Education Program Manager
$200,000 CAD Salaried employee 

Not accepting applications on crossover.com at this time.

Description

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

The greatest support you can offer a struggling 8-year-old is to keep expectations high. If that concept unsettles you, this role is not a fit. If it resonates, continue reading.

Alpha has fundamentally redesigned traditional teaching methods. Academic learning happens through adaptive applications that allow students to progress at their individual pace. No classroom lectures. No artificial grade-level constraints. What remains—and what holds the most significance—is what technology cannot provide: the character development, the drive, and the adult who maintains standards students didn't believe they could meet. That responsibility is yours.

A typical morning may involve guiding an Alpha Guide through their Coachbot data, identifying where a student group is falling behind. By lunch you're facilitating a live session with elementary and middle school students, executing a structured activity on presentation skills or constructive criticism. The afternoon transitions to motivational work: reviewing individual student performance metrics, applying Alpha's reward framework (campus currency, performance rankings), and re-engaging a reluctant seventh grader. Forty percent facilitation, thirty percent student motivation, thirty percent staff coaching. You maintain your own student group throughout, ensuring your guidance remains rooted in direct practice.

You may have heard that you're overly outcome-focused for the education sector. Too analytics-oriented. Too prepared to maintain boundaries that make peers uncomfortable. Alpha is designed precisely for that professional. You validate the approach with your own cohort, elevate the Guides (Alpha's version of classroom teachers) to match that benchmark, and as outcomes improve, your authority over schoolwide programming expands.

Maintain the standard. Transform the student. Submit your application.

What you will be doing

  • Facilitating one-hour structured sessions on character skills (presentation skills, concentration, constructive feedback exchange) for elementary and middle school students, using Alpha's established curriculum framework
  • Conducting motivational interventions leveraging Coachbot performance data and Alpha's reward infrastructure (campus currency, performance rankings) to achieve 100% student objective completion
  • Developing Guides in program consistency and expectation maintenance, ensuring each coaching interaction yields specific action steps for improvement
  • Overseeing your own student group to ensure your coaching remains anchored in real-world implementation
  • Monitoring student engagement metrics, objective completion percentages, and Guide effectiveness indicators on a weekly basis to identify performance gaps promptly

What you will NOT be doing

  • Delivering instruction in mathematics, literacy, or other academic disciplines — adaptive applications manage all content instruction
  • Developing lesson plans or creating workshop content (Alpha's curriculum framework serves as your foundation; excellence lies in delivery)
  • Training Guides on instructional methods (Guides do not teach traditional content — you develop their capacity for enthusiasm, motivation, and accountability)
  • Overseeing site operations, financial planning, or procedural tasks
  • Lowering expectations when a student approaches but hasn't met the target (standards remain constant; your role is helping them achieve it)

Key responsibilities

Fulfill Alpha's three commitments to each student: fostering enthusiasm for school, achieving double the conventional learning velocity, and developing practical character competencies.

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

Meet a successful candidate

Watch Interview
Braden Pomerantz
Braden  |  Head Guide
United States

Braden knew he wanted to work with students. He just didn’t want the old version of the job. After years of coaching, debate, and searching ...

Meet Braden

Applying for a role? Here’s what to expect.

Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.

Chat-style
screening interview.
STEP 1

Chat-style
screening interview.

Cognitive 
aptitude test.
STEP 2

Cognitive 
aptitude test.

Prove real-world 
job skills.
STEP 3

Prove real-world 
job skills.

Interview with the hiring manager.
STEP 4

Interview with the hiring manager.

Pass
proctored test.
STEP 5

Pass
proctored test.

Accept job offer.
STEP 6

Accept job offer.

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