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Award-Winning College Application Essays Tutors serving Chicago, IL

Certified Tutor
4+ years
Samantha
I am a recent graduate of Saint Louis University School of Medicine who matched into Dermatology for my advanced training. I graduated as a member of Alpha Omega Alpha Honor Medical Society and received a Distinction in Research award upon completing my training. I scored 253 on the USMLE STEP 1 exa...
Barnard College
Bachelor in Arts, Biology, General
Saint Louis University-Main Campus
Doctor of Medicine, Premedicine

Certified Tutor
6+ years
Allison
I am a current junior at UChicago studying towards a degree in Public Policy and Human Rights. I am a Questbridge scholar, and have experience working with students towards college readiness and college applications, especially first-generation applicants. I am also a native Spanish speaker. My goal...
University of Chicago
Bachelor in Arts, Public Policy Analysis

Certified Tutor
4+ years
Felix
I'm a freshman at the University of Chicago planning on majoring in economics or applied mathematics. I've tutored many students, and I love helping kids of all ages learn. I took 12 AP classes in high school and have tutored in a number of those subjects including US history, trigonometry, economic...
University of Chicago
Bachelor of Science, Mathematics

Certified Tutor
9+ years
Mahalia
I am comfortable tutoring a variety of subjects, I am most passionate about writing and language, and I truly believe that strong writing skills are an asset in every area of life. Through my experience as an after-school program manager, I learned to build relationships and work well with students,...
Northwestern University
Bachelor in Arts

Certified Tutor
8+ years
Devon
I'm a recent graduate of Northwestern University, and have worked as a tutor for Westchester Counseling and Psychological Services and Scarsdale Recreation Camp.
Northwestern University
Bachelor in Arts

Certified Tutor
4+ years
Paulina
I am currently a PhD student in Anthropology at Columbia University.
University of Chicago
Master of Science, Anthropology
The University of Texas at Austin
Bachelor in Arts, Anthropology

Certified Tutor
5+ years
I am a current graduate student at the University of Chicago studying clinical social work with a concentration in pediatric psychiatry. I received my Bachelor of Arts in psychology from Franklin and Marshall College. I have extensive experience working with children, adolescents, and young adults. ...
University of Chicago
Master of Arts, Social Work
Franklin and Marshall College
Bachelor in Arts, Psychology

Certified Tutor
8+ years
Grace
I am currently pursuing a Master's in Teaching at the University of Chicago and also have a B.A. in Political Science from the University of Chicago.
The University of Chicago
Master of Arts Teaching, Middle School Teaching
The University of Chicago
Bachelor in Architecture, Political Science and Government

Certified Tutor
9+ years
I am currently a sophomore at the University of Chicago, and I am majoring in History and minoring in Statistics. I was a former pre-med student, bearing interests in both chemistry and cognitive sciences specifically. In regards to hobbies, I enjoy to read, write short stories or lore, run, bike, D...
University of Chicago
Bachelor in Arts, History

