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Crossover

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

Crossover, Houston, Texas, United States, 77246

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Director of Operations & Automation, 2 Hour Learning (Remote) Salary: $100/hr ($200,000/year).

Base pay range $100.00/hr – $100.00/hr

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 runs on the strength of our campus operations. The operations team doesn't assist expansion—they make it possible.

Every team member specializes in one of five essential operational domains, mastering it rapidly through hands‑on experience and AI‑enhanced learning.

Authorization & Permitting – navigate multi‑state legal frameworks and expedite local permits to open new markets.

Physical Build‑Out & Maintenance – manage campus construction, facility improvements, and contractor oversight to deliver and maintain exceptional learning environments.

IT Operational Setup – deploy comprehensive technology ecosystems—hardware, software, support infrastructure, compliance tools—for every new school launch.

Financial Operations – develop budgets, create real‑time reporting dashboards, and ensure audit‑compliant financial governance across all campuses and business units.

PMO – drive execution of strategic technology and marketing projects through vendor performance tracking, executive dashboards, and project‑level analytics.

You’ll create dashboards that expose critical financial insights, engineer onboarding processes that cut student setup failures in half, win regulatory clearance in untapped states, launch campuses at unprecedented speed, and design AI‑driven workflows that eliminate traditional management overhead.

What You Will Be Doing

Taking ownership of one strategic operations pillar: Authorization, Build‑Out, Platforms, Finance, or PMO

Addressing novel challenges in your domain through AI tools, workflow automation, and iterative testing

Creating detailed specifications, performance dashboards, or operational guides that function across multiple campuses

Engaging directly with operational realities: facility contractors, regulatory bodies, technology platforms, and campus personnel

Visiting school sites as required to deploy or validate your operational solutions

What You Won’t Be Doing

Depending on product or engineering teams to create your operational tools—you’ll build prototypes and automation yourself

Using AI to generate generic SOPs without real functionality—you’ll vibe‑code practical solutions that deliver results

Operating exclusively from headquarters—travel and on‑site implementation are expected

Delegating execution of your strategic plans—you’ll own both strategy and delivery from start to finish

Key Responsibilities Deliver measurable results in your designated operations pillar by designing and implementing systems that enable rapid school expansion with precision, reliability, and AI‑native methodology.

Basic Requirements

Located in North America with flexibility to travel 25‑75% based on operational needs

5+ years in high‑velocity, high‑autonomy operational roles

Excellent analytical capabilities and written communication

Action‑oriented mindset, collaborative approach, full accountability

Background in at least one of: regulatory compliance, facilities development, SaaS implementation, FP&A, or technology vendor oversight

Leverages AI as naturally as others use spreadsheets: routinely, intuitively, and for diverse applications

History of creating automation, systematizing processes, and exploring vibe‑coding for practical gains or personal interest

Demonstrated ability to quickly gain expertise in complex domains (legal, financial, compliance, technical systems, etc.)

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.

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.

Seniority level Director

Employment type Full‑time

Job function Information Technology, Engineering, and Product Management

Industries Software Development, Education Administration Programs, and IT Services and IT Consulting

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