Vice President Learning, 2 Hour Learning (Remote) - $200,000/year USD

Company: Crossover

This position is designed for the academic leader who seeks to engineer systems rather than critique them from the outside. You possess subject-matter expertise sufficient to recognize excellence in learning design, analytical discipline to convert those insights into measurable rubrics and AI-driven quality controls, and operational pragmatism to execute rapidly on incomplete data. Student improvement is your central concern, and you welcome being evaluated against that metric.
2 Hour Learning pursues an objective the broader software and education sectors seldom undertake. There are no classroom teachers, no printed textbooks, and no safety net of conventional pedagogy supporting the product. AI serves as the core operational framework. In this capacity, you deploy it to produce and refine learning materials, architect interventions, oversee quality assurance, and advance platform capabilities. The operational tempo resembles that of elite technology firms, consulting practices, or investment banks more than traditional educational institutions, and the reward is direct accountability for student performance outcomes in your subject area across multiple sites.
This is a functional leadership position. You will construct AI-enabled enhancements to the learning ecosystem, trigger targeted interventions based on student performance indicators, document evidence-backed decision-making processes, and lead a team measured against explicit benchmarks including MAP, AP, SAT, and ISEE scores. You will collaborate extensively with product, engineering, and data science functions to articulate platform requirements. This role suits individuals who default to AI workflows, conduct their own analytical work, deliver despite uncertainty, and accept full ownership of outcomes. It will disappoint those who prefer deliberative consensus processes, minimal accountability structures, or reliance on established methodologies.
You will occupy a central leadership position within the academics organization, wielding meaningful authority over your subject's performance trajectory and the evolution of the broader learning platform. Your colleagues will depend on your standards, judgment, and capacity to translate student data into operational action. If that prospect excites rather than daunts you, this role is likely aligned with your professional profile.
What You Will Be Doing
* Learning Ecosystem Enhancements — Deploying AI to generate subject-specific improvements to K–12 learning experiences, including content refinement, adaptive pathways, and student interventions, all informed by student feedback, analytics, assessments, and coaching data.
* Data-Driven Academic Interventions — Designing targeted intervention strategies for underperforming students or cohorts, based on MAP, AP, SAT, ISEE, and related performance metrics.
* Student Performance Decision Records — Creating repeatable, evidence-supported documentation of actions taken to improve student performance, backed by dashboards, analytics, ticketing systems, surveys, coaching interactions, and assessment results.
* Learning Ecosystem Improvement Specs — Producing implementation-ready specifications for product, engineering, and data science teams, encompassing problem definitions, supporting evidence, anticipated student impact, and acceptance criteria.
What You Won’t Be Doing
* Repackaging traditional education in an AI wrapper. This is not about digitizing classroom instruction – we are fundamentally redesigning learning from first principles.
* Analyzing data in isolation. Regular engagement with K-12 students is expected, and their feedback is treated as critical input from our primary customers.
* Waiting for consensus to push boundaries. You will advocate for an ambitious vision and mobilize stakeholders around data-supported outcomes.
* Sticking to conventional methods. You will have freedom to explore innovative approaches to motivation, assessment, and instructional design.
* Fearing AI's impact on education. In this environment, you will leverage AI as a transformative instrument for learning, not a risk to be managed.
Vice President Learning Key Responsibilities
Lead innovation in AI-driven, teacher-less education to produce outstanding student outcomes across multiple campuses. Integrate data analytics with consistent student engagement to continuously refine our learning ecosystem, with success measured by AP exam results and MAP assessment growth.
Basic Requirements
* Master's degree or higher in Educational Science, Learning Science, Psychology, Psychometrics, Instructional Design, or a related field
* At least 5 years of experience in academic or EdTech leadership roles, with direct people management responsibility (hiring, performance evaluation, coaching, termination decisions)
* Demonstrated experience using AI tools as part of day-to-day professional workflows, and willingness to rely on AI extensively to improve academic and operational outcomes.
* Strong understanding of learning science principles, such as Cognitive Load Theory and Mayer's Multimedia Principles, and data-driven educational approaches
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-4549-CO-Bogota-VicePresidentL.011

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