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Personalized Learning Guide K-2, Alpha

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Crossover
Full Time position
Listed on 2026-06-12
Job specializations:
  • Education / Teaching
    Youth Development, Elementary School, Teacher Assistant/ Paraprofessional, Tutoring
Salary/Wage Range or Industry Benchmark: 120000 USD Yearly USD 120000.00 YEAR
Job Description & How to Apply Below
Position: Personalized Learning Guide K-2, Alpha - $120,000/year USD

Overview

On-site role at Alpha School campuses across multiple locations. Relocation assistance available for some positions. Annual compensation of $120,000, distributed weekly, with full health, dental, and vision coverage beginning on day one. Aligned with the school-year calendar and predictable daily hours.

What You Will Be Doing
  • Conduct daily motivational sessions with K-2 students: analyze Coachbot data, set personalized objectives, and apply Alpha's motivational framework (leaderboards, school currency, individual coaching) to achieve goal attainment.
  • Facilitate one-hour life skills workshops focused on public speaking, concentration, constructive feedback, and time management—experiential and project-driven per Alpha's curriculum framework.
  • Guide emotional self-regulation, resilience, and critical thinking in collaboration with Reading Specialists responsible for literacy development.
  • Oversee Test2

    Pass mastery evaluations where students prove comprehension and internalization before progression.
  • Establish authentic connections with each student by understanding their passions, capabilities, and challenges so guidance is tailored.
What You Won’t Be Doing
  • Teaching from the front of the classroom or providing direct academic instruction. Academic content is delivered through adaptive applications.
  • Creating curriculum independently. Alpha provides the life skills curriculum and lesson frameworks; your role is to execute them effectively.
  • Advancing students who haven t proven mastery. If they achieved 99%, guide them to 100%.
  • Supervising children passively while they use computers. Every moment is structured around active guidance, motivation, and competency development.
  • Handling parent communications or campus-wide logistics. Those responsibilities belong to the Campus Lead.
Qualifications
  • Bachelor s degree from an accredited institution in any discipline.
  • Minimum of 3 years working directly with children ages 4–7 (classroom settings, after school programs, youth coaching, camp environments, or comparable contexts).
  • Proven ability to manage groups of young children with clear structure while maintaining high engagement levels.
  • Engaging storyteller and dynamic presenter capable of captivating 5-year-olds.
  • Track record of incorporating feedback to drive continuous personal improvement.
  • On-site availability at an Alpha campus location (Chicago, IL;
    Miami, FL;
    Palo Alto, CA;
    Piedmont, CA;
    San Francisco, CA; Santa Monica, CA; Lake Forest, CA; Greenwich, CT; Boston, MA; relocation support provided).
  • Current legal authorization to work in the United States without requiring sponsorship.
Nice-to-Have Requirements
  • Experience in youth sports coaching, camp program leadership, or after school coordination with participant engagement and measurable outcomes.
  • Background in performance disciplines (theater, public speaking, improvisational arts) to captivate young children.
  • Familiarity with adaptive learning systems or educational technology in classroom or tutoring contexts.
  • Personal history of high achievement that informs maintaining elevated standards for students.
About Alpha

Alpha School is on a mission to reshape education with a bold approach that uses AI to accelerate learning and unleash student potential. The school emphasizes learning through adaptive software and a life-skills-focused curriculum, with guidance provided by on-site Guides rather than traditional front-of-classroom instruction.

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 $60 USD/hour, totaling $120,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly.

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