He prepped for days. Answered the wrong question.

Mar 11, 2026 8:01 am

A designer I coach had a whiteboard challenge at a large tech company.


He spent days preparing. Competitor analysis. Market research. Business model mapping. He built the whole system architecture before the call even started.


Two-hour session.


He walked the panel through his research. His thinking. His product-level analysis.


Feedback: "we needed to see more."


More of what?


They wanted enterprise UX screens. Wireframes. Flows.


He gave them a product strategy document.


When we debriefed, I asked him one question.


"Did you ask them at the start what they were expecting to see?"


No.


He received the brief. He assumed what the panel wanted. He dove in.


And the thing is... his thinking was solid. His research was thorough. His system design was genuinely impressive.


But he answered a different question than the one they were asking.


It reminded me of something I noticed early in my career as a hiring manager.


The candidate who asks "what are you hoping to learn about me from this exercise" before they start solving... that person almost always does better. Not because the question is clever. Because it shows they understand that before you solve anything, you figure out what the actual problem is.


That's the job.


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