“There’s a really interesting thing about despair, I think. It has a spark in it of deep motivation. I think despair can be described as looking at every possible scenario and seeing no hopeful one. But what that means is, if you can present someone in despair with one scenario that looks hopeful – that looks like a real possibility – then there’s this immense wealth of motivation to drive toward it, because despair is not a nice place to be.”

“It's not the despair, Laura. I can take the despair. It's the hope I can't stand. ~ Brian Stimpson, Clockwise”

“One look outward to Jesus and you are saved; not a look inward to a feeling that can give nothing but despair to the conscientious soul.”

“And the other Don Quixote remained here among us, fighting with desperation. And does he not fight out of despair? …But "despair is the master of possibilities," as we learn from Salazar y Torres (Elegir al enemigo, Act I.), and it is despair and despair alone that begets heroic hope, absurd hope, mad hope. Spero quia absurdum [I hope because it is absurd], it ought to have been said, rather than credo”

“The starting point is that one is interested in the universe, one observes that one is finite and that this is intolerable. One has a limited time and apparently limited capacity with which to find anything out. Therefore it is possible to despair. There are many orders of despair, and none of them are known to normal psychology. This is demonstrated by the fact that it has not become existential. Normal psychology will never devalue anything. Existential psychology, at least to a certain point, consists of exploiting the recoil from the despair of finiteness. The recoil is a drive with at least the instinctive immediacy of the survival instinct. There is no point in saying, 'What is there to do? What could such a drive possibly tend towards?”

“To be truly radical is to make hope possible, rather than despair convincing.”

“He who has never hoped can never despair”

“If you are wise, mingle these two elements: do not hope without despair, or despair without hope.”
Si sapis, alterum alteri misce: nec speraveris sine desperatione nec desperaveris sine spe.

“Despair leads to many forms of thought,” said the magus, “and many kinds of action. Despair drives some to greater sanity, towards an analysis of the world as it is and what it might be. Others it drives to deep and dangerous insanity, towards an imposition of their own desires upon reality. I sympathize with your despair, Johannes Klosterheim, because it has no solace, in the end. Your despair is the worst there is to know. And yet men often look upon the likes of you and envy you, as you doubtless envy Duke Arioch, as Duke Arioch doubtless envies his master Lucifer, whom he would betray, and perhaps as Lucifer envied God. And what does God envy, I wonder? Perhaps he envies the simple mortal who is content with his lot and envies nobody.”

“Live, and with Hope such happy Dayes expect.
This said, although opprest with weighty Care,
He shews glad Looks, and hides his deep Despair.”