Director of Learning & Development, Alpha

Location & Compensation

On-site role based in Bethesda, MD;
Boston, MA;
Chicago, IL;
Fort Lauderdale, FL;
Seattle, WA; or CA:
East Bay (San Francisco), Palo Alto, Santa Monica, or Los Angeles.

• $200,000 annual compensation, distributed weekly.
• Full health coverage from day one.
• HSA/FSA options, 401(k) Roth.
• Relocation assistance provided.

Alpha is transforming the traditional classroom experience. Our students don't passively absorb lectures—they accelerate through adaptive learning platforms, absorb material at twice the conventional pace, and develop practical life competencies simultaneously. Your responsibility is to ensure these "3 Promises" are delivered to every learner in your cohort and to develop our Guides to replicate that success.

You'll combine world-class coaching expertise with dynamic facilitation skills, converting workshops, performance‑driven team sessions, and precise feedback into powerful development experiences. If you've broken performance ceilings, transformed struggling contributors into top performers, or simply reject mediocrity, we want you leading excellence alongside us.

• Competitive metropolitan compensation – elevated salary structure aligned with high cost‑of‑living markets, exceeding our standard guide compensation.
• Comprehensive benefits package – full health benefits and ample paid time off.
• Relocation support – provided for exceptional candidates.
• Development‑focused environment – access to coaching, professional training, and defined advancement opportunities.

• Developing and coaching Guides to deliver Alpha's workshops with exceptional quality.
• Building comprehensive Guide Playbooks that outline facilitation best practices, effective learning activity design, and challenge resolution strategies.
• Delivering consistent, targeted feedback to Guides that drives student participation and academic performance.
• Personally mentoring a select student cohort, demonstrating advanced coaching and motivational techniques.

• Developing curriculum content – your Guides support student learning via adaptive platforms; you concentrate on training them as outstanding motivators.
• Compromising on excellence – when our success threshold is 100%, your responsibility is upholding that standard.
• Running dull training sessions – you'll develop Guides through dynamic, energizing, experiential learning.

Develop Guides and mentor students to ensure every learner in your cohort achieves all three outcomes: loves the learning experience, progresses at 2× conventional speed, and develops essential life competencies. Zero tolerance for compromise.

• Currently residing in or prepared to relocate for on‑site work at an Alpha Campus location (Bethesda, MD;
  Boston, MA;
  Chicago, IL;
  Fort Lauderdale, FL;
  Seattle, WA; or CA:
  East Bay (San Francisco), Palo Alto, Santa Monica, or Los Angeles).
• Hold a Bachelor's degree from an accredited institution in any discipline.
• Minimum 5 years of professional experience in education, learning and development, coaching, or equivalent field.
• Proven track record designing and executing innovative educational programming, curriculum development, or training solutions.
• Demonstrated leadership and coaching capabilities with ability to develop, lead, and inspire high‑performance teams.
• Direct experience supporting youth populations (ages 5‑18) in educational or developmental settings.
• Competency in data interpretation and leveraging performance metrics to inform strategy and drive ongoing improvement.
• Legal authorization to work in the United States.

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!

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 $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult  for more details on this topic.

Crossover Job Code: LJ-5628-US-West Palm-Director of Lear.
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