708: On Becoming: The Art and Craft of Personal Storytelling (Ep 7: Robes) with Andrew Callery
The College Essay Guy Podcast: A Practical Guide to College Admissions
Release Date: 05/05/2026
The College Essay Guy Podcast: A Practical Guide to College Admissions
Hey friends and welcome back to the podcast! I'm Tom Campbell, a former admission officer and now a college counselor and content creator here at College Essay Guy. In this episode, I sit down with one real student and talk through the actual, messy work of applying to college — in real time. That student is Harmony, and I met her backwards: not in person, but through her writing during CEG Live, which are large group essay writing classes Ethan leads every summer for high school students across the US. I was invited to lead a “bonus session” during the program, where I’m tasked with...
info_outlineThe College Essay Guy Podcast: A Practical Guide to College Admissions
Friends, welcome back to the podcast. This is part two of my conversation with Angel Pérez, the CEO of the National Association for College Admission Counseling. The theme of our conversation was navigating ambiguity. In case you missed , Angel and I talked about where our own relationships with uncertainty began, what it has looked like for him to lead NACAC through some extraordinarily difficult moments, and some of the lessons he’s learned along the way. In this second part, we get much more practical. Angel and I wanted to explore a simple question: What can we actually do when we...
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Hi, friends, and welcome back to the College Essay Guy podcast. This episode is a fireside chat with Angel Pérez, the CEO of NACAC (the National Association for College Admission Counseling), someone who was named by Forbes as the most influential voice in college admissions. Not long ago, Angel was discussing in an interview his book The Hottest Seat on Campus: A Roadmap for Mastering Leadership in College Admission, and he mentioned that if he could add one more chapter to his book, he'd write it on navigating ambiguity. This is a topic that has interested me for the last couple years as...
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Hey friends, welcome back to the podcast. Ten years ago, a group at Harvard released a report called Turning the Tide, and it attempted something audacious: getting college admission (of all things) to make caring count. This June, the fourth report in that series came out, written with NACAC's Center for Innovation in College Admission, and my sense is it's the most urgent one yet. Here's a stat that struck me: 34 percent of teens say they have little or no meaning or purpose in their lives. For young people 19 to 25, it's 51 percent. My guests today wrote the report: Dr. Rick...
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Hi there and welcome back to the podcast! I’m Tillie Gottlieb, a senior college counselor and content specialist here at CEG. I am delighted to be a guest host today as part of our series interviewing admission officers. We’re getting to know more about this hardworking, thoughtful group of professionals whose job it is to build college communities and shape the culture of our higher education institutions - talk about high pressure! Hearing about their own journeys through the education system, their reasons for working with students all over the world, and the commitments they’re...
info_outlineThe College Essay Guy Podcast: A Practical Guide to College Admissions
Welcome back to the podcast! I'm Tillie Gottlieb, a senior college counselor and content specialist here at CEG. This season, we're sitting down with admission officers to hear their real stories. I spent years on that side of the desk myself, and one thing I want listeners to walk away with is this: these aren't gatekeepers deciding your fate. They're people trying to build a class and a community, often inside a system that feels chaotic from every angle. So over the next few weeks, we're getting to know some of them as people, hearing what actually drives them, and along the way, getting a...
info_outlineThe College Essay Guy Podcast: A Practical Guide to College Admissions
Hi, friends, and welcome back to our series, “On Becoming: The Art and Craft of Personal Storytelling.” I’m Tom Campbell, former Pomona and Holy Cross admissions officer, and one of the CEG podcast co-hosts, alongside my lovely colleagues Tillie and Ethan. In this series, we take a close look at personal essays written by real students, talking about why we love them, what makes them work, and how they came to be. In this episode, we break down an essay that we’re calling The Translator. This student, who worked with one of our amazing essay coaches Lavon Robinson a few years...
info_outlineThe College Essay Guy Podcast: A Practical Guide to College Admissions
Hi friends, and welcome back to the podcast. Today's episode is a special behind-the-scenes look at a live application review I did with Anna, a high school senior I met last year. We recorded this about ten days before her early deadlines, and she was kind enough to let me walk through her entire application in real time: her personal statement, her activities list, and all of her supplemental essays for Yale. Fun fact: Anna emailed me a couple months later to let me know she actually got into Yale (congrats again, Anna!). In this episode, we get into: What it was like for Anna to pivot away...
