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Trilogy

Head of School, 2 Hour Learning - $400,000/year USD

Trilogy, Washington

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Head of School, 2 Hour Learning - $400,000/year USD

Location: Washington, DC (on-site preferred; relocation assistance available for exceptional candidates). This is a full-time, long-term position.

Overview: We are seeking a magnetic relationship architect who can inspire accomplished parents to embrace an educational paradigm shift. At 2 Hour Learning, we are reinventing education by condensing traditional school days into 2 hours of AI-enhanced learning excellence. This role requires an exceptional leader who can articulate compelling narratives, build trust with stakeholders, and scale advocacy for our model.

What You Will Be Doing

  • Deliver powerful, persuasive presentations that convert sophisticated skeptics into vocal supporters
  • Cultivate and mobilize networks of influential parent ambassadors within communities
  • Architect scalable frameworks that translate individual success stories into advocacy opportunities
  • Implement sentiment analysis to identify parent concerns and convert them into advocacy wins
  • Spearhead strategic media engagements and craft the public narrative around our educational approach
  • Identify and maximize opportunities to showcase the model’s transformative impact

What You Won’t Be Doing

  • Managing conventional parent-teacher organizations or traditional school committees
  • Coordinating social gatherings without clear advocacy objectives
  • Compromising our educational philosophy to accommodate influential stakeholders
  • Taking a reactive stance to concerns rather than proactively shaping the narrative

Head Of School Key Responsibilities

Strategically convert our parent community into a powerful advocacy engine by developing systematic, scalable approaches that cultivate parent champions across all campuses while maintaining our uncompromising standards of educational excellence.

Basic Requirements

  • Austin, TX location is preferred (relocation assistance available for exceptional candidates)
  • 7+ years of proven experience transforming influential stakeholders into advocates (e.g., Customer Advocacy Leadership, Communications Executive, Development, Enterprise Sales Leadership, Community Relations, Change Management)
  • Executive presence with demonstrated ability to command and influence sophisticated audiences
  • Extensive experience with high-stakes communications (media interviews, board presentations, crisis navigation)
  • Verifiable success building and scaling advocacy communities from the ground up
  • Ability to maintain organizational standards while strengthening relationships with powerful stakeholders
  • Belief in educational transformation through innovative methodologies

About 2 Hour Learning

Education is broken, and 2 Hour Learning is proving it doesn’t have to be. We replace the outdated one-size-fits-all model with AI-driven personalized learning that helps kids master academics in just two hours a day. Students rank in the top 1-2% nationally, with the top 20% achieving 6.5x growth, demonstrating that smarter learning is possible.

We offer a dynamic, on-campus and remote-friendly environment for innovators, educators, and AI specialists to contribute to fixing a broken school system. 2 Hour Learning is reprogramming learning for the AI era.

Working with Us

This is a full-time (40 hours per week), long-term position. The role is contractors of record with Crossover as a Contractor of Record. The compensation level is $200 USD/hour ($400,000 USD/year assuming 40 hours/week and 50 weeks/year). Payment is weekly. For more details, see .

Crossover Job Code: LJ-5465-US-Washingt-HeadofSchool1.005

Job Details

  • Seniority level: Executive
  • Employment type: Full-time
  • Job function: Administrative, Education, and Engineering
  • Industries: Education Administration Programs, Non-profit Organizations, and Public Relations and Communications Services

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