Unique Ways Ivy Brothers Students Have Approached Supplemental Essays

Ivy Brothers

Unique Ways Ivy Brothers Students Have Approached Supplemental Essays

Supplemental essays often pose one of the biggest challenges for college applicants—especially those aiming for Ivy League and other top-tier institutions. These essays require applicants not only to demonstrate intellectual depth and personal growth, but also to tailor their responses to the specific values and culture of each school. At Ivy Brothers, we’ve seen hundreds of students take on these challenges in creative, strategic, and highly personal ways. Here are some of the most unique and effective approaches our students have used to make their supplemental essays stand out.

1. Turning Quirks Into Qualities

One Ivy Brothers student applying to the University of Chicago—a school known for its eccentric prompts—used the essay to explore their obsession with Rubik’s cubes. But instead of just listing their skills, they structured the entire essay as a puzzle itself. Each paragraph “twisted” the narrative, offering a new perspective on how their love for solving complex problems shaped their intellectual curiosity. By the end, the reader felt as if they’d solved the cube with the writer—a brilliant metaphor for their analytical mind and persistence.

2. Embedding School-Specific Research Seamlessly

Many students try to name-drop professors or programs, but Ivy Brothers applicants often take a more nuanced route. One student writing for Brown’s “Why Brown?” essay embedded references to the Open Curriculum and specific research labs into a story about organizing a local TEDx event. The essay showed how their independent academic journey aligned naturally with Brown’s values, rather than feeling forced or generic.

3. Using Art as Structure

An aspiring architect used Cornell’s College of Architecture, Art, and Planning prompt as a canvas—literally. They described their passion for architecture through the lens of their sketchbook, with each paragraph representing a “page.” This format allowed the student to highlight different themes—curiosity, failure, innovation—while tying them all back to actual designs they had drawn. It was visually evocative, yet grounded in the academic and creative rigor Cornell seeks.

4. Satirical Essays That Still Hit the Mark

One bold student responded to a prompt about community values with a satirical essay titled “How to Start a Revolution (Without Getting Grounded).” Framed as a tongue-in-cheek manual for middle schoolers trying to protest school lunches, the essay cleverly demonstrated leadership, wit, and a commitment to justice. Satire is risky—but when executed with self-awareness and clarity, as this student did, it can be remarkably effective.

5. Leveraging Multilingual and Multicultural Identities

Several Ivy Brothers students have creatively used their cultural backgrounds not just as content but as structure. One bilingual student submitted a response to Yale that alternated between English and Spanish—each language capturing different facets of their personality and experiences. This format wasn’t just stylistic; it underscored their ability to navigate and connect across cultures, aligning with Yale’s emphasis on global citizenship.

6. Cross-Disciplinary Thinking in Unexpected Ways

For an MIT essay, a student with a passion for biology and music described DNA transcription as a musical composition, where the ribosome played the melody and tRNAs served as instrumentalists. This creative analogy not only showcased deep knowledge of molecular biology but also revealed a mind wired to see connections across disciplines—a hallmark of MIT’s approach to education.

7. Writing Letters to Future Roommates with Personality, Not Platitudes

The Stanford “letter to your future roommate” is infamous. Many applicants play it safe, but one Ivy Brothers student used it to write a comedic but heartfelt letter that included things like “I hope you’re okay with breakfast-for-dinner and existential conversations at 2 a.m.” The essay was disarmingly honest, funny, and full of personality—precisely what Stanford is looking for in future classmates.

What Makes These Approaches Work?

Across all these examples, a few core principles stand out:

Authenticity: Each essay reflects the student’s voice and genuine interests.

Specificity: They tie personal stories to what the school actually values.

Creativity with Purpose: Unique structures and formats aren’t gimmicks—they serve to deepen the story.

Risk-Taking with Awareness: These students understood their audiences and pushed boundaries in thoughtful, strategic ways.

At Ivy Brothers, we believe supplemental essays are less about following a formula and more about telling a story no one else could tell. These unique approaches aren’t just memorable—they’re deeply personal and expertly aligned with the schools to which they were applying.

Conclusion

In a world of increasingly competitive admissions, standing out requires more than just high scores and impressive extracurriculars. It requires storytelling that is imaginative, introspective, and intentional. Ivy Brothers students continue to demonstrate that when students are empowered to be both creative and true to themselves, their supplemental essays become not just a formality—but a compelling part of their admissions success story.

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