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Head of AI Operations, 2 Hour Learning (Remote) - $200,000/year USD

Trilogy
Department:Finance
Type:REMOTE
Region:Phoenix, AZ
Location:Tempe, AZ
Experience:Director
Salary:$200,000 - $200,000
Skills:
AIAUTOMATIONREGULATORY COMPLIANCEFACILITIES BUILDOUTSAAS ONBOARDINGFP&ATECH VENDOR MANAGEMENTDASHBOARD CREATIONSYSTEMS DEVELOPMENTPROJECT MANAGEMENT
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Job Description

Posted on: October 25, 2025

You're not just part of operations here; you are the heartbeat of our mission. At 2 Hour Learning, Operations Isn't a Back-end Function—it's The Core Of Our Offering. Our AI-driven K-12 Schools Thrive Because Of The Robust Systems We Build. Our Operations Team Doesn't Just Support Growth; They Lead It. Each Team Member Becomes a Specialist In One Of Five Critical Areas, Mastering Their Craft Through Hands-on Experience And AI-enhanced Learning

  • Authorization & Permitting – Navigate multi-state legal approvals and streamline local permits to open new markets.
  • Physical Build-Out & Maintenance – Manage campus construction and enhancements to ensure top-notch facilities.
  • IT Operational Setup – Equip new schools with fully configured systems, ready for action.
  • Financial Operations – Develop budgets, deliver insightful dashboards, and uphold audit-ready financial control.
  • PMO – Propel tech and marketing projects with vendor scorecards, dashboards, and detailed reporting.

You'll create dashboards that illuminate financial mysteries, design onboarding systems that drastically reduce student setup errors, and secure regulatory approvals in new states. You'll establish campuses swiftly and prototype AI-driven processes that streamline traditional management practices. This is high-stakes, fast-paced execution led by doers, not observers. If you're a proactive operator who tackles bottlenecks with solutions, not meetings, you'll excel here. Your systems will drive the launch of 25–30 new schools in the coming year, setting the standard for excellence for both staff and students. Your achievements will speak volumes. What You Will Be Doing

  • Leading one of six key operational pillars: Authorization, Build-Out, Setup, Finance, or PMO
  • Tackling unprecedented challenges in your pillar using AI, automation, and iterative methods
  • Crafting clear specifications, dashboards, or guides that scale to numerous schools
  • Navigating real-world complexities: vendors, regulations, systems, and staff
  • Visiting campuses as necessary to implement or test your solutions

What You Won’t Be Doing

  • Waiting for product or engineering teams to create your operations tools—prototype or automate them yourself
  • Relying on AI to "write an SOP" without further action—develop functional solutions that work
  • Being confined to an office—expect to travel and deliver on-site results
  • Delegating your strategic plans to others—you'll handle both strategy and execution

Head Of AI Operations Key Responsibilities Drive results within your designated operations pillar by constructing systems that facilitate rapid school expansion with speed, accuracy, and AI-driven precision. Basic Requirements

  • Located in North America and available for 25-75% travel as required
  • 5+ years in a dynamic, self-directed operations role
  • Exceptional analytical and written communication skills
  • Action-oriented, humble, and possess a strong sense of ownership
  • Experienced in one of the following areas: regulatory compliance, facilities buildout, SaaS onboarding, FP&A, or tech vendor management
  • Utilizes AI as intuitively as others use spreadsheets: regularly, instinctively, and across various scenarios.
  • Has developed automations, systematized workflows, and experimented with vibe-coding for enjoyment or efficiency.
  • Proven ability to quickly 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.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-Tempe-HeadofAIOperat.002

Originally posted on LinkedIn

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