How do you evaluate a multi-turn conversation, not just a single response?
Your assistant scores 4.6 out of 5 on every individual turn and still loses the user by turn eight. Per-turn averages hide the failures that actually cancel subscriptions, and here is the session-level eval that catches them.
Updated Sep 2026 · Grounded in real GenAI, LLM, and AI/ML engineering interview loops and written to a senior-engineer editorial bar.
Your assistant scores 4.6 out of 5 on every individual turn and still loses the user by turn eight. Per-turn averages hide the failures that actually cancel subscriptions, and here is the session-level eval that catches them.
Lead with where the obvious approach breaks, because that is the judgment they are screening for — most candidates jump straight to the happy path and lose the room.
Then walk the failure back through the pipeline in order, naming the one metric the customer's exec sponsor actually cares about before you propose the fix.
