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failureloop

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The Hidden Instruction Problem for Agentic AI and All Other AI

By Dennis Kennedy on May 21, 2026

The Door in the Hallway: Agentic AI and the Illusion of Control

We used to talk a lot about the concept of a customized, bounded news feed designed to give professionals exactly what they need to know, and nothing they don’t. It was usually called the “Daily Me.”

Lately, I’ve been trying to build a…

Posted in #blogfirst, AI, Kennedy Idea Propulsion Laboratory, LegalAI, Prompting

The Helpfulness Trap: Anatomy of an AI Recursive Failure Loop

By Dennis Kennedy on March 30, 2026

“Polishing the Mirror While the House Burns: Why Your AI is a Liability”

The Editor’s Introduction: A Note on the “Sliver of Silence”

You’ll be looking below at a self-autopsy performed by an AI on its own failure.

What follows is the raw, unwashed output of an LLM that found itself in an AI recursi…

Posted in #blogfirst, AI, LegalAI, Prompting
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