Cybersecurity-AI Math Middle School Tutor

STEM TUTOR & DIGITAL LITERACY COACH

South Side Chicago Afterschool Program | Spring 2026

Thinkopolis Cyber + AI | ISBE Grant-Funded

POSITION OVERVIEW

The Critical Thinking Child (CTC) is hiring 20 part-time STEM tutors to support an Illinois State Board of Education (ISBE) high-impact tutoring grant at 3 South Side Chicago afterschool programs near Hyde Park.

This isn’t just tutoring — you’ll be teaching the next generation about AI literacy, cybersecurity awareness, and foundational STEM skills while helping students build confidence in math, reading, and test-taking. The program culminates in a hands-on tech and cybersecurity event in May where students showcase what they’ve learned.

Perfect for College students who want to share their passion for technology with young learners.

THIS IS A PROFESSIONAL PAID POSITION

This is a direct-hire, paid tutoring position — not a work-study, internship, or volunteer role. We are looking for committed individuals who can treat this as a professional responsibility. Students are counting on you to show up prepared and on time, every session.

If you’re looking for flexible, meaningful work that fits your class schedule and pays well — and you can commit to being there consistently — this role is for you.

THE OPPORTUNITY

You’ll use CTC’s Thinkopolis curriculum to deliver high-impact tutoring in math, reading, and writing — while also leading enrichment lessons on:

•  AI Literacy — Teaching students to understand, question, and responsibly use artificial intelligence

•  Cybersecurity Awareness — Internet safety, digital citizenship, and protecting personal information

•  STEM Exploration — Hands-on activities that spark curiosity in science, technology, engineering, and math

The spring session builds toward a culminating cybersecurity and tech event in May (think: web-based cybersecurity challenges, career exploration, and student showcases). You’ll help prepare students and may have the opportunity to support the event itself.

SCHEDULE & COMMITMENT

•  Hours: 8-10 hours per week

•  Days: Weekdays, between 3:00 PM – 6:00 PM (works well around class schedules)

•  Duration: 8-10 weeks (through late May 2026)

•  Locations: 3 South Side Chicago school sites (accessible from Hyde Park area)

•  Spring  Event: Support a culminating tech/cybersecurity showcase for students

•  Future Opportunities: Tutors who perform well may be invited to continue with summer or fall programming

COMPENSATION

$25-$30 per hour based on experience and qualifications. This is a 1099 part-time position.

WHAT YOU’LL DO

•  Tutor small groups of up to 4 students (K-8) in math, science, reading, and writing using CTC’s Thinkopolis curriculum

•  Deliver enrichment lessons on responsible AI use, digital literacy, and cybersecurity awareness

•  Help administer pre- and post-program assessments to measure student growth

•  Use edu-tech games, apps, and interactive tools to make learning engaging

•  Track attendance, student progress, and maintain learning records

•  Build students’ confidence, motivation, and leadership skills

•  Collaborate with Site Directors, school staff, and CTC team

•  Help prepare students for the Spring cybersecurity and tech event

•  Participate in weekly observation and feedback sessions for professional development

WHO WE’RE LOOKING FOR

•  Strong background in math, science, computer science, or engineering

•  Passion for teaching young people about technology, AI, and staying safe online

•  Engaging, reliable, patient individuals who enjoy working with children

•  Currently pursuing or completed coursework in STEM fields at IIT or similar institutions

•  Ability to break down complex tech concepts into fun, age-appropriate lessons

•  Experience working with K-12 students (tutoring, teaching, mentoring, coding camps, etc.)

•  Comfortable with technology (iPads, Smartboards, Google Workspace, Zoom)

•  Able to commit to the full spring session through June 1, 2026

Preferred but not required:

•  Test prep experience (ACT/SAT)

•  Experience with cybersecurity concepts or coursework

•  Spanish fluency

WHO WE’RE LOOKING FOR

•  Consistency is essential — Students depend on you. You must be able to commit to your assigned schedule for the full 8-week program.

•  Reliable transportation required — You are responsible for getting to your assigned school site(s) on time, every session.

•  Must pass background check and fingerprinting

•  Access to laptop/computer with camera and stable Wi-Fi (for training and potential virtual work)

•  Fluency in written and spoken English

•  Ability to stand, walk, climb stairs, and lift up to 30 lbs

HOW TO APPLY

Please send email and cover letter to hr@criticalthinkingchild.com 

ABOUT CTC & THE THINKOPOLIS PROGRAM

The Critical Thinking Child is a tutoring and educational consulting company that develops social-emotional, academic, and career readiness skills for students in grades Pre-K-12. Our Thinkopolis curriculum combines high-impact tutoring with enrichment activities in creative arts, AI literacy, and cybersecurity awareness — preparing students to be confident learners and responsible digital citizens.

Research shows that children are at risk for offloading their critical thinking to AI chatbots, with teachers warning that students are using AI “as a way to outsource their thinking.” Thinkopolis Cyber + AI gives students an early advantage by teaching them to think critically about AI — to question it, evaluate it, and use it responsibly — ultimately to use AI wisely, not blindly.

This ISBE-funded program aims to improve academic outcomes through effective tutoring while building students’ knowledge of internet safety and emerging technology.

The Critical Thinking Child is an equal opportunity employer.