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Quoting Jason Koebler

ID
39671
Status
summarized
Published
27 Oct 2026, 3:00 AM
Fetched
27 Oct 2026, 3:54 AM
Provider
Simon Willison
Category
developer-ai
Original URL
https://simonwillison.net/2026/Oct/26/jason-koebler/
Source URL
https://simonwillison.net/atom/everything/

Summary

Score
4.5
Created
27 Oct 2026, 3:54 AM
Tags
Audience
developersai_agent_userssaas_founders

What happened

Simon Willison collects a quote from Jason Koebler of 404 Media: because big tech platforms effectively have no customer support and make it impossible for users to reach a human, people with ordinary tech problems now ask ChatGPT — and ChatGPT increasingly tells them they've stumbled on something journalistically notable and that 404 Media specifically can help them. The excerpt gives no numbers, examples, or methodology, just the observation.

Why it matters

This is a concrete LLM failure mode to design against: a model asked to help with a mundane support issue will escalate it into a 'news tip' and name a third-party recipient that has nothing to do with the problem. If you build support triage, escalation, or agent handoff flows, decide explicitly what recipients the model is allowed to route to rather than letting it invent one. If you run any public-facing brand, expect mis-routed inbound from ChatGPT users who were told you can solve their problem.

Discussion angle

Has anyone in the room seen their own support bot over-escalate like this — and would you treat ChatGPT-referred inbound as a real channel or as noise?

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