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

This role is designed for academic leaders who prefer to construct systems rather than critique them from the sidelines.

You bring fluency in your discipline sufficient to recognize high-caliber learning, the rigor to translate that insight into rubrics and AI-driven quality assurance, and the pragmatism to respond quickly to imperfect data.

Student improvement is what matters to you, and you welcome being measured by that metric.

2 Hour Learning pursues an objective the broader software and education sectors seldom take on.

Teachers are absent, textbooks do not exist, and no familiar layer of traditional pedagogy supports the product.

AI serves as the operational foundation.

In this position, you leverage it to produce and refine learning materials, architect interventions, oversee quality standards, and advance the platform.

The cadence resembles high-stakes technology, consulting, or finance more than traditional education, and the reward is direct accountability for student outcomes in your subject across multiple campuses.

This position centers on operational leadership.

You will construct AI-driven enhancements to the learning ecosystem, respond to student performance indicators through targeted interventions, produce evidence-backed decision documentation, and lead a team evaluated against explicit benchmarks tied to MAP, AP, SAT, and ISEE performance.

You will also collaborate closely with product, engineering, and data science teams to shape platform priorities.

This is suited to someone who defaults to AI, conducts independent analysis, delivers work amid uncertainty, and assumes full ownership of outcomes.

It will frustrate anyone who favors consensus-driven timelines, minimal accountability, or the security of established methodologies.

You will serve as a key leader within the academics function, wielding genuine influence over your subject's performance and the evolution of the broader learning infrastructure.

The team will depend on your standards, judgment, and capacity to translate student data into decisive action.

If that prospect feels energizing rather than daunting, you are likely the candidate this role was designed for.

Lead innovation in AI-powered, teacher-independent education to achieve outstanding student outcomes across multiple campuses.

Integrate data analytics with consistent student engagement to continuously refine our learning ecosystem, evaluated through AP exam performance and MAP assessment growth.

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.