Technical Operations Specialist, 2 Hour Learning (Remote) - $100,000/year USD
Crossover
fulltime
General Business, Information Technology, and Management
You are not interested in "supporting operations." You want to control the operational engine that enables a rapidly expanding education platform to onboard new schools without compromising billing accuracy, data integrity, or first-day access. If you excel at converting chaotic, manual workflows into streamlined systems that function autonomously, continue reading. If you prefer a constrained role limited to executing predefined playbooks, this position will not suit you.
2 Hour Learning is demonstrating that education can function differently. Through an AI tutor and individualized learning pathways, students complete core academics in only two hours per day, achieving results that rank them in the top 1–2% nationally. Supporting that outcome is a critical operational reality: new schools require rapid onboarding, accurate billing, and consistent reporting across multiple systems and varied launch schedules.
In this position, you will control the complete school onboarding operation (SIS configuration, rostering, credential management, testing coordination, platform preparation). You will manage billing and accounts receivable through systems such as NetSuite and Stripe. You will also construct automated data pipelines and weekly executive reporting by integrating tools like SIS, HubSpot, and financial platforms. Your competitive advantage is automation: you will leverage AI and tools such as Python, Apps Script, Zapier, or Make to eliminate recurring manual tasks.
If you seek quantifiable ownership, direct external customer interaction, and the authority to automate everything that should not require manual execution, apply.
What You Will Be Doing
What You Won’t Be Doing
Technical Operations Specialist Key Responsibilities This role exists to enable new schools to be onboarded, billed, and operated at scale through automated, dependable, repeatable operations and reporting.
Basic Requirements
Nice-to-have Requirements
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 They’re tearing down the outdated one-size-fits-all model and replacing it with AI-driven personalized learning that helps kids master academics in just two hours a day.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 $50 USD/hour, which equates to $100,000 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-5756-US-COUNTRY-TechnicalOpera