Director of Operations & Automation, 2 Hour Learning (Remote) - $200,000/year USD

Tired of being the "ops person" who just keeps the lights on? Here, you'll be the architect of our entire expansion strategy. At 2 Hour Learning, Operations Isn't a Support Function—it's Our Core Product. Our Network Of AI-native K-12 Schools Scales Only When Our Systems Excel. You'll Lead One Of Five Mission-critical Domains, Becoming An Expert Through Intense Real-world Execution And AI-accelerated Learning

• Authorization & Permitting – Unlock new markets by securing multi-state approvals with unprecedented speed
• Physical Build-Out – Transform empty spaces into world-class learning environments on aggressive timelines
• IT Operational Setup – Deploy flawless technical infrastructure that powers our AI-native educational model
• Financial Operations – Build financial systems that deliver real-time insights while maintaining impeccable controls
• PMO – Drive execution across key initiatives with metrics-driven accountability and relentless focus

You won't just maintain systems—you'll build them from scratch. Your financial dashboards will expose blind spots. Your onboarding protocols will eliminate errors. Your regulatory strategies will open new states. Your campus builds will set records. This is high-stakes, high-velocity execution where results—not meetings—define success. What You Will Be Doing

• Own and master one of our five operational pillars: Authorization, Build-Out, Platforms, Finance, or PMO
• Architect solutions to novel challenges using AI, automation, and rapid iteration cycles
• Create scalable documentation and systems that maintain excellence across dozens of campuses
• Navigate complex stakeholder environments including vendors, regulators, and school staff
• Deploy to campuses as needed to implement, test, and refine your operational innovations

What You Won’t Be Doing

• Submitting tickets and waiting for technical solutions—you'll build your own automations
• Creating theoretical processes that look good on paper but fail in practice
• Working in isolation from headquarters—expect hands-on field deployment
• Designing strategies for others to execute—you own implementation and outcomes

Director Of Operations & Automation Key Responsibilities Own and deliver exceptional outcomes within your assigned operations pillar by architecting systems that enable rapid school expansion with uncompromising quality, speed, and AI-native precision. Basic Requirements

• North America-based with capability to travel 25-75% as operational demands require
• 5+ years of proven performance in high-velocity, autonomous operations roles
• Exceptional analytical capabilities and precise written communication
• Demonstrated bias for action with high ownership and minimal ego
• Specialized experience in at least one core domain: regulatory compliance, facilities management, enterprise SaaS deployment, financial planning, or technical vendor management
• Advanced AI utilization skills—you leverage AI tools with the fluency others bring to spreadsheets
• Proven track record building automation systems and optimized workflows
• Demonstrated ability to rapidly master new domains (legal, finance, compliance, systems)

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 $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic. Crossover Job Code: LJ-5461-US-Elgin-DirectorofOper1.003