“Robert F. Kennedy used to say, 'Some men see things as they are and ask why. Others dream things that never were and ask why not?'; that outlook has become a far too common and destructive approach to interpreting the law”

Speech at Catholic University, Columbus School of Law http://web.archive.org/web/20040704015129/http://www.law.cua.edu/News/Things%20That%20Never%20Were.cfm (2004).
2000s

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former Associate Justice of the Supreme Court of the United… 1936–2016

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“Some people see things that are and ask, Why?
Some people dream of things that never were and ask, Why not?
Some people have to go to work and don't have time for all that.”

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Cf. Bernard Shaw, Back to Methuselah (1921), Pt. I : In the Beginning: I hear you say "Why?" Always "Why?" You see things; and you say "Why?" But I dream things that never were; and I say "Why not?"
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Variant: Some people dream of things that never were and ask, Why not? Some people have to go to work and don't have time for all that shit.

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“There are those that look at things the way they are, and ask why? I dream of things that never were, and ask why not?”

Robert F. Kennedy (1925–1968) American politician and brother of John F. Kennedy

Though Kennedy stated that he was quoting George Bernard Shaw when he said this, he is often thought to have originated the expression, which actually paraphrases a line delivered by the Serpent in Shaw's play Back To Methuselah: “You see things; and you say, ‘Why?’ But I dream things that never were; and I say, ‘Why not?’". This phrase was first used by his brother John F. Kennedy in 1963 (June 28th), during his visit to Ireland, in his address to the Irish Dail (Government): "George Bernard Shaw, speaking as an Irishman, summed up an approach to life, 'Other people, he said, see things and say why? But I dream things that never were and I say, why not?" ( Address on YouTube https://www.youtube.com/watch?v=8ADeazX9blw.). Robert's other brother Edward famously quoted it (paraphrasing it even further), to conclude his eulogy to his late brother after his assassination (8 June 1968): Some men see things as they are and say why? I dream things that never were and say why not? - (Eulogy in CBS news video) http://www.cbsnews.com/video/watch/?id=5268061n
Misattributed
Source: Robert Kennedy in His Own Words: The Unpublished Recollections of the Kennedy Years

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“I hear you say "Why?" Always "Why?" You see things; and you say "Why?" But I dream things that never were; and I say "Why not?"”

The Serpent, in Pt. I : In the Beginning, Act I; this quote is sometimes misattributed to Robert F. Kennedy; it is often paraphrased slightly in a few different ways, including:
You see things as they are and ask, "Why?" I dream things as they never were and ask, "Why not?"
Variant: You see things; and you say "Why?" But I dream things that never were; and I say "Why not?
Source: 1920s, Back to Methuselah (1921)

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“The problems of the world cannot possibly be solved by skeptics or cynics whose horizons are limited by the obvious realities. We need men who can dream of things that never were and ask "why not?"”

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Speech delivered to the Dail (Parliament of Ireland) (28 June 1963)
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Letter to Robert McAlmon (4 September 1943), published in The Selected Letters of William Carlos Williams (1957) edited by John C. Thirlwall, p. 217
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Context: Why do we live? Most of us need the very thing we never ask for. We talk about revolution as if it was peanuts. What we need is some frank thinking and a few revolutions in our own guts; to hell with what most of the sons of bitches that I know and myself along with them if I don't take hold of myself and turn about when I need to — or go ahead further if that's the game.

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“To take the universe on — to ask Why Are Things As They Are? — is to generate the foundation for everything else.”

Source: The Sacred Depths of Nature (1998), p. 167
Context: We are, each one of us, ordained to live out our lives in the context of ultimate questions, such as:
Why is there anything at all, rather than nothing?
Where did the laws of physics come from?
Why does the universe seem so strange?
My response to such questions has been to articulate a covenant with Mystery. Others, of course, prefer to respond with answers, answers that often include a concept of god. These answers are by definition beliefs since they can neither be proven nor refuted. They may be gleaned from existing faith traditions or from personal search. God may be apprehended as a remote Author without present-day agency, or as an interested Presence with whom one can form a relationship, or as pantheistic — Inherent in All Things.
The opportunity to develop personal beliefs in response to questions of ultimacy, including the active decision to hold no Beliefs at all, is central to the human experience. The important part, I believe, is that the questions be openly encountered. To take the universe on — to ask Why Are Things As They Are? — is to generate the foundation for everything else.

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“Others have seen what is and asked why. I have seen what could be and asked why not.”

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