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The Essayist’s Real Challenge

In supporting college applicants’ thinking, imagining, and writing, we at Hillside are often demonstrating why concern about what an essay is “about” must not precede close interest in and examination of the raw material — close looking at the specific details of experience. Don’t rush to meaning! A fresher, truer “aboutness” almost invariably results from patient recollection (indeed, re-collection) and consideration.

At Hillside, we frequently talk about how the interesting writer is the interested writer.

And so when To Write a Great Essay, Think and Care Deeply, from The Atlantic’s By Heart series, came to our attention, we applauded. In appreciation for the lessons he finds in J.R. Ackerly’s My Dog Tulip, nonfiction writer Lucas Mann describes Ackerly as “leaning closer, looking so carefully” and notes that “it’s the closeness in his gaze, his dedication to looking, that transforms the subject.” Mann reflects how we tend to “prioritize a weighty topic over the force of an author’s gaze, the clarity of her prose, the sincerity of her emotion.” He goes on: “[I]t’s important for me to remind myself sometimes that, at its heart, that’s all a great essay is: a virtuoso performance of care.”

Frequently we talk at Hillside about how the interesting writer is the interested writer — how just isolating and describing the specifics of experience with careful attention (attention that is full of care) is not only an essential step in realizing an authentic meaning but an engaging act in itself. As Mann writes, “[S]pending one’s time fretting about aboutness is a deflection from the essayist’s real challenge: to think and feel as deeply and specifically as possible about whatever it is you’re looking at.”

Allan is Hillside’s founder and a coach.

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