hardSierra Decagon OpenAI

Your single-turn evals pass but the agent falls apart by turn six. How do you catch that before launch?

Single-turn evals cannot catch failures that history causes, because they have no history. The offline answer is two suites, one deterministic and one simulated, and an honest account of why the simulated user will lie to you about how good your agent is.

Updated Aug 2026 · Grounded in real Applied AI Engineer interview loops and written to a senior-engineer editorial bar.

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LEARN THE BACKGROUND

These lessons teach the material this question tests, in order and from the beginning.

Applied AI Engineering·EvaluationSign in14mBuilding a set of examples worth trustingYour evaluation is only as good as the examples in it, and most sets are quietly useless because of how they were assembled. This lesson covers where to get examples, what proportion should be awkward, and the maintenance nobody plans for.Agent Engineering·Evaluating agentsPremium13mEvaluating a conversation, not a requestOnce an agent talks to a person across several turns, every method so far breaks, because there is no fixed input to replay. This lesson is how to evaluate something whose input depends on its own previous output.

UP NEXT ON YOUR JOURNEY

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