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Every explains when to start a fresh AI chat thread instead of continuing

Original titleContext Engineering Is Knowing When to Start Over

AISummary

Every's writer keeps Claude's and ChatGPT's memory turned off and starts a fresh thread for each new task. Within one thread, accumulated context can cause context rot, where the model follows outdated instructions, builds on earlier mistakes, or overlooks details. The newsletter previews seven failure modes from the author's forthcoming book Context Engineering with DSPy.

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