Siri O.
5.0
(36)
Studied at Chicago Booth
Works at Chitown Education
Available tomorrow at 3:00 PM UTC
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About Siri
Hi, I'm Siri (yes, like the iPhone), a Chicago native and the founder of Chitown Tutoring, one of the highest-rated academic coaching and test prep companies in Chicago. With over a decade of experience, I’ve helped more than 500 students build confidence, raise their scores, and take control of their academic futures, especially in high-stakes environments like the SAT, ACT, GRE, and high school entrance exams in Chicago and NYC. I hold a civil engineering degree from Illinois Tech and an MBA from Chicago Booth, receiving full-tuition scholarships from both institutions. As a first-generation / low-income college student, I know what it’s like to face big goals with limited guidance. That’s why I built Chitown Tutoring -- to provide the kind of consistent, high-quality support I wish more students had access to. Over the years, I’ve designed full curricula, onboarded and trained 50+ tutors, led school programs, partnered with various youth organizations servicing low-income students, and personally delivered more than 10,000 hours of one-on-one instruction. I created Chitown to close the gap between potential and access. I don’t just help students pass a test. I help them believe in their ability to learn, to problem-solve, and to compete. I blend personalized instruction with strategy and mindset development so students can excel in school and beyond.
Why do I coach?
"If you want to go fast, go alone. If you want to go far, go together." - African Proverb I coach because I know what it means to work hard without a clear roadmap. As a first-generation student from a low-income background, I had to navigate college admissions, test prep, and scholarship applications largely on my own. Despite this, I scored in the 90+ percentile on the ACT, was accepted to multiple top 20 engineering programs (two of them were full-tuition scholarships)—all without the help of a private tutor or formal test prep classes. Later, I earned competitive undergraduate scholarships like the Jackie Robinson Foundation and the Wentcher Foundation, and received full-ride MBA offers from Booth, Darden, and Kelley thanks to MLT and The Consortium. Even with those achievements, I know the journey could have been more focused and less overwhelming if I had a dedicated mentor from the start. It was during my professional and graduate school journey that mentors finally entered my life in a meaningful way. They helped me clarify my goals, refine my story, and make confident decisions about my future. Their support gave me the insight and direction I had been missing for years. Now I coach because I want to be that kind of support for someone else. Whether you are preparing for a major exam, applying to a dream school, pivoting into a new career, or launching a business, I am here to help you move forward with clarity, structure, and encouragement. If you want to go fast, you can go alone. But if you want to go far—if you want to grow with purpose, build something meaningful, and sustain it—I’ll be right there with you. Let’s go far together.
Work Experience
Associate Director of Recruiting
EdTech MBA Community
October 2024 - Present
Senior Strategy Consultant
CANDO Corporation
February 2024 - Present
Founder and Lead Instructor
Chitown Education
January 2019 - Present
Strategy Consultant
Thaki
April 2025 - May 2025
Growth Product Manager
Connecticut RISE Network
March 2025 - May 2025
Business Consultant
University of Chicago Polsky Center
March 2025 - May 2025
Growth Product Manager
Litlab AI
October 2024 - December 2024
Growth Product Manager
Instructify AI
March 2024 - May 2024
MBA Intern, Strategy & Operations
Obama Presidential Center
January 2024 - March 2024
Growth Product Manager
LearnSpeed
August 2023 - March 2024
Senior Project Manager
Atlas Engineering Group
April 2023 - August 2023
Senior Project Manager
DB Sterlin Consultants,
June 2019 - April 2023
Education
Chicago Booth
Masters of Business Administration, Business Administration and Management, General
2023 - 2025
Activities and societies: Booth Education (Cochair), First Generation / Low Income Group, African American MBA Association
Illinois Institute of Technology
Bachelor's degree, Civil Engineering
2015 - 2019
Grade: 3.62 (Cum Laude) Activities and societies: National Society of Black Engineers - Member of the Year (2018), American Society of Civil Engineers
Siri was also personally admitted to
Darden School of Business (UVA)
Kellogg School of Management (Northwestern)
Kelley School of Business (Indiana)
Tuck School of Business
Yale School of Management
University of Illinois at Urbana-Champaign
Rose-Hulman Institute of Technology
Lawrence Technological University
36 Reviews
Overall Rating
5.0
Siri has helped clients get into these schools:
Siri has helped clients get into these companies: