# #238 - AI is Smart Until It's Dumb: Why LLM Will Fail When You Least Expect It - Emmanuel Maggiori

Page: https://stenobird.com/podcast/tech-lead-journal-633005/238-ai-is-smart-until-it-s-dumb-why-llm-will-fail-when-you-least-expect-it-emmanuel-maggiori
Text version: https://stenobird.com/podcast/tech-lead-journal-633005/238-ai-is-smart-until-it-s-dumb-why-llm-will-fail-when-you-least-expect-it-emmanuel-maggiori.md
Podcast: [Tech Lead Journal](https://stenobird.com/podcast/tech-lead-journal-633005)
Published: 2025-11-10T12:00:00+00:00
Episode link: https://podcasters.spotify.com/pod/show/techleadjournal/episodes/238---AI-is-Smart-Until-Its-Dumb-Why-LLM-Will-Fail-When-You-Least-Expect-It---Emmanuel-Maggiori-e3alud4
Audio file: https://anchor.fm/s/265d7c64/podcast/play/110868324/https%3A%2F%2Fd3ctxlq1ktw2nl.cloudfront.net%2Fstaging%2F2025-10-8%2F411334799-44100-2-27f6e18936f6d.mp3
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Duration seconds: 4585

## Resource

Why does an AI that brilliantly generates code suddenly fail at basic math? The answer explains why your LLM will fail when you least expect it. In this episode, Emmanuel Maggiori, author of “Smart Until It’s Dumb” and “The AI Pocket Book,” cuts through the AI hype to reveal what LLMs actually do and, more importantly, what they can’t. Drawing from his experience building AI systems and witnessing multiple AI booms and busts, Emmanuel explains why machine learning works brilliantly until it makes mistakes no human would ever make. He shares why businesses repeatedly fail at AI adoption, how hallucinations are baked into the technology, and what developers need to know about building reliable AI products. Whether you’re implementing AI at work or concerned about your career, this conversation offers a grounded perspective on navigating the current AI wave without getting swept away by unrealistic promises. Key topics discussed: Why AI projects fail the same way repeatedly How LLMs work and why they brilliantly fail Why hallucinations can’t be fixed with better prompts Why self-driving cars still need human operators Adopting AI without falling into hype traps How engineers stay relevant in the AI era Why AGI predictions are mostly marketing Building valuable products in boring industries Timestamps: (00:00:00) Trailer & Intro (00:02:32) Career Turning Points (00:06:41) Writing “Smart Until It’s Dumb” and “The AI Pocket Book” (00:08:14) The History of AI Booms & Winters (00:11:34) Why Generative AI Hype is Different Than the Past AI Waves (00:13:26) AI is Smart Until It’s Dumb (00:16:45) How LLM and Generative AI Actually Work (00:22:53) What Makes LLMs Smart (00:27:25) Foundational Model (00:30:01) RAG and Agentic AI (00:34:09) Tips on How to Adopt AI Within Com…

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