A Grief Observed (1961)
Context: Can a mortal ask questions which God finds unanswerable? Quite easily, I should think. All nonsense questions are unanswerable. How many hours are there in a mile? Is yellow square or round? Probably half the questions we ask — half our great theological and metaphysical problems — are like that.
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“Asking what the question is, and why the question is asked, is always asking a pertinent question.”
Source: Philosophy and Real Politics (2008), p. 17.
Source: The Society of Mind (1987), Ch.2
Context: Questions about arts, traits, and styles of life are actually quite technical. They ask us to explain what happens among the agents of our minds. But this is a subject about which we have never learned very much... Such questions will be answered in time. But it will just prolong the wait if we keep using pseudo-explanation words like "holistic" and "gestalt." …It's harmful, when naming leads the mind to think that names alone bring meaning close.
Getting Naked: A Business Fable about Shedding the Three Fears That Sabotage Client Loyalty
His explanation of the meaning of a small symbol he used when writing his signature, as quoted in an interview with David Duncan (with an image of his signature) http://www.physics.emory.edu/~weeks/misc/duncan.html.
Variant: Ask the next question. And the one after that.
Context: It means "Ask the next question." Ask the next question, and the one that follows that, and the one that follows that. It's the symbol of everything humanity has ever created, and is the reason it has been created. This guy is sitting in a cave and he says, "Why can't man fly?" Well, that's the question. The answer may not help him, but the question now has been asked.
The next question is what? How? And so all through the ages, people have been trying to find out the answer to that question. We've found the answer, and we do fly. This is true of every accomplishment, whether it's technology or literature, poetry, political systems or anything else. That is it. Ask the next question. And the one after that.