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Director of Learning & Development, Alpha

Job in Stamford, Fairfield County, Connecticut, 06925, USA
Listing for: Crossover
Full Time position
Listed on 2026-07-26
Job specializations:
  • Education / Teaching
    Education Administration, School Counseling & Student Support
Salary/Wage Range or Industry Benchmark: 200000 USD Yearly USD 200000.00 YEAR
Job Description & How to Apply Below
Position: Director of Learning & Development, Alpha - $200,000/year USD
  • In-person roles available in:
    Beverly Hills, CA;
    Piedmont, CA;
    Greenwich, CT;
    Boca Raton, FL;
    Miami, FL;
    Boston, MA;
    Raleigh, NC;
    New York City, NY;
    Seattle, WA (relocation assistance available)
  • $200,000 annually, paid weekly | Health, dental, and vision coverage from day one
  • In-person roles available in:
    Beverly Hills, CA;
    Piedmont, CA;
    Greenwich, CT;
    Boca Raton, FL;
    Miami, FL;
    Boston, MA;
    Raleigh, NC;
    New York City, NY;
    Seattle, WA (relocation assistance available)
  • $200,000 annually, paid weekly | Health, dental, and vision coverage from day one
The greatest support you can offer a student who achieves 99% is to withhold the perfect score. Not out of apathy — but because you know they re capable of reaching 100%, and pretending otherwise is the true disservice. If this reasoning resonates, continue. If it feels severe, this position isn t a fit.

Students at Alpha don t passively absorb lectures. They advance through adaptive applications at double the speed of conventional classrooms while simultaneously developing practical life competencies.

Your role is to ensure three core outcomes for every student in your cohort: genuine enthusiasm for learning, double-speed academic progress, and mastery of skills beyond traditional curricula. You will simultaneously develop the Guides who deliver these outcomes throughout your campus. All choices are grounded in data, and all work is conducted in person. Your time divides between direct work with your student cohort and coaching the Guides under your leadership — with identical expectations for both: demonstrable growth, without compromise.

When a Guide s session under performs, you skip the paperwork; instead, you observe, discuss, and course-correct before the day ends. You will witness reserved students present with confidence to adult audiences. You will see learners who once "despised school" request extended hours. And you will recognize that the high standard you maintained made these transformations possible, because upholding expectations is how you demonstrate belief in someone s potential.

You may be establishing a campus from the ground up, defining the foundational culture of the school. As the campus develops, your role evolves from operational founder to coaching executive, cultivating the team that extends Alpha s methodology throughout your territory. If this opportunity appeals to you, submit your application now. What You Will Be Doing Facilitating one-hour interactive workshops on life skills and social-emotional learning (SEL) for K-8 students, covering areas such as public speaking and concentration, using Alpha s established framework Conducting daily motivational sessions designed to propel 100% of students toward weekly application milestones through age-appropriate mechanisms including school currency and competitive leaderboards Developing Guides via direct observation, specific feedback, and practical coaching to ensure they execute workshops with equivalent enthusiasm and accuracy Analyzing Coachbot data and individual student records to pinpoint students requiring additional support, then providing that support directly Directly mentoring your assigned student cohort, demonstrating the coaching and motivational techniques you expect every Guide to replicate
  • Developing lesson plans or creating curriculum. Students engage with adaptive apps; your responsibility is elevating the people who guide them.
  • Delivering traditional lectures to a seated class. You operate as 80% motivator, 20% content expert; if you prefer standing at a whiteboard, this role won t suit you.
  • Compromising standards due to external pressure from parents or administrators. When a student reaches 99%, the response remains "not yet" — and you will be empowered to maintain that position.
  • Spending your time in an office processing administrative documents. The majority of your day involves direct interaction with students and Guides.
  • Waiting extended periods for performance assessment. Outcomes are visible in real time through Coachbot, and adjustments are made immediately.
Director Of Learning & Development Key Responsibilities Execute Alpha s 3 Promises…
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