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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.
--
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).

 

Theodore Sturgeon

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"We can each sit and wait to die, from the very day of our births. Those of us who do not do so, choose to ask--and to answer--the two questions that define every conscious creature: What do I want? and What will I do to get it? Which are, finally, only one question: What is my will? Caine teaches us that the answer is always found within our own experience; our lives provide the structure of the question, and a properly phrased question contains its own answer."

 

Matthew Stover

 

...Hunt asked me the question one week before the campaign, and basically it was, are you going to do something about Rumsfeld and the Vice President? And my answer was, they're going to stay on. And the reason why is I didn't want to inject a major decision about this war in the final days of a campaign. And so the only way to answer that question and to get you on to another question was to give you that answer.

 

George W. Bush

 

There is only one question. And once you know the answer to that question there are no more to ask. That one question is the Original Question. And to that Original Question there is only one Final Answer. But between that Question and its Answer there are innumerable false answers.

 

Meher Baba

 

If we assume that the person asking the question is serious, there is an underlying background of purposes and understanding (the 'horizon' as Gadamer calls it) into which the question fits. If a questioner were to ask "Can pigs have wings?" a respondent within the analytic tradition might have difficulty answering, because although the idea is outrageously farfetched, current work in genetic engineering does leave open the logical possibility of creating a beast with the desired characteristics. Admittedly, there might be some refuge in challenging the asker as to whether such a monstrosity would still properly be called a pig,11 thereby invalidating the question. But if the question were asked seriously, neither the logical possibility nor the precise meaning of "pig" would be the issue at hand. The questioner would be asking for some reason in some background of understanding and purpose, and the appropriate answer (just like the appropriate answer to "Is there water in the refrigerator?") would have to be relevant to that background.

 

Terry Winograd

 

They will ask: "Who gave you the Teaching?"
Answer: "The Mahatma of the East."
They will ask: "Where does He live?"
Answer: "The abode of the Teacher not only cannot be made known but cannot even be uttered. Your question shows how far you are from the understanding of the Teaching. Even humanly you must realize how wrong your question is."
They will ask: "When can I be useful?"
Answer: "From this hour unto eternity."
"When should I prepare myself for labor?"
"Lose not an hour!"
"And when will the call come?"
"Even sleep vigilantly."
"How shall I work until this hour?"
"Enhancing the quality of labor."

 

Nicholas Roerich