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A note push-pinned to a wall that reads, "What Do You Find Yourself Often Saying To Students?" Below the note on the wall, text reads, "Hillside Coaches Weigh In."
Coaches Weigh In: What Do You Find Yourself Often Saying To Students?

Reflecting on their extensive work guiding college applicants, Hillside Coaches share more of their essential insights. Recommended reading for any student beginning — or revising — the project!

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image of a road with SLOW painted on it.
As Generative AI Speeds Up, I Stay Slow

My work has taught me the power of staying put. There isn’t a single student I have supported who didn’t benefit greatly from slowing down—who didn’t need to slow down in order to go forward authentically.

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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.

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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.

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

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

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Coach Video Gallery

Our process is based in conversation and instructive companionship. Our coaches begin the conversation by sharing what inspired them to write their blog posts. It's a great way to meet them!

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My Unexpected Universe

When it comes to personal essays, even a good outline isn't a turn-by-turn map. Instead, offshoots and byways, unseen at the start, always crop up. Working with my Creative Mentoring student reminded me just how much wayfinding happens along the way.

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On Choosing a Coach

We emphasize student ownership of the writing process, and choosing a coach is a great place to start! Our best advice is to have the student visit our coach profiles to learn more about us.

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Give Yourself Permission

Julie sits in my office, fidgeting with her notebook. She sighs, and it’s so exaggerated we both laugh. She seems ready to talk, so I lean forward at my desk. I’m listening. “I know the story I should write,” she says, almost conspiratorially.  “It’s just not the story I want to write.”

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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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