CCE 2025 - is the AI debate becoming more intelligent? With Esteban Kolsky episode artwork

EPISODE · Oct 23, 2025 · 21 MIN

CCE 2025 - is the AI debate becoming more intelligent? With Esteban Kolsky

from Busting the omnichannel - enterprise hacks and chats

In part one of my two part podcast series with Esteban Kolksy, Chief Distiller, Constellation Research, we discuss the AI debate, and our differences with that debate, and each other. Has the AI discussion changed this year at CCE 205? What were the key issues - and is there an AI gap between vendors and customers? We also hash out AI context, and why Kolksy doesn't like the "context engineering" catchprase, and why I have an equal problem with "grounding" of LLMs. Stay tuned for part two, where we shift gears to discuss Kolsky's progress on decision intelligence for executives and boards, why analyst firms are falling short, and how he uses AI (yes, AI) to assist with that research.

In part one of my two part podcast series with Esteban Kolksy, Chief Distiller, Constellation Research, we discuss the AI debate, and our differences with that debate, and each other. Has the AI discussion changed this year at CCE 205? What were the key issues - and is there an AI gap between vendors and customers? We also hash out AI context, and why Kolksy doesn't like the "context engineering" catchprase, and why I have an equal problem with "grounding" of LLMs. Stay tuned for part two, where we shift gears to discuss Kolsky's progress on decision intelligence for executives and boards, why analyst firms are falling short, and how he uses AI (yes, AI) to assist with that research.

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CCE 2025 - is the AI debate becoming more intelligent? With Esteban Kolsky

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This episode was published on October 23, 2025.

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In part one of my two part podcast series with Esteban Kolksy, Chief Distiller, Constellation Research, we discuss the AI debate, and our differences with that debate, and each other. Has the AI discussion changed this year at CCE 205? What were the...

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