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"Tokens, context windows and why your AI forgets things"

Why does an AI assistant forget the order number a customer gave it five minutes ago? It is not a bug — it is a limit built into how these models work. Here is what tokens and context windows actually are, and what they mean for your product idea and your bill.

AI basics4 min read4 August 2026by Ahmed
"Tokens, context windows and why your AI forgets things"

Here is a question I get asked a lot: "why does the chatbot forget what we told it five minutes ago?" A founder shows me their AI-powered support tool, the conversation runs long, and suddenly the assistant has no idea the customer already gave their order number. It looks like a bug. It is usually not a bug. It is a limit built into how these models work, and understanding it will save you money and disappointment.

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