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Youth Program Director, Alpha

Job in Toronto, Ontario, C6A, Canada
Listing for: Crossover
Full Time position
Listed on 2026-06-11
Job specializations:
  • Education / Teaching
    Education Administration, Youth Development
Salary/Wage Range or Industry Benchmark: 150000 CAD Yearly CAD 150000.00 YEAR
Job Description & How to Apply Below
Position: Youth Program Director, Alpha - $150,000/year USD
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 School is on a mission to reshape education with a bold approach that harnesses AI to accelerate learning and unleash student potential. Our model delivers life skills development, sustained motivation, and a supportive adult who maintains high standards for students.

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 Won’t 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.

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

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