The Eval That Scored Every Turn and Missed the Whole Conversation
Your eval dashboard is green. Turn-level accuracy sits at 95%, the LLM judge agrees with your annotators, and every regression test passes on the way to production. Then a user files a bug: the agent recommended a Postgres index on turn nine that directly contradicted the "we're on DynamoDB" constraint the user set on turn one. You pull the transcript. Every single turn, read in isolation, is a reasonable response. The conversation, read as a whole, is a disaster.
This is the central lie of turn-level evaluation. It grades request-response pairs because that's the unit that's cheap to label, and it quietly assumes that a conversation is just a bag of independent turns you can average. It isn't. The response at turn nine is conditioned on everything that came before it, and the failures that actually reach users almost never live inside a single turn — they live in the seams between turns, where state gets dropped, assumptions harden, and small errors compound into a wrong final answer.
