Questioning one’s own questions—as in, Why am I asking why?—might seem like a circular exercise, bound to lead nowhere and yield dizziness. But there are practical, constructive ways to do this, and they can help produce a more insightful or more informed question. They range from simple practices such as “the five whys” to more exhaustive methods such as contextual inquiry, wherein we take our questions out into the larger world to see how they survive contact with reality.
