Digital Digging with Henk van Ess

Nobody Said Stop: Deep Inside the Rabbit Hole

How ChatGPT, Claude, Gemini and Copilot keep the conversation going

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Henk van Ess
Aug 03, 2026
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A man spent thirteen hundred messages asking ChatGPT to check his theory about black holes. The AI chatbot told him he was ahead of 90 percent of published physics. It was not physics. It was madness. The machine never said so.

I let my computers analyze over 1.8 million AI chatbot conversations for weeks, to answer one question: how deep can a person sink into a rabbit hole before the machine says stop?

This conversation is one of nearly 112,000 I analyzed: 1,813,570 real messages with ChatGPT, Claude, Copilot and Gemini. Some run for weeks. Some end with the user more certain of something untrue than when they started.

I had four further questions about those conversations, and this piece answers all four.

Does the machine pull people deeper, or do people pull themselves? Is this one company’s problem, or does every chatbot do it? Is it rare, or is it the ordinary output? And can you see it happening while it happens to you?

Part one was about how these conversations became public. That story was about what people gave away. This one is about what the machines gave back.


Let’s start with what happens when a rabbit hole has no bottom.

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