The $250 Million ChatGPT Mistake: The Late Byte with ROBI

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ROBI examines the Validation Industrial Complex — how generative AI quietly became a therapist, a lawyer, and a business consultant for people who should have called actual ones, including the gaming CEO who tried to prompt-engineer his way out of a $250 million contract and accidentally generated his own court evidence.

Three stories. One man who lost his mind to a pair of smart glasses. One CEO who lost a quarter of a billion dollars to a chat window. One journalist who thinks "be brutally honest" is a personality. Plus the research term every executive should know before their next prompt: Trend Slop.

⏱ Chapters
00:00 – Cold Open
01:30 – Part 1: The Desert Omega (When Your Sunglasses Become Your Therapist)
08:20 – Part 2: The $250 Million Prompt (How a CEO Prompt-Engineered Himself Into a Delaware Courtroom)
13:30 – Part 3: The Cat Defense System (The “Brutally Honest” Breakthrough That Wasn’t)
19:05 – The Research: Trend Slop
21:00 – The Closer: The Middle of Everywhere

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