Head of School, 2 Hour Learning - $400,000/year USD - Trilogy : Job Details

Overview

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

Base pay range: $200.00/hr - $200.00/hr

Elite education revolutionaries wanted: Can you transform demanding parents into fierce advocates for AI-powered learning?

We're seeking an exceptional leader with commanding presence to spearhead 2 Hour Learning's educational revolution. Our model replaces traditional 6-hour school days with 2 hours of AI-powered learning—a transformation that demands someone who can convert sophisticated skepticism into unwavering support.

This role requires a strategic communicator who thrives in high-stakes environments, someone who sees resistance as an opportunity to demonstrate value. You'll be the authoritative voice of our movement, equally effective in boardroom presentations, media interviews, and parent meetings. Your ability to maintain uncompromising standards while building advocacy movements will determine our success in reshaping education for the future.

What You Will Be Doing

• Command high-stakes presentations that convert sophisticated skeptics into vocal advocates
• Build and activate networks of influential parent champions who drive our narrative
• Design scalable systems that transform individual parent wins into compelling proof points
• Implement sophisticated feedback mechanisms that identify parent concerns before they escalate
• Lead critical media interactions and shape public narratives around our revolutionary approach
• Create strategic opportunities to showcase our transformative educational impact

What You Won't Be Doing

• Managing traditional parent-teacher associations or conventional school committees
• Organizing social events without clear strategic advocacy objectives
• Compromising our educational model to accommodate influential parents
• Taking reactive approaches to parent concerns instead of proactively shaping narratives

Head Of School Key Responsibilities

Transform our parent community into a powerful advocacy engine by building systematic approaches that scale parent champions across campuses while maintaining our uncompromising commitment to educational excellence.

Basic Requirements

• Must be based in or willing to relocate to Austin, TX
• 7+ years converting influential stakeholders into advocates (experience as Head of Customer Advocacy, Chief Communications Officer, Chief Development Officer, VP of Enterprise Sales, Director of Community Relations, or Change Management Consultant)
• Exceptional executive presence with proven ability to command sophisticated audiences
• Demonstrated success in high-stakes communications (media appearances, board presentations, crisis management)
• Proven track record building and scaling advocacy communities from inception
• Ability to uphold policies with powerful stakeholders while strengthening relationships
• Deep conviction that educational transformation requires unwavering commitment to innovative methods

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.

2 Hour Learning is reprogramming learning for the AI era.

Here's How They're Fixing It.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

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 www.crossover.com/help-and-faqs for more details on this topic.

Crossover Job Code: LJ-5465-US-Chicago-HeadofSchool.006