I’m not disputing Ms. Gross’ talent as an interviewer, genuineness, or work ethic. And the question is appropriate for an interview, specifically because it’s diplomatic and open ended.

Certainly when talking to people we won’t have the same resources and ability to research the person we speak with the same way Ms. Gross has with the persons she interviews. And in the context of “talking to people” I don’t think this particular question is going to make a good reflection on the asker. If you have literally nothing else to say, then fine, but again that typically shows lack of wit and charisma. I’d recommend starting with a personal observation of the person that is clearly meaningful to the person you engage, in which you have a guinuine interest.