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The Interview Loop1 / 2

1 min lesson

Ask business-level questions, not a feature checklist

Work through the cases in "Ask business-level questions, not a feature checklist", pairing each signal with the move that fits.

Step 1 of 2

Ask business-level questions, not a feature checklist

Same buyer, two ways to ask. Lead with the business-level version; the feature-checklist version is how you sound junior in this round.

Layered, business-level

“How do you measure developer productivity today?”

“What does slow onboarding cost you per new hire?”

Junior, feature-checklist

“Do you want AI autocomplete?”

“Are you looking for an IDE with agents?”

Happy ears and early pitching are the common failures

Two related traps. Happy ears: hearing mild interest as a buying signal and skipping qualification. And pitching too early: launching into Cursor's features before you understand the pain. Stay in discovery, resist the urge to demo and earn the right to a next step.

Interview move

When the buyer hands you an opening to pitch, name the discipline out loud: ‘I could show you that now, but I'd rather make sure I understand your review bottleneck first.’ Visibly choosing discovery over a premature demo is exactly the maturity this round rewards.