SEC536: Adversarial AI - Penetration Testing AI Systems


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Contact UsThe pyramid's six layers:
Avoiding rabbit holes is treated as a discipline of its own: the poster recommends prioritizing width of coverage over depth, spending time on a single interesting exploit path only after the full scope has been covered.
The pyramid's structure argues that penetration testing value comes from process discipline and team collaboration, not individual tool skill, and that testing should not stop once a report is delivered. The poster frames continuity as the real objective: retesting should be triggered by specific application changes rather than run once a year, with examples including a status code shifting from 401 Unauthorized to 200 OK, a new Swagger/OpenAPI definition appearing, a crawl surfacing new dynamic scripts, or new CTI on emerging attack techniques.
This poster was created by Chris Dale for SANS SEC542: Web App Penetration Testing and Ethical Hacking.
This process can aid with tactics across several SANS Offensive Operations courses including SEC542: Web App Penetration Testing and Ethical Hacking.


SANS Principal Instructor and River Security CHO Chris Dale helps students turn offensive security insight into practical skills for incident handling, purple teaming, and stronger organizational defense.
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