When Passing an LLM Pentest Is the Problem - Digital Transformation Blogs - Bigdata, IoT, M2M, Mobility, Cloud

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A clean penetration test on a GenAI application often answers the wrong question, and no report will tell you that.

The Assurance Gap Nobody is Reporting

Enterprises have moved generative AI out of the pilot phase faster than they have moved their assurance practices. The assistant that started as a contained chat interface now reads inbound email, queries the CRM, retrieves from a document store, and calls internal APIs on a user’s behalf. In the space of a release cycle, it has stopped being an interface and started being an actor inside the estate.

The security testing wrapped around it, in most organisations, has not changed at all. The same scope template goes out. The same skilled testers do the same competent work. The report comes back clean, and the programme moves on.

That report is usually accurate. It is also, increasingly, an answer to a question nobody should have...

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