Dynamic In-Person Instructor - Educational Workshops

MasteryPrep
Chicago, IL

MasteryPrep is seeking dynamic, engaging, and energetic instructors to deliver one-day, “Workshop” style educational seminars for high school students. Our mission is to equip students—especially those who struggle taking tests—with the strategies, tools, and confidence to make measurable improvements on standardized tests.

As an Instructor, you will lead high-energy sessions designed to motivate, challenge, and inspire students. You will bring MasteryPrep’s proven curriculum to life through interactive teaching, humor, and practical guidance, helping students feel empowered and prepared for success.

Key Responsibilities

  • Deliver one-day test-prep workshops using MasteryPrep’s curriculum and materials.
  • Engage and motivate students in small and large-group settings, creating an upbeat and encouraging environment.
  • Represent MasteryPrep with professionalism and enthusiasm at partner schools and events.
  • Adapt teaching style to meet the needs of diverse learners.
  • Maintain punctuality, reliability, and a positive attitude.

About Us

Nearly 90% of low-income students graduate high school without a college-ready ACT or SAT score. MasteryPrep’s mission is to level the playing field in education by offering the most effective test preparation available – made accessible to all students.

Through 10 successful years of partnering with school districts and institutions on college readiness services and resources, MasteryPrep has surpassed one million students served since the company’s founding in 2012.

MasteryPrep has increased its student outreach by 200 percent since 2020 and is ranked among the Inc. 5000 “Fastest Growing Companies,” featured by “Entrepreneur 360,” and selected among the “Growth Leaders” by Louisiana Economic Development.

When we ask our employees what they love most about working with MasteryPrep, it comes down to the mission, the people, and the challenge.

  1. The mission: Ever had a day when you just don’t feel like getting out of bed and working? We don’t. We have a strong mission that truly changes lives and it motivates us each day to get up, get together, get better, and get things done.
  2. The people: MasteryPrep is as diverse as the student population we serve and we value our employees as people, not just the position they fill. We have bicyclists, book nerds, musicians, basketball players, video gamers, and one person who has an insanely green thumb. No really. She can grow anything!

The challenge: We believe that with everything we do, we should make it awesome. We don’t believe in “average,” “run-of-the-mill,” or “ordinary.” And “good enough” isn’t in our vocabulary. We’re growing tremendously and won’t stop until every student has access to a better future. Bring your experience, skills, and creativity here—and you’ll find MasteryPrep is a place to contribute and feel valued.

Requirements

  • Bachelor’s degree or higher (teaching certification not required )
  • Successful completion of MasteryPrep’s asynchronous instructor training
  • Ability to work remotely and report regularly
  • Willingness to receive and implement instructional feedback
  • Deep belief in the potential of all students and commitment to helping them reach their full potential
  • Ability to communicate and work effectively with students and school administration
  • Excellent critical thinking and organizational skills
  • Strong interpersonal skills with the ability to motivate others
  • Respect for diverse backgrounds and experiences; ability to work effectively with people from all walks of life
  • Flexibility: hours may vary depending on region and school registration
  • Additional Details
    • Part-time, flexible schedule: anywhere from a few events per month to several per week
    • Most events take place on weekdays during school hours, with occasional Saturdays

Benefits

Pay is competitive and based on hours and experience.

Posted 2026-01-15

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