Director of Learning & Development
$200,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

Bethesda, MD; Chicago, IL; Palo Alto, CA; Piedmont, CA
In-person
08:00 am to 05:00 pm, M-F
full-time (40 hrs/week)
Long-term role

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

Description

  • On-site in Bethesda, MD; Chicago, IL; Palo Alto, CA; Piedmont, CA
  • $200,000 annual salary paid weekly. Comprehensive health, dental, and vision coverage from day one
  • Relocation assistance provided

Alpha is transforming the experience of education. Students here don't passively absorb lectures—they race through adaptive learning platforms, achieve mastery at double the conventional pace, and acquire practical life competencies in parallel. Your role centers on ensuring our "3 Promises" become reality for each student in your cohort, while equipping our Guides with the skills to deliver the same outcomes.

You will fuse exceptional coaching expertise with dynamic facilitation presence, converting workshops, metrics-driven team rallies, and precise developmental feedback into powerful learning experiences. If you have exceeded benchmarks, transformed struggling performers into top achievers, or consistently reject mediocrity, we invite you to help us cultivate excellence.

Why Alpha?

  • Competitive metropolitan compensation – elevated salary structure reflecting the living costs in these urban markets, above our baseline Guide positions
  • Strong benefits and leave policies – full health benefits and substantial paid time off
  • Support for relocation – offered to exceptional candidates
  • Development-oriented environment – access to coaching, professional training, and defined advancement opportunities

What you will be doing

  • Developing and coaching Guides to facilitate Alpha workshops at world-class standards
  • Building Guide Playbooks that document facilitation best practices, design of engaging learning experiences, and solutions to common obstacles
  • Delivering consistent, practical feedback to Guides aimed at increasing student engagement and learning outcomes
  • Personally coaching a limited cohort of students, demonstrating advanced motivational and instructional techniques

What you will NOT be doing

  • Authoring curriculum content – Guides support student learning through adaptive software; you concentrate on training them to excel as motivators
  • Compromising expectations – when our mastery standard is 100%, your responsibility is to uphold that threshold
  • Running dull professional development – you will lead Guides through dynamic, experiential, high-impact training sessions

Key responsibilities

Develop Guides and students to guarantee that every learner in your cohort loves attending school, achieves learning at 2× the standard rate, and gains essential life competencies. Zero exceptions.

Candidate requirements

  • Currently residing in or prepared to relocate for on-site work at one of Alpha's campuses (Bethesda, MD; Chicago, IL; Palo Alto, CA; Piedmont, CA)
  • Hold a Bachelor's degree in any discipline.
  • Minimum of 5 years of professional experience in education, learning and development, coaching, or a closely related discipline.
  • Proven track record developing and executing innovative educational programs, curricula, or training solutions.
  • Robust leadership and mentoring capabilities with a history of building, managing, and inspiring high-performing teams.
  • Background working with young people (ages 5-18) in an educational or developmental setting.
  • Competence in data analysis and leveraging metrics to inform decisions and drive continuous improvement.
  • Legal authorization to work in the United States

Meet a successful candidate

Watch Interview
CeCe
CeCe  |  Lead Guide
United States  

Has the harsh reality of teaching in a broken system worn you down? This compassionate Lead Guide is redefining what it means to support kid...

Meet CeCe

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.

Frequently asked questions

About Crossover

Meet some people who've landed similar jobs

Why Crossover

Recruitment sucks. So we’re fixing it.

The Olympics of work

The Olympics of work

It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.

Premium pay for premium talent

Premium pay for premium talent

Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.

Shortlist by skills, not bias

Shortlist by skills, not bias

We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.

Crossover Logo White
Follow us on
Have a question?

Get answers to common questions using our smart chatbot Crosby.

HELP AND FAQs

Join the world's largest community of AI first Remote WorkersAI-first remote workers.