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Kevin wants to see if Alice is merely logical or is able to apply business judgment to generate a unique insight. He tests for this by asking Alice to break down her insights.
Since Alice focuses heavily on logical problem solving, Kevin is forced to dig deeper, to the 2nd and 3rd order of her reasoning, to determine a unique insight she developed.
Alice makes a common mistake of broadly discussing everything she did in her role versus focusing on the one obstacle, which led to this assignment becoming so difficult.
Since Alice’s answer above is broad, Kevin probes to isolate the source of the difficulty and determine the specific sequence of steps Alice took to overcome the challenge.