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

This role is for academic leaders who prefer designing systems over critiquing them.

You possess sufficient subject expertise to recognize excellence in learning, the rigor to translate those insights into measurable rubrics and AI-driven quality mechanisms, and the pragmatism to execute quickly with incomplete data.

Student growth matters to you, and you accept accountability for those results.

2 Hour Learning pursues what few in software or education dare to attempt.

There are no instructors, no conventional textbooks, and no safety net of traditional pedagogy beneath the platform.

AI forms the operational foundation.

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

The tempo resembles high-output environments in technology, consulting, or finance more than traditional schooling, and the reward is direct responsibility for subject-area student performance across multiple sites.

This position centers on operating a function.

You will construct AI-enabled learning ecosystem upgrades, act on student performance data through focused interventions, produce evidence-backed decision documentation, and lead a team measured against explicit benchmarks tied to MAP, AP, SAT, and ISEE outcomes.

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

It suits individuals who instinctively turn to AI, conduct their own analyses, deliver under uncertainty, and accept full ownership of results.

It will not suit those who favor consensus-driven timelines, minimal accountability, or reliance on established methods.

You will serve as a central leader within the academics organization, wielding real authority over your subject's performance and the learning system's broader evolution.

Your colleagues will depend on your standards, your discernment, and your capacity to convert student data into tangible action.

If that prospect excites rather than daunts you, this role was designed with you in mind.

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

Integrate data analytics with consistent student interaction to continuously refine our learning ecosystem, measured through AP exam results and MAP assessment growth.

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.