Director of Operational Excellence, 2 Hour Learning (Remote) - $400,000/year USD - Trilogy : Job Details

Director of Operational Excellence, 2 Hour Learning (Remote) - $400,000/year USD

Base pay range: $200.00/hr - $200.00/hr

Tired of being the smartest person in the strategy room with no authority to execute? This is your inflection point. 2 Hour Learning is deploying 25-30 new school campuses in six months. Buildings. Budgets. Systems. Regulatory clearances. All on deadline. We need an execution-focused Director to own one critical domain: approvals, onboarding, or finance. Full accountability. No committees. No handoffs. Just you, a mandate, and the opportunity to architect operational excellence.

We're scaling a revolutionary educational model that delivers a year of content in just two focused hours daily. Private equity-backed with funding secured. The model works. Now we need the infrastructure to match—immediately.

What You Will Be Doing

• Take complete ownership of one domain within our national launch strategy: regulatory approvals, onboarding + systems, or financial operations
• Lead cross-functional execution with full decision authority and corresponding accountability
• Develop and implement scalable playbooks in real-time while navigating complex operational challenges
• Collaborate directly with founders and key stakeholders to deliver launch-ready infrastructure
• Leverage AI tools and automation to maximize operational efficiency and accelerate execution timelines

What You Won't Be Doing

• Providing recommendations without implementation responsibility—this is an execution-focused role
• Navigating bureaucratic approval chains—you'll have direct access to decision-makers
• Managing isolated projects—you'll orchestrate parallel initiatives across multiple geographies
• Waiting for direction—you'll establish clarity in ambiguous situations
• Escalating difficult decisions—you'll own the outcomes of your judgment calls

Director Of Operational Excellence Key Responsibilities

Drive the successful delivery of one core operational pillar for 2HL's national school launch—with speed, precision, and scalability—transforming strategic vision into operational reality across 25-30 new campuses.

Basic Requirements

We're seeking exceptional operational leaders across multiple verticals. All positions demand speed, clarity, structured thinking, and relentless execution.

Successful Candidates Will Possess

• Minimum 3 years at a top-tier strategy consulting firm (McKinsey, Bain, BCG)
• Demonstrated success leading cross-functional operations in high-pressure, ambiguous environments
• Exceptional capability in at least one domain: regulatory navigation, onboarding systems, or financial operations at scale
• Structured approach to problem-solving with strong bias toward action—capable of independent execution
• U.S. work authorization and availability to travel approximately 1 week per month
• Proficiency with AI tools to optimize workflow efficiency and accelerate deliverables

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 a 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.

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 $200 USD/hour, which equates to $400,000 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-4410-US-Chicago-DirectorofOper1

Seniority level

• Executive

Employment type

• Full-time

Job function

• Engineering, Project Management, and Quality Assurance

Industries

• Education Administration Programs, Hospitals and Health Care, and IT Services and IT Consulting