SEC536: Adversarial AI - Penetration Testing AI Systems


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Contact UsPut AI to work on your most time-consuming vulnerability management tasks. This prompt kit from SANS Senior Instructor Dave Shackleford delivers four copy/paste prompts designed for security practitioners who need faster triage, cleaner dev handoffs, and clearer attack-path context—without sacrificing the judgment that only you can provide.
Each prompt is built around a real workflow: prioritizing CVEs beyond CVSS scores, translating findings into developer-ready remediation, analyzing scan reports for compound and lateral movement risks, and generating cloud-scale patching playbooks across AWS, Azure, and GCP workloads. Follow-up prompts are included for each scenario to push the analysis further.
Originally developed to support SEC501: Advanced Security Essentials – Enterprise Defender, this kit is a practical reference for any defender working vulnerability management at scale.


Cybersecurity leader Dave Shackleford combines decades of enterprise defense, cloud security, and hands-on consulting experience to help students master real-world security operations and modern threat defense.
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