Crossover
On-site in Toronto, Canada
$200,000 CAD/year
The greatest support you can offer a struggling 8-year-old is maintaining high expectations. If that statement makes you uneasy, this position is not for you. If it resonates, continue reading.
Alpha has dismantled conventional teaching methods. Academic learning occurs through adaptive applications at each student's individual pace. No classroom lectures. No limitations based on grade level. What remains—and what matters above all—is what technology cannot provide: the character development, the drive, and the adult presence that holds every student accountable to standards they believed were beyond their reach. That is your domain.
Your day might begin with coaching a Guide using their Coachbot analytics, identifying precisely where a cohort is underperforming. By midday you're facilitating a live workshop with K-8 students, executing a playbook activity on public speaking or constructive feedback. Afternoons transition to motivation sessions: reviewing individual student progress data, applying 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 practice.
You've likely been told you're overly results-oriented for the education sector. Too analytics-focused. Too willing to maintain boundaries that unsettle other educators. Alpha is designed precisely for that individual. You demonstrate the model's effectiveness through your own students, elevate the Guides (Alpha's teacher equivalent) 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 character skills (public speaking, focus, giving and receiving feedback) for K-8 students, executing Alpha's playbook
Conducting motivation sessions leveraging Coachbot analytics and Alpha's incentive framework (school currency, leaderboards) to achieve 100% student goal completion
Coaching Guides on program adherence and standards enforcement, with each session generating specific improvement actions
Managing your own student cohort to ensure your coaching remains anchored in direct experience
Monitoring student satisfaction scores, goal completion rates, and Guide performance metrics weekly to identify underperformance promptly
What You Won’t Be Doing
Teaching math, reading, or any academic content — adaptive apps manage all academic instruction
Creating curriculum or designing workshop activities (Alpha's playbook is your framework; the standard is execution excellence)
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 nearly there (the bar remains constant; your role is to help them reach it)
School Program Manager Key Responsibilities
Fulfill 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 (Ed
Tech, 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 Alpha
Want 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-Montreal-School
ProgramM
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This role has been verified for authenticity, market-rate compensation, and remote eligibility.
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