Back to Blog

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.

SIGN UP WITH ALLAN

Related Posts

Seeds of an Essay

As a comedy writer, I’ve learned to expect ideas when I least expect them. The material for my ideas—the details and small interactions—to a comedian, these are gold. But learning to collect and consider these nuggets is also a key part of the essay-writing process.

Read More
The Bumper Sticker Test

“How in the world do I end this?” It's a common question from college-essay writers, and it emerges right when they reach for reflection. But not knowing your ending isn’t a liability. In fact, this state of not knowing can be exactly where you want to be.

Read More
Paper peeling back to reveal the typed phrase: "Everyone has a story ..." How to Avoid Sounding Just Like Everyone Else

At our Q&A for parents about the college essay, one question emerged as the clear favorite: How does a student choose a strong, unique topic? Is there a way to avoid sounding like thousands of other applicants?

Read More