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Senior Instructional Coach, Alpha

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Crossover
Full Time position
Listed on 2026-03-10
Job specializations:
  • Education / Teaching
    Adult Education, Education Administration
Salary/Wage Range or Industry Benchmark: 200000 USD Yearly USD 200000.00 YEAR
Job Description & How to Apply Below
Position: Senior Instructional Coach, Alpha - $200,000/year USD

Locations & Compensation

  • On‑site roles in Bethesda, MD;
    Chicago, IL;
    Palo Alto, CA;
    Piedmont, CA
  • $200,000 annual salary paid weekly. Health, dental, and vision coverage begin on day one
  • Relocation assistance provided

Alpha is transforming the student experience. Our learners don’t sit passively in lectures—they accelerate through adaptive technology, achieve mastery at double the typical pace, and develop essential real‑world competencies. Your role is to ensure that our "3 Promises" are delivered to every student in your assigned cohort and to develop our Guides so they can do the same.

You will combine exceptional coaching expertise with dynamic facilitation energy, converting workshops, data‑informed motivational sessions, and precise feedback into powerful developmental experiences. If you have a track record of breaking performance barriers, transforming struggling contributors into high achievers, or maintaining uncompromising standards of excellence, we invite you to build something exceptional with us.

Why Alpha?
  • Competitive compensation for high‑cost markets – elevated salary structure aligned with the cost of living in these metropolitan regions
  • Comprehensive benefits and paid time off – full health coverage and ample leave
  • Relocation support – offered to exceptional candidates
  • Development‑focused environment – access to coaching, professional training, and defined advancement opportunities
What You Will Be Doing
  • Developing and training Guides to deliver Alpha's workshop experiences with exceptional quality
  • Designing Guide Playbooks that document facilitation best practices, effective learning activity design, and challenge navigation
  • Delivering consistent, actionable coaching to Guides that elevates student engagement and outcomes
  • Personally coaching a small student cohort to demonstrate advanced mentorship and motivation techniques
What You Won’t Be Doing
  • Developing traditional lesson plans – your Guides support student learning through adaptive technology; your role centers on training them to become outstanding motivators
  • Accepting reduced expectations – when our mastery standard is 100%, you are responsible for upholding that benchmark
  • Running disengaging professional development – you'll develop Guides through dynamic, high‑energy, experiential training
Senior Instructional Coach

Key Responsibilities

Develop Guides and mentor students to ensure every learner in your cohort is engaged with their education, achieves 2× learning velocity, and builds critical life competencies. No exceptions.

Basic Requirements
  • Currently located in or prepared to relocate for on‑site work at an Alpha Campus (Bethesda, MD; Chicago, IL; Palo Alto, CA; Piedmont, CA)
  • Hold a Bachelor's degree in any discipline.
  • Minimum of 5 years of professional experience in education, learning and development, coaching, or a closely related area.
  • Proven track record of creating and executing innovative educational programs, curricula, or training systems.
  • Exceptional leadership and coaching abilities with demonstrated success building, managing, and inspiring high‑performing teams.
  • Background working with young people (ages 5-18) in educational or developmental settings.
  • Strong analytical skills and experience leveraging data and metrics to inform decisions and drive ongoing improvement.
  • Legal authorization to work in the United States
About Alpha

Alpha School is on a mission to reshape education with a bold approach that harnesses AI to accelerate learning and unleash student potential. They don’t play by the old rules. Alpha is creating a new paradigm where students master core academics in just two hours a day, freeing up time for hands‑on, passion‑driven learning that truly prepares them for the real world.

Alpha School is rewriting the rules of education.

Working with us

This is a full‑time (40 hours per week), long‑term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult  for more details on this topic.

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Position Requirements
10+ Years work experience
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