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

This position is designed for the academic leader who prefers to construct systems rather than observe them from the sidelines.

You possess sufficient mastery of your discipline to recognize high-caliber learning when you see it, the rigor to translate that expertise into rubrics and AI-driven quality frameworks, and the pragmatism to respond quickly to imperfect data.

Student improvement is your primary concern, and you are prepared to be evaluated on that basis.

2 Hour Learning pursues an objective that the broader software and education sectors seldom undertake.

Teachers, textbooks, and the familiar scaffolding of traditional instruction are absent.

AI serves as the operational foundation.

In this capacity, you will deploy it to produce and refine learning materials, architect interventions, oversee quality assurance, and advance the platform's capabilities.

The tempo resembles that of high-performance technology, consulting, or finance more than it does conventional schooling, and the return is full ownership of student outcomes for your subject area across all campuses.

This is a functional leadership role.

You will construct AI-enabled enhancements to the learning ecosystem, launch targeted interventions informed by student performance indicators, develop 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 functions to articulate the platform's next requirements.

This position suits someone who instinctively turns to AI, conducts their own analysis, delivers under uncertainty, and accepts complete accountability for results.

It will not suit those who favor consensus-driven timelines, minimal oversight, or the security of established methodologies.

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

Your colleagues will depend on your standards, your professional judgment, and your capacity to translate student data into actionable steps.

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

Lead innovation in AI-driven, teacher-less education to achieve outstanding student outcomes across multiple campus locations.

Integrate data analytics with consistent student interaction to iteratively refine our learning ecosystem, as evidenced by AP exam results and MAP assessment growth metrics.

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.