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Education Program Manager, Alpha - $150,000/year USD

Crossover
Department:Education
Type:ON-SITE
Region:Toronto, Ontario
Location:Toronto, Ontario, Canada
Experience:Mid-Senior level
Salary:$150,000 - $150,000
Skills:
COACHINGDATA ANALYSISPUBLIC SPEAKINGPROGRAM MANAGEMENTTEAM LEADERSHIP
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Job Description

Posted on: May 13, 2026

  • On-site in Toronto, Canada
  • $200,000 CAD/year

The most powerful support you can offer a struggling 8-year-old is maintaining high expectations. If that approach troubles you, this role is not the right fit. If it resonates, continue reading. Alpha has dismantled conventional teaching methods. Academic learning happens through adaptive applications at each student's individual pace. No traditional lectures. No grade-based limitations. What remains—and what carries the greatest importance—is what technology cannot provide: the life skills, the drive, and the adult who maintains a standard every student believes is beyond their reach. That responsibility is yours. Your day might begin by coaching a Guide using Coachbot analytics to identify where a cohort is falling behind. By mid-morning you're facilitating a live workshop with K-8 students, executing a playbook activity on public speaking or feedback delivery. Afternoons transition to motivation work: reviewing individual student progress data, activating Alpha's incentive framework (school currency, leaderboards), and re-engaging a reluctant 7th grader. Forty percent workshops, thirty percent motivation, thirty percent coaching. You maintain your own student cohort throughout, ensuring your coaching remains rooted in direct experience. You've likely heard you're too results-oriented for education. Too metrics-focused. Too willing to maintain boundaries that unsettle other adults. Alpha was designed for exactly that individual. You demonstrate the model's effectiveness with your own students, elevate the Guides (Alpha's teacher equivalents) around you to that same standard, and as you produce outcomes, your authority over campus-wide program quality expands. Maintain the standard. Transform the student. Apply now. What You Will Be Doing

  • Facilitating one-hour live workshops on life skills (public speaking, focus, giving and receiving feedback) for K-8 students, using Alpha's playbook
  • Conducting motivation sessions leveraging Coachbot analytics and Alpha's incentive system (school currency, leaderboards) to achieve 100% student goal completion
  • Coaching Guides on program adherence and standards enforcement, ensuring every session yields concrete improvement actions
  • Carrying your own student cohort to keep your coaching anchored in direct, firsthand experience
  • Monitoring student satisfaction scores, goal completion rates, and Guide performance metrics on a weekly basis to identify underperformance early

What You Won’t Be Doing

  • Teaching math, reading, or any academic content — adaptive apps manage all academic instruction
  • Developing curriculum or creating workshop activities (Alpha's playbook serves as your operating system; the standard is execution quality)
  • Coaching Guides on instructional technique (Guides don't teach — you're coaching energy, motivation, and accountability)
  • Overseeing campus operations, budgets, or administrative logistics
  • Lowering standards when a student is close but hasn't met the benchmark (the bar remains constant; your role is to help them clear it)

Education Program Manager Key Responsibilities Deliver Alpha's three commitments to every student: loving school, learning at twice the traditional pace, and developing real-world life skills. Basic Requirements

  • On-site in Toronto, Canada (not remote or hybrid)
  • Bachelor's degree in Education, Psychology, Business, or a related field
  • At least 5 years of experience in education, learning and development, coaching, or a related field
  • Led a team of 5 or more people, including hiring and terminating based on performance outcomes
  • Direct experience working with youth ages 5-14 in an educational or developmental setting
  • Built, launched, or significantly grew a program, team, school, or initiative — not just inherited or maintained one
  • Comfortable working in a school that explicitly rejects traditional pedagogy
  • Legal authorization to work in Canada

Nice-to-have Requirements

  • Master's degree in Education, Psychology, Organizational Leadership, or a related field
  • Coached athletics, led experiential programs, directed camps, or ran youth programs at a scale that required managing cohorts and measuring outcomes
  • Left classroom teaching to build or run programs from a different seat (EdTech, tutoring businesses, youth nonprofits, school intervention teams)
  • Experience using learning analytics platforms to make weekly coaching decisions
  • Belief that the current education system is fundamentally broken and personal investment in rebuilding it

About AlphaWant to join a learning rebellion that’s transforming the traditional classroom? 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.Sounds too good to be true? It’s not. There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you! 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 www.crossover.com/help-and-faqs for more details on this topic. Crossover Job Code: LJ-5795-CA-Toronto-EducationProgr.002

Originally posted on LinkedIn

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