info_outlineThe College Essay Guy Podcast: A Practical Guide to College Admissions
Hi, friends, and welcome back to our series, “On Becoming: The Art and Craft of Personal Storytelling.” In this series, we take a close look at personal essays written by real students, talking about why we love them, what makes them work, and how they came to be. In this episode, we break down an essay called "The Stomach Whisperer" about a student who used to lie on her grandmother's stomach and wonder if the echoing gurgle I’d just heard was caused by the molasses or by the cinnamon. I'm joined today by Tillie Gottlieb, a former admission officer turned Director of College...
info_outlineThe College Essay Guy Podcast: A Practical Guide to College Admissions
Welcome back to the podcast! Today’s episode is hosted by Tom Campbell, a former admission officer and now a college counselor and content creator here at College Essay Guy. This show often reminds us that beneath the essays, the deadlines, and the color-coded college lists, this whole thing is really about people — and today's guest is exhibit A. Quick disclaimer: this is a feel-good episode. Very “This American Life.” If you've ever needed your faith in public education restored, cancel your other plans. In a content landscape where some of the loudest admissions "experts" run on...
info_outlineHi, friends, and welcome back to our series, “On Becoming: The Art and Craft of Personal Storytelling.” In this series, we take a close look at personal essays written by real students, talking about why we love them, what makes them work, and how they came to be.
In this episode, we share an essay that begins: “Robes are the textile version of comfort food; they’re my chicken noodle soup.” And it is indeed about the different robes the student wears and how each one reveals a different aspect of who the author is.
I'm joined today by Andrew Callery, a college counselor at Detroit Country Day School who aside from his work helping his students tell their stories has, for the past 9 years, in his free time volunteered in our Matchlighters Scholars Program, where we pair high-achieving, low-income students with amazing counselors for 10 hours of free one-on-one support. If you are a high-achieving low-income student applying to college this year or are a counselor interested in volunteering, we’d love to have you.
In today’s episode, Andrew and I get into:
- Where this idea came from in the first place
- How the student chose which different sides of herself to focus on
- How students can briefly weave a learning difference into a single paragraph
- Two tips for sticking the landing when it comes to the ending of your personal statement
If you’re the kind of person who enjoys seeing how things get made, whether it’s a great meal, a film scene, or a piece of writing, I have a feeling you might enjoy this one.
Andrew Callery (he/him) is a graduate of Villanova University (B.A.) and the University of San Francisco (M.A.), where he studied Psychology with an emphasis in counseling. He’s worked in both public and private high schools as a counselor and loves helping students craft essays that are genuine reflections of their lived experience. He uses active listening techniques to help students uncover unique ideas for essays that capture various aspects of their identity, values, challenges overcome and lessons learned, all the while blending in a healthy dose of humor and empathy. Andrew has worked for a number of years as an admissions reader with a highly selective institution, and has read thousands of essays as a result. He's currently working as a full-time college counselor at an independent school near Detroit, where he lives with his wife and two children.
Enjoy.
Play-by-Play:
- 2:47 – Andrew introduces the “robes” essay and the brainstorming exercise that inspired it.
- 4:41 – What are the benefits of brainstorming and “going broad” with early ideas?
- 5:57 – Andrew reads the essay, “Robes”
- 11:26 – What stands out for Andrew in reading the essay today?
- 12:25 – How did Andrew help the student identify the core values and life experiences to include in her essay?
- 17:22 – How does a simple, relatable metaphor immediately ground the reader in the student's world?
- 19:40 – How did the student weave in her experience with dyslexia without making it the central focus of her essay?
- 23:17 – What questions can students ask themselves to turn a simple anecdote into a meaningful "so what" moment?
- 26:02 – How can students weave in extracurricular achievements without sounding like they are bragging?
- 31:35 – How can a student effectively balance personal interests with academic goals in an essay?
- 35:27 – How did the student’s love for thrifting from the 21 Details exercise become a metaphor for her interest in sustainable engineering?
- 39:28 – How can focusing on the future help a student find the right way to end their essay?
- 42:32 – What does Andew enjoy most about working with students on essays?
- 44:16 – Closing thoughts
Resources:
- “Robes” essay
- Admission Nutrients
- The Roles & Identities Exercise
- 21 Details Exercise
- College Essay Guy’s Personal Statement Resources
- College Essay Guy’s College Application Hub