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Director of Educational Strategy, Learning; Remote

Remote / Online - Candidates ideally in
Boston, Suffolk County, Massachusetts, 02298, USA
Listing for: Crossover
Part Time, Remote/Work from Home position
Listed on 2026-02-21
Job specializations:
  • Education / Teaching
    Academic
Salary/Wage Range or Industry Benchmark: 400000 USD Yearly USD 400000.00 YEAR
Job Description & How to Apply Below
Position: Director of Educational Strategy, 2 Hour Learning (Remote) - $400,000/year USD

You have shaped ambitious academic strategies and taken full ownership of their results. Your leadership has been visible and direct, not confined to advisory roles. In learning science, your work is substantive—you have created frameworks, delivered measurable impact, and established credibility to present your work on prominent platforms. If this describes your experience, 2 Hour Learning seeks its chief academic leader.

2 Hour Learning has developed a system in which students achieve learning outcomes in half the time, dedicating just two hours daily. The model relies on AI-driven tutoring, mastery-based learning pathways, and a fundamental redesign of traditional instructional environments. Results have been consistently strong. We now require a leader capable of harmonizing execution across varied school implementations, elevating academic leadership standards, and serving as the authoritative public advocate for a model rooted in rigorous learning science.

This role is not theoretical. It is a leadership charge. You will direct academic strategy in execution, establish performance standards, surface implementation challenges, and mentor high-performing teams toward concrete outcomes. You will bridge our scientific underpinnings with operational rigor and articulate this approach to external audiences.

What You Will Be Doing
  • Developing academic frameworks that convert learning science principles into actionable guidance for curriculum design, student motivation systems, and application architecture.
  • Conducting academic execution reviews with Heads of Academics to confirm alignment, accountability, and consistent delivery of results across school teams.
  • Analyzing data, conducting interviews, and observing practice to produce academic ecosystem assessments that identify high-impact barriers to accelerated learning and recommend targeted interventions.
  • Ensuring strategic coherence through structured planning, feedback mechanisms, and milestone monitoring to sustain focus on learning objectives.
  • Serving as 2 Hour Learning's senior representative in high-profile settings—including keynote presentations and meetings with Ministries of Education—to influence global perspectives on education.
What You Won’t Be Doing
  • Engaging in isolated curriculum initiatives that do not contribute to system-wide improvement.
  • Producing theoretical research disconnected from measurable student outcomes or operational implementation.
  • Transferring accountability for performance to middle management or external consultants.
  • Depending on institutional reputation or conceptual arguments to convince critical audiences.
Director Of Educational Strategy

Key Responsibilities

Expand and refine 2 Hour Learning's validated academic model by aligning execution across school sites, raising leadership performance standards, and establishing yourself as the authoritative public advocate for a movement founded on rigorous science and demonstrated outcomes.

Basic Requirements
  • Advanced degree (Master's or Ph.D.) in Learning Science, Educational Psychology, Instructional Design, or a related field
  • 7+ years leading academic or EdTech teams with evidence of exceptional learning outcomes
  • Proven experience applying AI or technology to accelerate learning
  • Track record of public thought leadership such as media, keynotes, books, or advising
  • Strong performance management skills with the ability to hold elite peers to a high bar
  • Fluent in interpreting data to diagnose learning issues and direct interventions
  • Comfortable engaging directly with students, parents, and school leaders
Nice-to-have Requirements
  • Founded or led an innovative school model, lab school, or high-performing EdTech venture
  • Experience navigating cultural, political, or international education contexts
  • Deep familiarity with Bloom's 2 Sigma research and other mastery learning frameworks
About 2 Hour Learning

Education is broken, but 2 Hour Learning is proving it doesn’t have to be. They’re tearing down the outdated one‑size‑fits‑all model and replacing it with AI‑driven personalized learning that helps kids master academics in just two hours a day.

With students consistently ranking in the top 1‑2%…

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