Overview
Youth Program Manager, Alpha – $150,000/year USD Jobs in Toronto, Ontario, Canada at Crossover
Title: Youth Program Manager, Alpha – $150,000/year USD
Company: Crossover
Location: Toronto, Ontario, Canada
- Toronto, Canada – on-site position
- Annual compensation: $200,000 CAD
The kindest thing you can offer a struggling 8-year-old is to keep expectations high. If that statement unsettles you, this role won't be a fit. If you find yourself agreeing, continue on.
Alpha has abandoned conventional teaching methods. Academic learning happens independently through adaptive applications—students advance at their own speed. There are no lectures. There are no grade-level limits. What remains—and what truly counts—is what technology cannot provide: character development, intrinsic drive, and an adult who refuses to let students settle for less than their potential. This is your domain.
A typical morning could involve reviewing Coachbot analytics with a Guide, identifying exactly where a group is losing momentum. By noon you're facilitating a live session with elementary and middle school students, executing a structured activity on presentation skills or constructive criticism. Afternoons transition to one-on-one motivation work: reviewing individual progress dashboards, activating Alpha's reward mechanisms (campus currency, ranking systems), and re-engaging a reluctant seventh grader. The split is roughly forty percent workshops, thirty percent motivation interventions, thirty percent Guide development. Throughout, you manage your own student group, ensuring your coaching remains rooted in direct practice.
You've likely heard you're too metric-focused for the education sector. Too analytical. Too insistent on boundaries that make colleagues uncomfortable. Alpha was designed for precisely that mindset. You validate the approach through outcomes with your own cohort, elevate the Guides around you to match that standard, and as results compound, your authority over school-wide program design expands.
Maintain the standard. Transform the student. Submit your application today.
What You Will Be Doing
- Facilitating structured, one-hour life-skills sessions (presentation techniques, concentration, feedback exchange) for students in grades K-8, using Alpha's established playbook
- Conducting targeted motivation interventions guided by Coachbot data and Alpha's reward architecture (campus currency, performance leaderboards) to achieve full student goal attainment
- Developing Guides through focused coaching on program consistency and standards maintenance, with each interaction yielding specific next steps
- Overseeing your own assigned student cohort to ensure your guidance remains anchored in direct, current experience
- Monitoring student engagement scores, objective completion percentages, and Guide effectiveness indicators on a weekly cadence to identify performance gaps quickly
What You Won’t Be Doing
- Delivering instruction in mathematics, literacy, or other academic disciplines — adaptive technology manages all content delivery
- Developing original curriculum or designing new workshop content (Alpha's playbook is your framework; excellence lies in flawless execution)
- Training Guides in instructional pedagogy (Guides facilitate rather than teach — your focus is cultivating energy, drive, and responsibility)
- Overseeing facility operations, financial planning, or back-office functions
- Lowering expectations when a student approaches but hasn't met the standard (the threshold remains constant; your role is enabling students to surpass it)
Youth Program Manager Key Responsibilities
Fulfill Alpha's three core commitments to each student: genuine enthusiasm for school, academic progress at double the conventional rate, and development of practical life competencies.
Basic Requirements
- Must work on-site in Toronto, Canada (remote and hybrid arrangements not available)
- Bachelor's degree in Education, Psychology, Business, or related discipline
- Minimum 5 years of professional experience in education, learning and development, coaching, or comparable field
- Previous leadership of a team comprising 5 or more individuals, with responsibility for both hiring and performance-based termination decisions
- Hands-on experience working directly with children aged 5-14 in educational or developmental contexts
- Track record of building, launching, or substantially scaling a program, team, school, or initiative—not simply managing an existing operation
- Willingness to work within a school environment that deliberately rejects conventional teaching approaches
- Valid legal authorization for employment in Canada
Nice-to-have Requirements
- Master's degree in Education, Psychology, Organizational Leadership, or related discipline
- Background in coaching competitive sports, leading outdoor education programs, managing summer camps, or directing youth initiatives requiring cohort management and outcome tracking
- Transitioned from classroom teaching into program leadership roles in adjacent sectors (educational technology, private tutoring, youth-focused nonprofits, academic intervention teams)
- Practical experience with learning analytics tools to inform regular coaching adjustments
- Conviction that traditional education structures are fundamentally inadequate and personal commitment to systemic redesign
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-Toronto-YouthProgramMa
