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Dylan's Pulitzer Prize doesn't count; how about his Oscar, his Kennedy Award, his Grammies?All really great poets and prose writers receive many substantial awards on the way to getting a Nobel. Dylan has , to my knowledge, received none of them and had no standing in the literary community.
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Great academic scholars of poetry, such as Sir Christopher Ricks and Sir Frank Kermode, have said for decades that Dylan's poetry ranks at or near the top in the world. Courses on Dylan are offered at Harvard University, University of Minnesota, University of Chicago, and Brown University, among others. One of the most important books written on Dylan is by a Pulitzer Prize winning Princeton University history professor.
I recognize that this is a shocking event--pretty much took everyone by surprise. But we humans have a difficult time with change. The Nobel Committee failed, for example, to give the award to James Joyce because his work was so radically different than anything previously. Looking back, it was a massive, massive failure. Joyce is now widely rewarded as the most important literary voice of the entire 20th century. And were we living in the late 19th century, we might well discount the musings of a shy young woman living in Amherst, MA. Fortunately Thomas Wentworth Higginson, an important literary patron of his day, did not, and so we have the poetry of Emily Dickinson, poetry that transcends the ages. No one then, not even Higginson, could possibly have predicted that.
Dylan is 75 and not always in the best of health. When he dies, he's no longer eligible. The Committee certainly appreciated that burden of history.
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