Senior Director School Operations
$200,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

New York, US
Semi-flexible schedule
Hybrid location
full-time (40 hrs/week)
Long-term role

Senior Director School Operations   $200,000 USD/year

Description

You enter a facility and immediately spot what's wrong — the unfiled report about a damaged ceiling tile, the HVAC system that's been making noise for days, the landscaping contractor who completed only part of the agreed scope yet submitted a full invoice. You don't wait for a complaint to surface. You resolve issues before they become visible problems.

That ability defines this position. 2 Hour Learning runs high-caliber K–12 facilities where families expect an environment that is secure, reliable, and inspection-ready at all times — not solely during scheduled events. You will establish and maintain that benchmark throughout the Northeast: Manhattan serves as your home base, supplemented by routine travel to campuses in CT, MA, and PA. Your execution determines whether a campus maintains premium quality or slowly deteriorates between leadership reviews.

Year one will emphasize establishing standards and restructuring vendor relationships — documenting operational readiness criteria, implementing audit protocols, transitioning underperforming vendors, and training Campus Coordinators and Site Specialists on sustainable operational routines. Once the region expands and your systems mature, the position transitions to regional operational leadership: you become the resource the organization relies on for new campus launches, crisis response, or standards refinement.

This is a hands-on operational role. If you prefer remote oversight via reporting tools, this position will not suit you. If you want direct responsibility for ensuring 25+ campuses deliver premium quality daily — and the autonomy to achieve that outcome — continue reading.

What you will be doing

  • Executing scheduled on-site inspections across Northeast locations using documented benchmarks for cleanliness, HVAC performance, safety protocols, security measures, signage, landscaping, furniture condition, and inspection readiness — then ensuring findings result in confirmed remediation
  • Addressing facilities problems and urgent situations, coordinating service providers, and closing work orders only after on-site confirmation of resolution (critical issues <24 hours, standard requests <1 week)
  • Overseeing regional vendor compliance with service-level agreements, terminating consistently underperforming contractors, renegotiating contracts, and conducting direct accountability discussions regarding quality and pricing
  • Establishing a consistent weekly operational cadence with Campus Coordinators and Site Specialists to ensure standardized execution rather than ad-hoc problem-solving
  • Managing significant campus improvement projects (HVAC replacements, interior upgrades, landscaping enhancements, AV/network installations) within timeline and budget parameters while minimizing student impact
  • Developing organization-wide operational standards and AI-supported procurement protocols (leveraging ticketing platforms, IoT/predictive maintenance tools, and centralized vendor sourcing) to ensure uniform campus launch and operation
  • Delivering concise weekly written updates covering regional quality metrics, vendor performance data, escalated issues, and capital expenditure tracking

What you will NOT be doing

  • Operating remotely through dashboards — this position demands consistent physical presence at Manhattan and 20–40% travel to regional campuses (CT, MA, PA)
  • Leading new campus design initiatives or managing ground-up construction projects — capital expansion is handled by a separate team
  • Developing company-wide procurement strategy disconnected from field operations — your standards emerge from direct site observation
  • Working within clean organizational hierarchies with formal authority over all personnel affecting your outcomes — you will establish accountability through documentation, written follow-through, and rejection of ambiguous vendor commitments
  • Tolerating "inspection-ready only during leadership visits" as acceptable — persistent problems receive root cause analysis, not repeated work orders
  • Operating in constant reactive crisis mode — your audit protocols and predictive maintenance systems are designed to identify failures before they generate complaints

Key responsibilities

Ensure every Northeast region campus maintains safety standards, premium quality, and inspection readiness daily.

Candidate 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 managing multi-location facilities, regional operations, hospitality operations, retail operations, or educational facility operations
  • Documented success managing vendor-provided services for quality, cost control, and SLA compliance across multiple sites
  • Hands-on experience addressing critical facilities issues (safety, HVAC, security, cleanliness) with quantifiable customer experience outcomes
  • Established written operational discipline: incident tracking, escalation documentation, vendor communications, weekly regional performance summaries
  • Confirmed experience with contemporary operations platforms (ticketing systems, IoT/predictive maintenance tools, AI-assisted procurement or planning)

Nice to have

  • Regional operations leadership in premium hospitality, high-end retail, private K–12 education, or healthcare organizations serving demanding clientele
  • Experience building or transforming a regional operations framework that previously depended on individual heroics rather than documented standards
  • History of vendor transition and rebuilding regional vendor networks
  • Experience directing capital improvement projects (HVAC, AV/network infrastructure, landscaping, interior renovations) in active, customer-facing facilities
  • Background in AI-enabled operational environments where automated playbooks, dashboards, and predictive tools handle routine tasks so staff can focus on decision-making

Meet a successful candidate

Watch Interview
Aleks Natchkebia
Aleks  |  Strategic Analyst
Georgia

Where do you work when your most productive time is at 3am? This night owl uses a flexible remote job to unlock career-defining performance ...

Meet Aleks

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.
STEP 1

Chat-style
screening interview.

Cognitive 
aptitude test.
STEP 2

Cognitive 
aptitude test.

Prove real-world 
job skills.
STEP 3

Prove real-world 
job skills.

Interview with the hiring manager.
STEP 4

Interview with the hiring manager.

Pass
proctored test.
STEP 5

Pass
proctored test.

Accept job offer.
STEP 6

Accept job offer.

Frequently asked questions

About Crossover

Meet some people who've landed similar jobs

Why Crossover

Recruitment sucks. So we’re fixing it.

The Olympics of work

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

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

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.

Crossover Logo White
Follow us on
Have a question?

Get answers to common questions using our smart chatbot Crosby.

HELP AND FAQs

Join the world's largest community of  AI first Remote WorkersAI-first remote workers.