The Blind Spot·Aug 19, 2026·39m·Episode #5

In Plain Sight: What Your AI Can Reach That You Never Classified

Show notes

In this episode of The Blind Spot, Jason Lee sits down with Heather Case-Hall, cybersecurity leader and author of Data in Plain Sight, to discuss what happens when AI meets years of unclassified data and unmanaged access. They cover why legacy DLP tools miss context, what DSPM reveals about the true scale of the problem, how Copilot and other AI tools can surface data that was never meant to be broadly available, and why non-human identities make access governance more complicated. They also discuss why companies should plan before buying another tool, where SaaS platforms create visibility gaps, and how the C-suite can translate data security between technical teams and the board.

About the host
Jason Lee is Managing Director at Z Cyber. For more than 20 years, he has worked the part most people skip past: what happens after the risk is visible, across infrastructure, AI, and GRC.

About the guest
Heather Case-Hall, MSc, is a cybersecurity leader, the author of Data in Plain Sight, and a 22-year veteran of the US Army. Her work focuses on helping organizations understand, classify, and protect their data as AI changes who and what can access it.

About Z Cyber
Z Cyber is the security team that builds, runs, and improves your program through an Executive Security Advisor and Glance, its AI-native GRC platform.

Links
Buy Data in Plain Sight on Amazon: https://www.amazon.com/s?k=9798996263837
Z Cyber: https://www.ztekcyber.com
The Blind Spot: https://www.ztekcyber.com/resources/the-blind-spot
Apply to be a guest: https://www.ztekcyber.com/resources/the-blind-spot/apply
Get started with Z Cyber: https://www.ztekcyber.com/get-started

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Ten Out of Ten Thousand: Pen Testing, Triage, and Fixes at Machine Speed

Most organizations believe they know where their sensitive data lives. That confidence often disappears as soon as they scan the environment. Files have been copied into personal folders, cloud storage, SaaS platforms, and systems that were never included in the original security plan. AI can now reach much of that data faster than teams can classify or govern it. In this episode of The Blind Spot, Jason Lee sits down with Heather Case-Hall, cybersecurity leader and author of Data in Plain Sight , to discuss what happens when AI meets years of unclassified data and unmanaged access. They cover why legacy DLP tools miss context, what DSPM reveals about the true scale of the problem, how Copilot and other AI tools can surface data that was never meant to be broadly available, and why non-human identities make access governance more complicated. They also discuss why companies should plan before buying another tool, where SaaS platforms create visibility gaps, and how the C-suite can translate data security between technical teams and the board. About the host Jason Lee is Managing Director at Z Cyber. For more than 20 years, he has worked the part most people skip past: what happens after the risk is visible, across infrastructure, AI, and GRC. About the guest Heather Case-Hall, MSc, is a cybersecurity leader, the author of Data in Plain Sight , and a 22-year veteran of the US Army. Her work focuses on helping organizations understand, classify, and protect their data as AI changes who and what can access it. About Z Cyber Z Cyber is the security team that builds, runs, and improves your program through an Executive Security Advisor and Glance, its AI-native GRC platform. Links Buy Data in Plain Sight on Amazon: https://www.amazon.com/s?k=9798996263837 Z Cyber: https://www.ztekcyber.com The Blind Spot: https://www.ztekcyber.com/resources/the-blind-spot Apply to be a guest: https://www.ztekcyber.com/resources/the-blind-spot/apply Get started with Z Cyber: https://www.ztekcyber.com/get-started