Program Director, 2 Hour Learning (Remote) - $400,000/year USD

Overview

Ready to revolutionize education? At 2 Hour Learning, we're not just dreaming big—we're compressing an entire school day into two powerful hours through AI-accelerated learning. We need a fearless Program Director to be the architect of our ambitious vision.

If you've mastered the art of managing multi-million dollar portfolios but yearn for true autonomy and impact, this is your moment. We're not looking for another project manager—we're seeking a performance control virtuoso who can transform our $50M EdTech portfolio into a precision instrument of educational excellence.

Imagine building an AI-powered command center where data drives decisions, vendor performance is quantifiable, and every initiative directly impacts student success. No more endless meetings—your dashboards will tell the story. No more ambiguous deliverables—your vendor scorecards will ensure accountability. This is where strategic oversight meets decisive action.

If you're ready to trade PowerPoint decks for real power and passive observation for active control, we offer the platform, authority, and urgency to make it happen.

What You Will Be Doing

• Architect and command an AI-enhanced mission control dashboard that provides real-time insights across 25+ strategic initiatives
• Design and implement data-driven vendor evaluation systems that reward excellence and eliminate underperformance
• Spearhead vendor selection through rigorous, competitive evaluations that ensure optimal resource allocation
• Craft ironclad contracts that align vendor incentives with educational outcomes
• Author decisive action memos that translate performance data into strategic decisions

What You Won't Be Doing

• Playing the passive coordinator role—you'll be empowered to make executive decisions
• Watching problems grow—you'll be expected to take immediate, decisive action
• Accepting mediocrity in contracts, timelines, or financial management
• Creating reports that gather dust—every analysis drives action
• Outsourcing AI expertise—you'll be hands-on with cutting-edge technology

Program Director Key Responsibilities

Execute and maintain a state-of-the-art performance control system that maximizes vendor accountability, optimizes resource allocation, and ensures exceptional delivery across our $50M EdTech ecosystem.

Basic Requirements

• Demonstrated 5+ year track record in strategic program or portfolio management leadership
• Proven expertise managing $25M+ technology investments with full budget and vendor oversight
• Master negotiator with extensive experience in competitive bidding and contract development
• Track record of building executive-grade AI dashboards that drive strategic decision-making
• Advanced proficiency with AI tools for workflow optimization and insight generation
• Exceptional problem-solving abilities in high-stakes, ambiguous environments
• Outstanding executive communication skills with proven C-suite influence
• Based in the US, willing to travel 25% domestically, authorized to work without sponsorship

Nice-to-have Requirements

• Success stories in PMO establishment or transformation
• Working knowledge of EdTech platforms and academic performance metrics
• Background in technology-focused legal or procurement operations

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.

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-5564-US-Houston-ProgramDirecto.005

Job Details

• Seniority level: Executive
• Employment type: Full-time
• Job function: Business Development, Engineering, and Project Management
• Industries: Education Administration Programs, Higher Education, and Non-profit Organizations

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