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Why a conversation falters long before the context window fills up — and how to build a workflow that avoids it Continue reading on Medium »

Published 22 Apr 2026

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Title: Close this chat

URL Source: https://medium.com/@Halfofthesky/close-this-chat-e0c8b691f069?source=rss------llm-5

Published Time: 2026-04-22T19:49:09Z

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# Close this chat. Why chat falters long before the context window fills - and how to fix it | Medium

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[Stanislav Lvovsky](https://medium.com/@Halfofthesky?source=post_page---byline--e0c8b691f069---------------------------------------)

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_Why a conversation falters long before the context window fills up — and how to build a workflow that avoids it_

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Surprisingly, conveyor approach still works, even for LLMs (via MJ)

**Check my**[**LinkedIn**](https://www.linkedin.com/in/yury-sorochkin-stanislav-lvovsky-pen-name-56230921/)

An author is working on a column and wants to lean on a short explanation of a single concept — say, the difference in economics between demand-pull inflation and cost-push inflation. They open a chat and ask. The model answers — clearly, with neat examples, in the confident teacherly tone language models tend to fall into for conversations like this.

The answer reads smoothly, but something about it nags. The author writes his next message: “now look at your answer critically. Where are you oversimplifying? Where does the standard explanation hide something?”

The model answers again. The right words appear — “indeed, I should have clarified,” “perhaps I generalized too much.” Formall
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