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Student Success Coach, Learning

Job in Orlando, Orange County, Florida, 32885, USA
Listing for: Crossover
Full Time, Part Time position
Listed on 2026-02-01
Job specializations:
  • Education / Teaching
    Adult Education, Tutoring, Education Administration, Training Consultant
Salary/Wage Range or Industry Benchmark: 150000 USD Yearly USD 150000.00 YEAR
Job Description & How to Apply Below
Position: Student Success Coach, 2 Hour Learning - $150,000/year USD

Overview

  • On-site at Spotswood, NJ until June 2026. Potential for long-term conversion at a different campus
  • Health benefits from day one, HSA/FSA, 401(k) Roth
  • $150,000 annual compensation (6-month engagement)
What You Will Be Doing
  • Observing teaching staff and aides at the partner school, demonstrating 2 Hour Learning protocols, and providing coaching through structured one-on-one or small-group sessions
  • Guiding students in individual or small-group formats: tracking advancement in digital learning platforms, cultivating goal-setting capabilities, and modeling effective strategies for staff observation
  • Facilitating life skills workshops that captivate students while illustrating exemplary delivery for staff development
  • Analyzing student performance data to refine mentorship tactics and confirm attainment of academic benchmarks
  • Conducting debrief sessions with staff following observations and workshops to solidify best practices and address inquiries
Basic Requirements
  • Authorized to work legally in the United States without requiring visa sponsorship
  • Available to work on-site at the Spotswood, NJ campus through June 2026 (temporary relocation permitted)
  • Bachelor's degree in Education, Psychology, or a related discipline (Master's degree preferred)
  • At least 5 years of experience in education, coaching, or comparable roles serving youth or adult populations
  • Minimum 1 year of experience training or coaching adults (educators, staff members, coaches) with proven modeling and feedback capabilities
  • Hands-on experience working with children between the ages of 5 and 14 in educational or youth development contexts
About 2 Hour Learning

Education is broken, but 2 Hour Learning is proving it doesn’t have to be. They’re tearing down the outdated one-size-fits-all model and replacing it with AI-driven personalized learning that helps kids master academics in just two hours a day.

With students consistently ranking in the top 1-2% nationally and the top 20% achieving an astonishing 6.5x growth, they’re proving that smarter learning is possible. At 2 Hour Learning, it’s talent and performance that matter.

They offer a dynamic, on-campus and remote-friendly environment where innovators, educators, and AI specialists can be a part of fixing a broken school system.

2 Hour Learning is reprogramming learning for the AI era.

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 $75 USD/hour, which equates to $150,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult  for more details on this topic.

Crossover Job Code: LJ-5706-US-Orlando-Student Success

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