Head of AI Operations, 2 Hour Learning

Head of AI Operations, 2 Hour Learning (Remote) - $200,000/year USD Join Trilogy to apply for the Head of AI Operations role. Base pay range $100.00/hr - $100.00/hr What You Will Be Doing Heading one of the five pivotal operational domains: Authorization, Build‑Out, Platforms, Finance, or PMO. Innovating solutions to unprecedented challenges in your domain using AI, automation, and agile methodologies. Crafting comprehensive documentation, dashboards, and runbooks that are scalable across multiple school environments. Navigating real‑world challenges involving vendors, regulators, systems, and staff with finesse. Visiting campuses as necessary to deploy and test the effectiveness of your operational strategies. What You Won’t Be Doing Waiting on product or engineering teams to develop your operational tools—take initiative to prototype or automate solutions yourself. Relying on AI for basic SOP creation—develop innovative solutions that truly address operational needs. Being confined to a central office—your role involves on‑site execution and tangible results. Delegating your strategic plans to others for execution—you will manage the process from start to finish. Head Of AI Operations Key Responsibilities Develop and execute systems within your designated operations pillar to enable the rapid, precise, and AI‑enhanced growth of our school network. Basic Requirements Residing in North America with the flexibility to travel 25‑75% as necessary. Over 5 years of experience in a dynamic, autonomous operational role. Exceptional analytical and written communication abilities. A proactive mindset, humility, and strong sense of ownership. Background in one or more of the following areas: regulatory compliance, facilities development, SaaS user onboarding, FP&A, or technology vendor management. Proficient in utilizing AI as a fundamental tool, akin to how others use spreadsheets. Proven experience in creating automations, systematizing workflows, and experimenting with vibe‑coding for practical or innovative purposes. Demonstrated ability to rapidly master new domains (legal, finance, compliance, 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 They’re tearing down the outdated one‑size‑fits‑all model and replacing it with AI‑driven personalized learning that helps kids master academics in just two hours a day.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. 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 $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-Orlando-HeadofAIOperat.003 Seniority level Director Employment type Full‑time Job function Engineering and Information Technology Industries Software Development, Education Administration Programs, and IT Services and IT Consulting Referrals increase your chances of interviewing at Trilogy by 2x. #J-18808-Ljbffr