Paste Confidential Data Into ChatGPT and Watch It Get Blocked @MSFTMechanics
Paste Confidential Data Into ChatGPT and Watch It Get Blocked  @MSFTMechanics
Uploaded July 2026 | Updated September 2026, 2 weeks ago
What stops an employee from pasting confidential pricing into ChatGPT? A user copies an internal product pricing schedule and pastes it into ChatGPT — and the Secure Web and AI Gateway in Microsoft Entra Suite blocks the upload. An organization-wide policy prohibits sharing confidential data through public AI tools, and network DLP parses the chat text to spot sensitive information before ChatGPT ever sees the payload. Unlike a standalone web gateway or CASB that can only see traffic, it reads the data classification — and it also blocks sending sensitive files over non-Microsoft email like Gmail.

▶ Full episode: youtu.be/81rnazsINB4
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Paste Confidential Data Into ChatGPT and Watch It Get Blocked

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