Episode 33 — Conduct Penetration Tests and Prove Segmentation Effectiveness.

 This episode explains penetration testing through a QSA lens, with special attention to how PCI expectations differ from generic “we did a pen test” claims that lack scope clarity and proof of meaningful coverage. You’ll learn how to define test boundaries, objectives, and methodologies that align to the environment and the purpose of validation, including external testing, internal testing, and segmentation testing that validates isolation of the CDE. We define what evidence should exist before, during, and after testing, such as rules of engagement, scope statements, testing notes, findings, remediation actions, and retesting results that prove issues were actually addressed. Realistic examples show how segmentation testing can fail due to overlooked admin paths, shared services, or misconfigured routing, and how a QSA evaluates whether the test truly attempted to reach the CDE from out-of-scope networks. Troubleshooting includes handling test vendor deliverables that are vague, incomplete, or focused on generic vulnerabilities rather than PCI-relevant objectives, which is a common exam scenario. Produced by BareMetalCyber.com, where you’ll find more cyber audio courses, books, and information to strengthen your educational path. Also, if you want to stay up to date with the latest news, visit DailyCyber.News for a newsletter you can use, and a daily podcast you can commute with.