So I have had a little trouble in the past finding the right person when it comes to thinking at scale and considering the breadth of a problem. Also it is difficult to determine maturity of thinking for me. Beside the obvious what, how and did you design your previous project or how would you build a search engine type questions. Explain how you would plan a <insert project here> here are a growing list of questions that I feel help me: Have you ever had to compromise you design if so why? What is design thinking and how can it help? Drill into the minor details of a solution the person who was in the trenches so to speak will be well acquainted with the details. Ask it how difficult decisions where to make (Situational awareness questions something like) How would you handle it if your team resisted a new idea you introduced? I look out for honest heartfelt answers without jargon. With the proliferation of tools these days hiring for a technology is needless it is really j...