VP of Real Estate, 2 Hour Learning (Remote) - $400,000/year USD

You will serve as the deal architect behind America's fastest-expanding private school network.

Your mandate is to identify locations, structure lease agreements, and oversee broker networks spanning multiple cities, property types, and enrollment models (campuses ranging from 25 to 1000 students) with both velocity and accuracy. This is not a facilitation position. You will directly identify, evaluate, and finalize locations across varied property categories, wielding genuine authority without layers of corporate approval.

2 Hour Learning is establishing a national presence through school campuses, and this position is the key to unlocking that expansion by building a scalable, repeatable site acquisition and launch framework. Your work will enable campus openings by locking in superior locations and completing lease agreements with consistency, urgency, and reach. The organization requires a leader who can render go/no-go decisions on a weekly cadence, finalize agreements in days rather than weeks, and mobilize broker ecosystems to generate vetted opportunities. You will leverage AI capabilities to surpass the output of conventional real estate operations.

If you view real estate transactions as a competitive arena and thrive on winning across geographies, property formats, and accelerated schedules, this position is designed for you.

What You Will Be Doing

• Establish and iteratively refine site qualification frameworks addressing zoning compliance, permitting pathways, spatial requirements, demographic fit, brand alignment, and regulatory exposure, then convert these standards into AI-compatible formats that support automated filtering and evaluation
• Render definitive go/no-go determinations on prospective sites each week informed by research delivered by individual contributors and brokers, advancing the deal pipeline with transparent reasoning tied to qualification standards
• Directly negotiate term sheets, letters of intent, and lease amendments through to execution, calibrating speed, liability, and expense, while deploying AI-powered tools to identify clause-level hazards and expedite legal clearance
• Create detailed briefing materials and conduct routine engagement sessions to energize brokers, developers, and capital partners. Employ AI to produce tailored outreach at volume that yields qualified transaction flow

What You Won’t Be Doing

• Leading a sizable team or transferring transaction execution responsibilities to subordinates
• Prioritizing extended strategic roadmaps over weekly milestones and immediate deal-making activity
• Facilitating transactions without retaining full accountability from initial prospect through signed lease documentation

VP Of Real Estate Key Responsibilities

Take full ownership of the campus site acquisition pipeline from end to end, encompassing the definition of qualification standards and cultivation of broker partnerships through personally finalizing leases that dictate our scaling trajectory and pace.

Basic Requirements

• A minimum of 5 years leading multi-location real estate growth initiatives or site acquisition programs
• Track record of personally finalizing no fewer than 25 commercial real estate transactions, including lease agreements and/or acquisitions, with direct responsibility for deal architecture and completion
• Proven ownership of transaction results, distinct from mere coordination or supervisory roles
• Current, active integration of AI technologies into everyday work processes (e.g., GPT platforms, contract clause analysis, research automation, pipeline tracking)
• Capacity to rapidly evaluate site suitability through analysis of zoning regulations, permit requirements, and regulatory frameworks
• Proficiency in applying AI-powered tools for investigative work, document preparation, and contract examination
• U.S.-based with availability to travel up to 25% of the time
• Legal authorization to work in the United States without need for visa sponsorship

Nice-to-have Requirements

• Prior involvement in franchise growth programs or multi-unit retail deployment strategies
• Experience designing or substantially enhancing scalable site selection methodologies
• Proven capability to assess lease versus acquisition trade-offs and determine optimal deal structure for individual sites

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 for more details on this topic.

Crossover Job Code: LJ-5736-US-Paterson-VPofRealEstate