Job Details

Overview

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

Join to apply for the Director of Operations & Automation role at Trilogy. This range is provided by Trilogy. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

$100.00/hr - $100.00/hr

What is 2 Hour Learning

At 2 Hour Learning, Operations is the product. Our national network of AI-native K-12 schools relies on campus systems, and the operations team drives expansion. Each person operates in one of five mission-critical domains and becomes a domain expert quickly through real-world immersion and AI-accelerated learning.

Responsibilities

• Owning one of six core ops pillars: Authorization, Build-Out, Setup, Finance, or PMO
• Solving first-time problems in your pillar using AI, automation, and rapid iteration
• Writing clear specs, dashboards, or runbooks that scale across dozens of schools
• Interfacing with real-world constraints: campus vendors, regulators, systems, and staff
• Traveling to campuses when needed to implement or pressure-test your solutions

What You Will Be Doing

• Owning one of six core ops pillars and delivering blitz-scale expansion with AI-native precision
• Shaping dashboards and onboarding systems to reduce errors
• Securing regulatory approval in new states and standing up campuses rapidly
• Prototyping AI-first workflows to replace traditional management layers

What You Won't Be Doing

• Waiting for product or engineering to build tools; you'll prototype or automate
• Relying on AI to generate SOPs without real-world validation
• Being siloed in a central office; you will travel and ship on-site outcomes
• Handing off strategy to others; you'll own execution end-to-end

Key Responsibilities

Own outcomes within your assigned operations pillar by building systems that support blitz-scale school expansion with speed, accuracy, and AI-native precision.

Basic Requirements

• Based in North America and able to travel 10–40% as needed
• 5+ years in a fast-paced, high-autonomy ops role
• Proven use of AI tools for research, writing, problem-solving, and automation
• Strong analytical and written communication skills
• Bias for action, low ego, high ownership
• Experience in one of the following: permitting, construction, edtech systems, FP&A, or vendor mgmt
• Familiarity with tools like Klair, Syft, Wrike, Retool, or other low-code stacks
• Track record of rapid domain ramp-up (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 replacing the one-size-fits-all model with AI-driven personalized learning that helps kids master academics in just two hours a day. Students rank in the top 1-2% nationally with strong growth metrics. The organization offers a dynamic, on-campus and remote-friendly environment for innovators, educators, and AI specialists.

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. For details, see www.crossover.com/help-and-faqs.

Additional Information

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