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Award-Winning College Application Essays Tutors serving Chicago, IL

Samantha

Certified Tutor

4+ years

Samantha

Bachelor in Arts, Biology, General
Samantha's other Tutor Subjects
Calculus
Algebra
College Essays
Literature

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...

Education

Barnard College

Bachelor in Arts, Biology, General

Saint Louis University-Main Campus

Doctor of Medicine, Premedicine

Allison

Certified Tutor

6+ years

Allison

Bachelor in Arts, Public Policy Analysis
Allison's other Tutor Subjects
Calculus
Algebra
ACT Writing
ACT English

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...

Education

University of Chicago

Bachelor in Arts, Public Policy Analysis

Test Scores
ACT
32
Felix

Certified Tutor

4+ years

Felix

Bachelor of Science, Mathematics
Felix's other Tutor Subjects
AP Calculus BC
Pre-Calculus
Middle School Math
Geometry

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...

Education

University of Chicago

Bachelor of Science, Mathematics

Test Scores
SAT
1520
Mahalia

Certified Tutor

9+ years

Mahalia

Bachelor in Arts
Mahalia's other Tutor Subjects
Calculus
Algebra
SAT Subject Test in Latin
SAT Subject Test in Biology E/M

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,...

Education

Northwestern University

Bachelor in Arts

Test Scores
SAT
1550
ACT
35
Devon

Certified Tutor

8+ years

Devon

Bachelor in Arts
Devon's other Tutor Subjects
Calculus
Algebra
College Essays
English Grammar and Syntax

I'm a recent graduate of Northwestern University, and have worked as a tutor for Westchester Counseling and Psychological Services and Scarsdale Recreation Camp.

Education

Northwestern University

Bachelor in Arts

Test Scores
Perfect Score
SAT
1520
ACT
36
Paulina

Certified Tutor

4+ years

Paulina

Master of Science, Anthropology
Paulina's other Tutor Subjects
Calculus
Algebra
Human Development
College Essays

I am currently a PhD student in Anthropology at Columbia University.

Education

University of Chicago

Master of Science, Anthropology

The University of Texas at Austin

Bachelor in Arts, Anthropology

Anna

Certified Tutor

5+ years

Anna

Master of Arts, Social Work
Anna's other Tutor Subjects
Calculus
Algebra
Neuroscience
College Essays

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. ...

Education

University of Chicago

Master of Arts, Social Work

Franklin and Marshall College

Bachelor in Arts, Psychology

Grace

Certified Tutor

8+ years

Grace

Master of Arts Teaching, Middle School Teaching
Grace's other Tutor Subjects
Pre-Algebra
Middle School Math
Calculus
Algebra

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.

Education

The University of Chicago

Master of Arts Teaching, Middle School Teaching

The University of Chicago

Bachelor in Architecture, Political Science and Government

Test Scores
SAT
1530
Loki

Certified Tutor

9+ years

Loki

Bachelor in Arts, History
Loki's other Tutor Subjects
Calculus
Algebra
ACT Reading
Public Speaking

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...

Education

University of Chicago

Bachelor in Arts, History

Greg

Certified Tutor

6+ years

Greg

Master of Fine Arts, Acting
Greg's other Tutor Subjects
Calculus
Algebra
Public Speaking
College Essays

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...

Education

University of Iowa

Master of Fine Arts, Acting

Concordia University (Montreal

Bachelor of Fine Arts, Theater Arts

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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