Youth Program Director $200,000 CAD Salaried employee
Not accepting applications on crossover.com at this time.
Description
- On-site position in Toronto, Canada
- $200,000 CAD annually
The best way to support an 8-year-old who's struggling is to keep expectations high. If that statement makes you uncomfortable, this role isn't for you. If it resonates, continue reading.
Alpha has dismantled conventional teaching methods. Academics are learned through adaptive applications at each student's individual pace. No traditional lectures. No grade-based limitations. What remains—and matters above all—is what technology cannot provide: life skills development, sustained motivation, and an adult who maintains standards students didn't believe they could meet. That's your domain.
You might begin your morning guiding a Guide through their Coachbot analytics, identifying where a cohort needs support. By midday you're facilitating a live workshop with K-8 students, executing a playbook activity on public speaking or feedback skills. Afternoons transition to motivation work: reviewing individual student progress data, activating Alpha's incentive mechanisms (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 stays rooted in direct experience.
You've likely heard you're too results-oriented for education. Too metrics-focused. Too willing to maintain standards that make other adults uneasy. Alpha is designed for precisely that profile. You demonstrate the model's effectiveness with your own students, elevate the Guides (Alpha's teacher equivalents) around you to the same standard, and as you produce results, 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, executing Alpha's playbook
- Conducting motivation sessions using Coachbot analytics and Alpha's incentive system (school currency, leaderboards) to achieve 100% student goal completion
- Coaching Guides on program consistency and standards maintenance, with each session yielding 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 early
What you will NOT be doing
- Teaching math, reading, or any academic content — adaptive apps manage all academic instruction
- Designing curriculum or creating workshop activities (Alpha's playbook is your framework; execution quality is the standard)
- Coaching Guides on instructional technique (Guides don't teach — you're coaching motivation, energy, and accountability)
- Overseeing campus operations, budgets, or administrative tasks
- Lowering standards when a student is close but hasn't achieved the goal (the bar remains constant; your role is to help them reach it)
Key responsibilities
Deliver Alpha's three commitments to every student: loving school, learning at twice the traditional pace, and developing real-world life skills.
Candidate 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
- 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
You will be working for
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