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How to evaluate multi-turn conversations - Blog - Braintrust

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Learn how to score multi-turn conversations by combining per-turn and per-conversation evals, then automating it all in production.

14 May 2026Jess Wang13 min Most evals are designed to score a single AI output at a time. This works for tasks like summarization or classification, but it falls short for conversations with multiple back-and-forth interactions. This is especially important for conversational AI products, like chatbots. An app can nail every individual reply on benchmarks like tone and politeness while still failing to resolve a customer's problem or return a correct answer to their question. The only way to know if a multi-turn AI product is working as intended is to score conversations as a whole, in…

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