Senior Director of 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
Not accepting applications on crossover.com at this time.
Description
Operations isn't a support function here—it's the foundation of everything we do.
At 2 Hour Learning, our AI-native K-12 school network across the country depends entirely on operational systems that function flawlessly. Our Operations team doesn't assist with growth—they make it possible. Every team member owns one of five critical operational domains, rapidly achieving expert-level proficiency through hands-on execution and AI-enhanced learning:
- Authorization & Permitting – Obtain legal clearance across multiple states and expedite local permitting processes to open new markets.
- Physical Build-Out & Maintenance – Manage campus construction, facility upgrades, and vendor accountability to deliver and maintain superior learning environments.
- IT Operational Setup – Deploy complete systems infrastructure for every new school—hardware, software platforms, technical support, compliance frameworks—ready from day one.
- Financial Operations – Create budgets, produce real-time insight dashboards, and ensure audit-ready financial governance across all schools and business units.
- PMO – Drive execution of strategic technology and marketing projects through vendor performance tracking, dashboard analytics, and project-level visibility.
You'll create dashboards that illuminate hidden financial dynamics. Engineer onboarding workflows that cut student setup failures in half. Obtain state regulatory authorization. Launch campuses at unprecedented speed. Or develop AI-native operational models that eliminate traditional management overhead. This is mission-critical, fast-paced execution—reserved for builders, not observers.
If you're an operator who identifies constraints and immediately begins constructing solutions—rather than convening discussions—this environment will suit you. The systems you build will enable the 25–30 schools we're launching over the next year. Your execution will establish operational excellence standards for hundreds of team members and thousands of learners. And your results will be undeniable.
What you will be doing
- Taking full ownership of one of five essential operations domains: Authorization, Build-Out, Platforms, Finance, or PMO
- Addressing novel challenges within your domain through AI tools, automation, and fast experimentation
- Creating detailed specifications, dashboards, or procedural documentation that function across multiple school sites
- Engaging directly with operational realities: facility contractors, regulatory bodies, technology systems, and campus personnel
- Visiting school locations as required to deploy or validate your operational solutions
What you will NOT be doing
- Relying on product or engineering teams to create your operational tools—you'll build prototypes and automate processes independently
- Using AI to generate generic standard operating procedures without substance—you'll vibe-code functional solutions that deliver real results
- Operating exclusively from headquarters—regular travel and on-location delivery are expected
- Delegating execution of your strategic plans to others—you'll own both design and implementation completely
Key responsibilities
Deliver measurable results within your designated operations pillar by designing and implementing systems that enable rapid-scale school expansion with precision, speed, and AI-first methodology.
Candidate requirements
- Located in North America with capacity to travel 25-75% as operationally necessary
- 5+ years of experience in high-velocity, high-autonomy operational roles
- Excellent analytical capabilities and written communication proficiency
- Action-oriented mindset, minimal ego, strong sense of ownership
- Background in at least one of these areas: regulatory compliance, facilities development, SaaS user onboarding, FP&A, or technology vendor management
- Leverages AI as naturally as others use spreadsheets: reflexively, regularly, and across diverse applications.
- Has created automations, systematized operational workflows, and explored vibe-coding for practical efficiency or personal interest.
- Demonstrated ability to achieve rapid mastery in new domains (legal, finance, compliance, systems, etc.)
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
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Cognitive 
aptitude test.
Prove real-world 
job skills.
Interview with the hiring manager.
Pass
proctored test.
Accept job offer.
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