Certified Tutor
6+ years
Greg
I'm a teacher, writer and actor. I'm grew up speaking, learning and working in both English and French in Canada. I've been acting for over 15 years now and teaching for 8 years. I've taught in an ESL/FSL summer camp setting as well as for undergraduate students at The University of Iowa. My main fo...
University of Iowa
Master of Fine Arts, Acting
Concordia University (Montreal
Bachelor of Fine Arts, Theater Arts
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Frequently Asked Questions
A compelling college application essay typically follows a clear arc: an engaging opening that draws readers in, body paragraphs that develop your main ideas with specific examples, and a conclusion that reinforces your unique perspective. The most effective essays avoid a formulaic structure and instead let your authentic voice guide the organization. Strong essays often weave personal anecdotes throughout rather than isolating them in one section, and they show (rather than tell) why you matter through concrete details and reflection.
For students in Chicago working on their applications, getting personalized feedback on your essay structure can make a significant difference. Tutors can help you identify which moments in your story are most compelling and guide you in organizing them for maximum impact.
Your authentic voice emerges when you write about what genuinely matters to you, using language that feels natural to you rather than inflated or overly formal. Avoid trying to sound like what you think admissions officers want to hear—they read thousands of essays and can tell when students are performing. Instead, focus on the specific details that only you would include: the particular way your family talks, the exact question that kept you up at night, or the small moment that shifted how you see the world.
The key is revision. Your first draft might feel rough, but that's where your real voice lives. Tutors who work with Chicago-area students can help you recognize and strengthen the authentic moments in your writing, then polish them without losing the personality that makes your essay memorable.
The biggest pitfall is trying to impress rather than connect—writing about what you think sounds impressive instead of what actually matters to you. Other frequent mistakes include: being too vague or general (saying you 'love science' without showing why), repeating information already in your application, lacking specific examples to support your points, and trying to cover too much ground instead of going deep on one meaningful topic. Many students also rush the revision process, missing opportunities to cut unnecessary words and strengthen their arguments.
Another common challenge is balancing vulnerability with oversharing. Strong essays reveal something real about who you are, but they maintain appropriate boundaries. Personalized tutoring for students in Chicago can help you navigate these nuances and identify weak spots in your drafts before submission.
The best essay topics aren't the biggest or most dramatic moments in your life—they're the ones that reveal something authentic about how you think and what you value. Look for moments of genuine confusion, growth, or realization rather than accomplishments (colleges see those in other parts of your application). Ask yourself: What do I spend time thinking about? When have I changed my mind about something? What do people often misunderstand about me?
Brainstorming with someone who understands both the college application process and your unique background can help you uncover topics with real potential. Tutors connecting with students in Chicago often help applicants move past obvious choices to find essays that feel true and memorable. The goal is a topic only you can write about in exactly the way you'd write it.
Most strong essays go through at least 3-5 revision rounds, each with a different focus. First revision: Does my essay answer the prompt completely and stay on track? Second revision: Does every sentence serve a purpose, or can I cut unnecessary phrases? Third revision: Does my voice come through consistently, and are my examples specific enough? Final revisions focus on grammar, clarity, and flow. This layered approach prevents you from trying to fix everything at once, which can dilute your voice.
Getting expert feedback at key revision stages accelerates this process significantly. Tutors can provide targeted guidance on structure, word choice, and impact—helping you see your essay from an admissions officer's perspective. For students in Chicago applying to colleges nationwide, this personalized feedback ensures your essay reflects who you really are while meeting the high standards of competitive schools.
Different prompts call for different strategies. 'Why do you want to attend this college?' essays require specific knowledge about the school—avoid generic answers that could apply anywhere. 'Tell us about yourself' prompts offer freedom but require clear focus; choose one dimension of your identity or experience to explore deeply rather than trying to be comprehensive. 'Describe a challenge' prompts want to see how you respond to adversity, not just what hardship you faced.
The common thread across all prompts is specificity: use concrete examples, show rather than tell, and reveal something the admissions team couldn't learn from your transcript or resume. Tutors can help you understand what each prompt is really asking for and tailor your response accordingly. For students in Chicago working through multiple college applications with varying prompts, this kind of personalized guidance ensures each essay stays authentic while addressing exactly what that school wants to know.
Starting in summer before senior year gives you breathing room to brainstorm, write, and revise without feeling rushed. The overall timeline depends on how many essays you're writing and your starting point, but most students benefit from 2-3 months for the main essay. This allows time for initial drafts, feedback, revision, and a cooling-off period where you can return with fresh eyes.
Don't underestimate the revision phase—it's where good essays become great ones. Connecting with a tutor early in the process, even before you've written a first draft, can help clarify your thinking and get you started on the right track. For students in Chicago juggling school, extracurriculars, and multiple college applications, having expert guidance throughout the process keeps momentum strong and reduces last-minute stress.
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