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The Value of What We Do

I recently wrote a message to our team in anticipation of our summer work with students who will be writing out of their life experiences for their college applications. I share my reflection here because it provides a look inside our coaching for those who are curious to know who we are, what we do, how we think, what we talk about.

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Where Writers Grow

At our new online home, we’re delighted to share how we look at writing and what it can mean for the writer. Our decade of coaching has deepened our belief in the enduring personal growth a writer experiences in the journey between the blank page and the final draft.

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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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close-up of typewriter with blank page.
The Process and the Pearl

Here’s an incomplete list of things we don’t typically think about when we think about writing: the doodled-on diner napkins, the hastily-scribbled notes on the backs of receipts, the three cryptic words on a palm: “mulch, apple, Volkswagen.” The scattered moments of potentially promising thought.

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The Creative Freefall

When I started writing in elementary school, the stories flowed out of me like magic. I remember hunching over my paper, scribbling down each chapter as fast as I could. Writing was fun and effortless and — at least the way I remember it — I never agonized over ideas or phrasing.

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Picking the Locks

The fall of my senior year, I spent a very long time not writing my Big College Essay. It was a project I was already supposed to know how to do — two pages with just one job: to capture, in entirety, who I was.

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The Illuminating Incident in the College Essay

I’ve had a lot of practice at writing, and yet I can still struggle to get started, just like many college applicants. Sometimes when I want to try something new, my ideas and ambitions feel so big that it’s a challenge even to write a first sentence.

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The Comedian and The College Applicant | Part Two

Every joke depends on sentence design. Just as a stand-up onstage is alert to the structure and style of delivery, I listen with students to their original ten sentences.

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The Comedian and the College Applicant | Part One

After learning of the delight I take in exploring the evolution of a good sentence, a friend sent me “A Stand-Up Joke is Born" from the New York Times. I didn't expect to see so many parallels between the way comedians work on a joke and the process I've developed at Hillside.

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