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Director of Educational Strategy, Learning; Remote

Remote / Online - Candidates ideally in
Miami, Miami-Dade County, Florida, 33222, USA
Listing for: Crossover
Full Time, Part Time, Remote/Work from Home position
Listed on 2026-01-04
Job specializations:
  • Education / Teaching
    Academic, Education Administration
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

Director of Educational Strategy, 2 Hour Learning (Remote) - $400,000/year USD Base pay range

$200.00/hr - $200.00/hr

You've shaped a clear academic vision and taken full ownership of its results. You've led visibly, not from the margins. When it comes to learning science, you're not experimenting—you've built something tangible, delivered outcomes that validate it, and earned credibility to present that work publicly. If this describes you, 2 Hour Learning is seeking its academic leader. 2 Hour Learning has developed a model enabling students to learn twice as fast in only two hours per day.

AI‑driven tutoring, mastery‑based progression, and a fundamental shift from traditional classroom design produce these results. Outcomes are strong. We now need a leader who can align execution across varied school models, elevate academic leadership standards, and serve as the outward‑facing advocate for a movement rooted in robust learning science. This is not a theoretical academic position. It's a leadership charge.

You'll direct the academic strategy in action, establish clear benchmarks, surface execution shortfalls, and mentor high‑performing teams to achieve measurable outcomes. You'll convert our scientific underpinnings into operational rigor and articulate the case for this model globally.

What You Will Be Doing
  • Developing academic frameworks that transform learning science into actionable direction for curriculum design, motivation systems, and application architecture.
  • Conducting academic execution reviews with Heads of Academics to ensure school teams are synchronized, accountable, and producing results.
  • Integrating data, interviews, and direct observation into academic ecosystem assessments that identify the most critical obstacles to accelerated learning and recommend targeted interventions.
  • Ensuring strategic coherence through planning cycles, feedback mechanisms, and milestone monitoring to sustain focus on student learning objectives.
  • Serving as the principal representative of 2 Hour Learning, from keynote presentations to engagements with Ministries of Education, influencing global thinking on education.
What You Won’t Be Doing
  • Adjusting individual curriculum projects in isolation without systemic impact.
  • Producing theoretical research disconnected from student outcomes or operational delivery.
  • Transferring accountability for performance to middle management or external consultants.
  • Depending on institutional prestige or academic theory to convince skeptical audiences.
Director Of Educational Strategy

Key Responsibilities

Expand and strengthen 2 Hour Learning's validated academic model by aligning execution across all schools, raising leadership standards, and establishing yourself as the public advocate for a movement founded on rigorous science and demonstrable results.

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% nationally and the top 20% achieving an astonishing 6.5x growth, they’re proving that smarter learning is possible.

At 2 Hour Learning, it’s talent and performance that matter. They offer a dynamic, on‑campus and remote‑friendly environment where innovators, educators, and AI specialists can be a part of fixing a broken school system.

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 $200 USD/hour, which equates to $400,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult  for more details on this topic.

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