Director of Educational Strategy
@ Trilogy

Hybrid
$400,000
Hybrid
Full Time
Posted 6 hours ago

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Job Details

About the Role

The Director of Educational Strategy at 2 Hour Learning is the academic north star, responsible for creating academic frameworks that translate learning science into practical guidance. This role requires strong leadership, public representation, and a results-driven approach to reprogramming learning for the AI era.

What You Will Be Doing

  • Creating academic frameworks for curriculum, motivation, and app design.
  • Leading academic execution reviews ensuring team alignment and accountability.
  • Analyzing data and stakeholder interviews to identify high-leverage learning barriers.
  • Driving strategic alignment through planning, feedback loops, and milestone tracking.
  • Representing 2 Hour Learning at events and with Ministries of Education.

What You Won’t Be Doing

  • Tinkering with isolated projects without systemic impact.
  • Publishing abstract research without direct student outcomes.
  • Delegating performance accountability to others.
  • Relying solely on brand reputation or theory.

Key Responsibilities

Scale and elevate 2 Hour Learning’s proven academic model by unifying execution across schools, strengthening leadership standards, and serving as the public voice of a movement dedicated to rigorous science and real-world results.

Basic Requirements

  • Advanced degree in Learning Science, Educational Psychology, Instructional Design, or related field.
  • 7+ years of leadership experience in academic or EdTech teams with proven learning outcomes.
  • Experience applying AI or technology to accelerate learning.
  • Proven record of public thought leadership including media, keynotes, books, or advising.
  • Strong performance management and data interpretation skills.
  • Comfortable engaging with students, parents, and school leaders.

Nice-to-have Requirements

  • Experience founding or leading innovative school models or high-performing EdTech ventures.
  • Expertise with cultural, political, or international education contexts.
  • Deep familiarity with Bloom’s 2 Sigma research and mastery learning frameworks.

About 2 Hour Learning

2 Hour Learning is reprogramming learning by replacing the outdated one-size-fits-all model with AI-driven personalized methods. With impressive student growth metrics and a mix of on-campus and remote-friendly work environments, they are committed to making smarter learning accessible.

Working with Us

This is a full-time, long-term position, available immediately under an independent contractor arrangement with Crossover. The role pays $200 USD per hour, equating to $400,000 USD per year. Payment is made weekly.

Key skills/competency

  • Academic Frameworks
  • Curriculum Design
  • Data Analysis
  • Leadership
  • EdTech
  • AI Application
  • Performance Management
  • Public Speaking
  • Strategic Alignment
  • Learning Science

How to Get Hired at Trilogy

🎯 Tips for Getting Hired

  • Research Trilogy's culture: Understand mission and recent news on their website.
  • Customize your resume: Highlight academic leadership and EdTech expertise.
  • Showcase your results: Detail proven learning outcomes in previous roles.
  • Prepare for interviews: Focus on strategic planning and data interpretation skills.

📝 Interview Preparation Advice

Technical Preparation

Study AI applications in education.
Review latest learning science research.
Analyze data interpretation case studies.
Understand EdTech platform scalability.

Behavioral Questions

Describe a key leadership challenge overcome.
Explain a time you drove systemic change.
Discuss managing cross-functional academic teams.
Share a public speaking experience in education.

Frequently Asked Questions