VP of Real Estate $400,000 USD/year Pay is set based on global value, not the local market.
Most roles = hourly rate x 40 hrs x 50 weeks
Description
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 will NOT 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
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.
Candidate 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
- 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
Applying for a role? Here’s what to expect.
Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.
Chat-style
screening interview.
Cognitive 
aptitude test.
Prove real-world 
job skills.
Interview with the hiring manager.
Accept job offer.
Pass
proctored test.
Frequently asked questions
Reviews
Meet some people who've landed similar jobs
Recruitment sucks. So we’re fixing it.
The Olympics of work
It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Premium pay for premium talent
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
Shortlist by skills, not bias
We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.
Join the world's largest community of 
AI-first remote workers.