Director of Real Estate and Development, 2 Hour Learning (Remote) - $200,000/year USD at Crossover

If you've managed the launch of a school, healthcare facility, or commercial site and found yourself thinking, "There has to be a faster, smarter way," this role is worth your attention.

2 Hour Learning is scaling the fastest school model in the nation. Opening a new location, however, depends on regulatory approval. Licenses, permits, and compliance filings must be executed correctly and expeditiously. Your role is to determine requirements, sequence submissions properly, and ensure timely approvals. You'll leverage AI-driven tools and automation systems while also engaging directly—making calls, coordinating with contractors, and resolving exceptions that technology alone cannot address.

This position suits individuals who excel under complexity and time pressure. You will operate within a high-velocity organization backed by substantial resources, where speed is standard and quality is mandatory. AI will be your lever to cut through red tape, accelerate permitting cycles, and deliver results—not just documentation.

If you're ready to be the person who transforms "pending approval" into "ready to open," this is the opportunity.

What You Will Be Doing

• Coordinating among architects, contractors, and legal counsel to obtain all necessary construction and operational permits for educational facilities.
• Managing municipal permitting and inspection workflows across multiple jurisdictions — reducing timelines and removing obstacles.
• Compiling and filing comprehensive approval packages: permits, applications, regulatory submissions, and inspection records.
• Overseeing project progress and compliance exposure across all sites — ensuring real-time transparency and no unexpected delays.
• Traveling to project locations (~75%) to engage directly with local government officials, inspectors, and service providers to sustain momentum.
  
  

What You Won’t Be Doing

• Waiting for others to flag problems or finalize submissions — you will own full accountability for outcomes.
• Operating solely from a central office — this is a field-driven execution role, not administrative support.
• Following a rigid, one-size-fits-all process by jurisdiction — you will design custom solutions as challenges arise.
• Treating delays as unavoidable — both speed and accuracy define this position.
• Depending on outdated systems or manual oversight — continuous automation and improvement are expected.
  
  

Director Of Real Estate And Development Key Responsibilities

Obtain complete legal and operational authorization to launch schools across diverse jurisdictions with greater speed and thoroughness than conventional permitting workflows typically achieve.

Basic Requirements

• Located in the U.S. with authorization to work without requiring visa sponsorship.
• Willing and able to travel approximately 75% of the time to various U.S. cities and states.
• 5+ years directing permitting, construction, or facility expansion initiatives involving tangible assets and regulatory clearance.
• 5+ years coordinating multiple contractors per project across different jurisdictions.
• Documented history of delivering projects ahead of schedule while maintaining full regulatory compliance.
• Experience communicating project status to both technical teams and executive leadership.
• Clear ownership track record — you served as the central point of accountability for project execution and problem resolution.
• AI-native approach — you deploy automation and iterative methods to accelerate delivery.
• Written communication that is precise, actionable, and relied upon by senior leadership.
• Strong regulatory judgment — you understand when to escalate, seek clarification, or challenge requirements.
  
  

Nice-to-have Requirements

• Experience in construction management, educational operations, or multi-location retail rollout.
• Background developing or refining AI-driven tools for permitting, compliance, or regulatory processes.
• Previous collaboration with fire marshals, building inspectors, and educational licensing authorities.
  
  

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 $100 USD/hour, which equates to $200,000 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-5678-US-Paterson-DirectorofReal