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This book is about the melancholic direction, which I call the "bittersweet": a tendency to states of longing, poignancy, and sorrow; an acute awareness of passing time; and a curiously piercing joy at the beauty of the world.

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This book is about the melancholic direction, which I call the “bittersweet”: a tendency to states of longing, poignancy, and sorrow; an acute awareness of passing time; and a curiously piercing joy at the beauty of the world. The bittersweet is also about the recognition that light and dark, birth and death — bitter and sweet — are forever paired. “Days of honey, days of onion,” as an Arabic proverb puts it.

I've concluded that bittersweetness is not, as we tend to think, just a momentary feeling or event. It's also a quiet force, a way of being, a storied tradition—as dramatically overlooked as it is brimming with human potential. It's an authentic and elevating response to the problem of being alive in a deeply flawed yet stubbornly beautiful world.

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Living in a bittersweet state, with an intense awareness of life's fragility and the pain of separation, is an underappreciated strength and an unexpected path to wisdom, joy, and especially communion.

I’ve concluded that bittersweetness is not, as we tend to think, just a momentary feeling or event. It’s also a quiet force, a way of being, a storied tradition — as dramatically overlooked as it is brimming with human potential. It’s an authentic and elevating response to the problem of being alive in a deeply flawed yet stubbornly beautiful world. Most of all, bittersweetness shows us how to respond to pain: by acknowledging it, and attempting to turn it into art, the way the musicians do, or healing, or innovation, or anything else that nourishes the soul. If we don’t transform our sorrows and longings, we can end up inflicting them on others via abuse, domination, neglect. But if we realize that all humans know — or will know — loss and suffering, we can turn toward each other.[*2]

The tragedy of life is linked inescapably with its splendor; you could tear civilization down and rebuild it from scratch, and the same dualities would rise again. Yet to fully inhabit these dualities — the dark as well as the light — is, paradoxically, the only way to transcend them. And transcending them is the ultimate point. The bittersweet is about the desire for communion, the wish to go home.

In fact, you could say that what orients a person to the bittersweet is a heightened awareness of finality.

(T)he bittersweet tradition spans centuries—it spans continents. And it teaches us that we are creatures who are born to transform pain into beauty. It also teaches us that our feelings of bittersweetness are some of the greatest gateways that we have to states of creativity and connection and love.

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The very highest states—of awe and joy, wonder and love, meaning and creativity—emerge from this bittersweet nature of reality. We experience them not because life is perfect—but because it's not.

Elysian beauty, melancholy grace, Brought from a pensive though a happy place.

Melancholy is sadness that has taken on lightness.

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You might call it ‘bright sadness’ (as does the priest and author Richard Rohr), ‘stubborn gladness’ (the poet Jack Gilbert), or ‘sober joy’ (the Heidegger scholar Bruce Ballard).9, 10, 11 Or you could just call it finally encountering real life, and the brute fact of our finite weeks.

It is a melancholy of mine own, compounded of many simples, extracted from many objects, and indeed the sundry contemplation of my travels, which, by often rumination, wraps me in a most humorous sadness.
– SHAKESPEARE, As You Like It

The beauty of the world...has two edges, one of laughter, one of anguish, cutting the heart asunder.

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