.

• •Model guardrails alone are insufficient; real attacks target system architecture, data pipelines, and monitoring gaps
• •Five reproducible attack classes: direct/indirect prompt injection, persona injection, tool abuse/escalation, many-shot context manipulation
• •Critical gaps: no output monitoring, maximum-capability tool provisioning without scoping, binary trust models, non-deterministic testing

Generated with AI, which can make mistakes.