VP of Field Operations, 2 Hour Learning - $200,000/year USD
About the Role
You step onto a campus and immediately recognize the flaws others overlook — the ceiling tile that's slipped but hasn't been reported, the HVAC unit that's been humming wrong for days, the landscaping contractor who delivered half the work but billed the full amount. You don't wait for feedback from customers. You fix gaps before they become visible. That skill defines this position.
2 Hour Learning runs premium K–12 campuses where families expect an environment that is secure, reliable, and presentation-ready every day — not just when events are scheduled. You'll maintain that expectation across the Northeast: Manhattan will be your base campus, with consistent travel to facilities in CT, MA, and PA. Your execution determines whether a campus sustains its premium quality or quietly deteriorates between leadership reviews.
The initial year focuses on establishing standards and cleaning up vendor performance — defining what "tour-ready" means operationally, building the inspection routine, removing underperforming vendors, and bringing Campus Coordinators and Site Specialists into a consistent operating cadence. As the region grows and your systems mature, the role transitions to sustained regional leadership: you become the operator the organization relies on when launching new campuses, responding to emergencies, or revising operational standards.
This is a field-based position. If you prefer to manage through reports and dashboards, this role is not suitable. If you want direct accountability for maintaining premium standards across 25+ schools — and the authority to enforce those standards — continue reading.
What You Will Be Doing
- Performing scheduled on-site inspections across Northeast campuses using documented standards for cleanliness, HVAC performance, safety protocols, security systems, signage, landscaping, furniture condition, and tour-readiness — and converting findings into confirmed corrective work
- Managing facilities issues and emergency situations, coordinating vendor response, and closing work orders only after confirming resolution (urgent issues within 24 hours, routine matters within 1 week)
- Overseeing local vendor performance relative to service-level agreements, removing vendors who fail consistently, renegotiating contract scopes, and conducting direct accountability discussions on quality and pricing
- Establishing a weekly operational rhythm with Campus Coordinators and Site Specialists to ensure every campus executes standard routines rather than relying on individual effort
- Directing major campus improvement projects (HVAC system updates, interior decor refreshes, landscaping overhauls, AV and networking upgrades) on timeline and within budget, while minimizing student disruption
- Documenting enterprise-wide standards and AI-powered procurement protocols (leveraging ticketing platforms, IoT and predictive maintenance systems, and centralized vendor sourcing) to ensure uniform campus launch and operations
- Delivering clear weekly written reports covering regional quality metrics, vendor accountability, escalated issues, and capital expenditure tracking
What You Won’t Be Doing
- Operating remotely from dashboards — this position demands regular on-site presence at Manhattan and 20–40% travel to regional campuses (CT, MA, PA)
- Architecting new campus designs or managing ground-up construction projects — capital expansion is owned by a separate function
- Creating enterprise procurement strategy independent of field conditions — your standards emerge from direct site observation
- Working within clean organizational charts with direct authority over every contributor — you'll drive accountability through documentation, written follow-through, and refusing to accept ambiguous vendor commitments
- Treating "tour-ready only for executive visits" as acceptable — recurring problems receive root-cause analysis, not repeated ticketing
- Defaulting to reactive crisis management — the inspection schedule and predictive maintenance tools exist to identify failures before they generate complaints
Key Responsibilities
- Maintain every Northeast region campus in a safe, premium, and tour-ready condition every day
Basic Requirements
- Located in New York City or within commuting range, prepared to work primarily from the Manhattan campus with 20–40% regional travel
- Authorized to work in the United States without requiring visa sponsorship
- 5+ years of experience managing multi-site facilities, regional operations, hospitality operations, retail operations, or school operations
- Demonstrated ability to hold vendor-managed services accountable for quality, cost, and service-level agreement performance across multiple sites
- Hands-on experience addressing urgent facilities challenges (safety incidents, HVAC failures, security issues, cleanliness lapses) with documented impact on customer experience
- Consistent written operational discipline: issue tracking, escalation documentation, vendor correspondence, weekly regional quality summaries
- Confirmed use of contemporary operations platforms (ticketing systems, IoT and predictive maintenance tools, AI-enabled procurement or planning systems)
Nice-to-have Requirements
- Leadership experience in multi-site premium hospitality, luxury retail, private K–12 education, or healthcare networks serving high-expectation clientele
- Background building or rehabilitating a regional operations framework that previously depended on individual heroics instead of documented standards
- History of terminating underperforming vendors and developing a reliable local vendor network
- Experience directing capital improvement initiatives (HVAC systems, AV and networking infrastructure, landscaping, interior renovations) in active, customer-facing facilities
- Familiarity with AI-driven operating models where automated playbooks, dashboards, and predictive systems handle routine tasks so teams can focus on decision-making
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
- Full-time (40 hours per week), long-term position
- Immediately available
- Requires entering into an independent contractor agreement with Crossover as a Contractor of Record
- Compensation: $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year
- Payment period: weekly
- Consult www.crossover.com/help-and-faqs for more details on this topic