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Let Yourself Go…

Somehow, it’s been almost 25 years since my undergraduate mentor, a beloved journalism professor, urged our nonfiction writing class out into the world to ask questions: If you go looking for a story, a story will happen. The phrase’s durability stems from its Zen-like acceptance of chance, of discovery. Stated: If you go, it’ll happen. Unstated: “It” might not be what you thought you were looking for.

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Engineering the Sentence

In eighth grade, I took an elective to prep for a yearly STEM competition. I was eager to build rubber-band-powered airplanes and roller coasters, but as we filed in on Day One, there were no materials or tools to be found. Instead, the teacher divided us into pairs. One of us had to describe an object, the other had to draw it.

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Each Sentence a Brushstroke

After I bought my son his first set of good paintbrushes, the All-Knowing Algorithm spammed my social media with time-lapse videos of artists painting. As a writer, I can’t help it — I see metaphors for writing everywhere. I thought ... that's just like writing!

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Diving Deep

I once helped a college applicant who wrote beautifully about a terrible place to swim. It was a stretch of bay marked by strong currents, stinging sea lice, and a pungent smell when the tide stole the water altogether. 

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The Other Side of the Desk

I’ve always known how overwhelming the college application process can be, but this is the first time I’ve experienced it firsthand with my own child. I’m continually struck by the level of accompanying stress, but what I didn’t see coming? The stress I would feel as her parent.

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Following the Details Home

I asked her to draw a map. This is something I do sometimes when a student tells me they have nothing to write about. I have them draw their hometown or a place they know well. I have them sketch landmarks and points of interest. No detail is too small. At this early stage in the writing process, our work is to deal with self-doubt by gathering possibilities.

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Your Story Is Already There

My grandmother immigrated to the U.S. from Lebanon and, for years, worked as a seamstress in a uniform factory. By the time I was born, she lived alone in the three-bedroom duplex. Imagine my surprise, then, when I discovered an entire room dedicated to frivolities: a mannequin, a collection of yardsticks, and notebooks written in a cryptic hand.

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Writing as a “Math Person”

The lights of the theater dimmed and all I could think was, "Is this really a good idea?" From a young age, I’d believed I was destined for a different kind of performance. But here I was, at age twenty-seven, backstage at Improv Boston, about to perform a sketch comedy show. Three years later, I would quit my electrical engineering job to pursue writing and teaching full time.

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Why the Particulars Matter

At Hillside, we tend to ask a lot of questions, especially of college-application writers. If you’re talking about preparing for a robotics competition, then we want to know where your team gathered, what songs you jammed to while you drew the designs, and the fact that you nicknamed the robot “Sparky.”

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Chat TYS (To Your Self)

I’ve been tickled by the arrival of Chat GPT, the sleek, A.I. algorithm that can transform our jumbled brainstorms into pristine sentences. I’ve been asked if I was worried, but I’m not terribly concerned. In fact, Chat GPT and I have something in common: the “chat” element. 

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The Anxiety of the Takeaway

As we come face-to-face with the anxiety of where this essay is going, I’m reminded of trying to walk my son to school on time. Once we hit the street, he’s fascinated by everything he sees. Don’t tell my son, or I'll despair of ever getting him to school on time, but college essay writers should be like him!

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Raiding the Closet

I often imagine college essays as first-impression outfits. Sure, it’s nice to be stylish, but college admissions officers don’t need to see you in your wildest clothes. If you look in your closet, though, and see no wild outfits at all, that doesn’t mean you have nothing to wear.

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