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Trilogy

Director of Learning & Development, Alpha - $200,000/year USD

Trilogy, Chicago, Illinois, United States, 60290

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Director of Learning & Development, Alpha - $200,000/year USD Join to apply for the

Director of Learning & Development, Alpha - $200,000/year USD

role at

Trilogy .

Base pay range

$100.00/hr - $100.00/hr

Location : FULL-TIME, IN-PERSON ROLE IN MIAMI, FL

Ready to revolutionize education? At Alpha, we’re transforming the traditional classroom. Our students master adaptive learning platforms and develop crucial life skills. Your challenge is to ensure these transformative goals become reality for every student while elevating our Guides to outstanding educators.

We are seeking a dynamic leader who combines elite coaching expertise with enthusiasm—someone who can transform workshops, data-driven sessions, and personalized feedback into powerful learning catalysts. If you have consistently exceeded expectations and built high-performance teams, Alpha could be your next career destination.

Why Alpha Should Be Your Next Move

Competitive compensation reflecting Miami’s market value—exceeding our standard Guide positions

Comprehensive benefits package including robust health coverage and generous PTO

Relocation support for exceptional candidates

Development-focused environment with personalized coaching and clear advancement paths

What You Will Be Doing

Elevating our Guide team through world-class professional development and training initiatives

Crafting comprehensive Guide Playbooks that codify facilitation excellence and effective problem-solving strategies

Delivering impactful, growth-oriented feedback to Guides that measurably enhances student engagement and outcomes

Mentoring a select group of students, showcasing exemplary coaching techniques

What You Won’t Be Doing

Creating curriculum content—Guides facilitate learning through adaptive applications; focus is on coaching talent

Compromising on excellence—our mastery standard is non-negotiable

Conducting conventional training sessions—approach should be dynamic, interactive, and results-driven

Director Of Learning & Development: Key Responsibilities Your core mission is to coach both Guides and students to develop a genuine passion for education, achieve accelerated learning velocity, and master essential life skills. Excellence is the standard.

Basic Requirements

Current Miami resident or willing to relocate for this in-person position at our Miami, FL campus

Bachelor’s degree (field of study open)

Minimum 5 years of professional experience in education, L&D, coaching, or related disciplines

Proven track record developing and implementing educational programs, curriculum designs, or training systems

Strong leadership with ability to inspire high-achievement teams

Experience working with school-aged youth (5-18) in educational or developmental settings

Advanced data-analysis skills with the ability to leverage metrics for continuous improvement

Authorization to work in the United States

About Alpha Alpha School is on a mission to reshape education with a bold approach that harnesses AI to accelerate learning and unleash student potential. If you’re excited by transforming traditional education, this role may be a fit.

Working with us 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.

Job Locations & Related Miami, FL area; in-person

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