Podcast

Your LLM Has No Idea What It's Doing

Guest: Diana Kelley
Host: Mo Sadek. Technical Marketing Director, Alice
EP 08 - MAX 2026
Your LLM Has No Idea What It's Doing

Episode description

Diana Kelley, CISO at Noma Security and former Cybersecurity CTO at Microsoft, joins Mo to work through the real mechanics of LLM risk: why the context window flattens the trust boundary between system instructions and user data, why that makes reliable internal guardrails essentially impossible, and why agentic AI is less a new threat category and more a stress test for the hygiene debt organizations never fully paid off.

Meet the guest

Diana Kelley, CISO at Noma Security and former Cybersecurity CTO at Microsoft

Diana Kelley

CISO at Noma Security

Diana Kelley is CISO at Noma Security. She has held senior security leadership roles at Microsoft, IBM Security, Symantec, and Protect AI. She is co-author of Practical Cybersecurity Architecture, a LinkedIn Learning instructor on AI/ML security, and a 2023 Global Cyber Security Hall of Fame inductee.

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