Associate Principal, 2 Hour Learning (Remote) - $800,000/year USD

You've built systems that hold under pressure: billion-dollar projects, high-stakes expansions, multi-site transformations where delay wasn't an option. Now it's time to take full command of a national mandate.

What You Will Be Doing

• Owning the national facilities pillar: delivering new builds, major upgrades, and sustainable ops systems across 25–30 campuses
• Leading and scaling a team (SVP + VPs + staff), with full P&L ownership for the facilities pillar
• Developing and enforcing global standards for procurement, security, furniture, networking, and signage
• Building and implementing AI-first playbooks and SLAs that cut friction and accelerate every expansion cycle
• Reporting directly to the founder while coordinating with legal, finance, and regulatory peers to hit non-negotiable go-live deadlines
  
  

What You Won’t Be Doing

• Recommending from the sidelines — you’ll be the one making the calls
• Managing single-site projects in isolation — your scope is national and systemic
• Babysitting outdated processes — you’ll design and embed new, AI-driven playbooks
• Waiting for executive direction — this role drives the expansion, not reacts to it
  
  

Associate Principal Key Responsibilities

Deliver, elevate, and sustain facilities nationwide — ensuring every campus is student-ready, on-time, and supported by scalable, AI-driven systems.

Basic Requirements

• 10+ years of experience, including at least 5 at McKinsey, Bain, or BCG (Principal, Partner, or AP level)
• Proven track record leading complex, multi-site execution efforts with tight timelines and real-world consequences
• Direct leadership over new-builds, large-scale upgrades, and operational systems at national or global scale
• Hands-on experience with retail buildouts and/or large-scale maintenance programs, where launch readiness and standardization were mission-critical
• Demonstrated ability to build and manage high-performing teams, with full budget/P&L ownership
• Exceptional structured problem-solving, stakeholder management, and communication skills
• Comfort operating with urgency, autonomy, and accountability in fast-growth or PE-backed environments
• U.S. work authorization and willingness to travel ~25%
  
  

Nice-to-have Requirements

• Experience launching or scaling regulated, multi-site ventures
• Background in education, retail, or healthcare expansion with facilities as a critical dependency
• Track record of designing and implementing AI-driven operational systems
  
  

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 $400 USD/hour, which equates to $800,000 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-5642-US-CapeCora-AssociatePrinc.002