How would you use a user's booking history to personalize search: fine-tune embeddings or build a reranker?
A real interview question with a trap in its framing: it offers you two expensive options and hides the cheap one. The escalation ladder from feature-based reranking to two-tower fine-tuning, with the cold-start and position-bias answers ready.
Updated Aug 2026 · Grounded in real Forward Deployed Engineer interview loops and written to a senior-engineer editorial bar.
A real interview question with a trap in its framing: it offers you two expensive options and hides the cheap one. The escalation ladder from feature-based reranking to two-tower fine-tuning, with the cold-start and position-bias answers ready.
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.
