Learning and Development Manager, 2 Hour Learning (Remote) - $200,000/year USD

Company: Crossover

This role is designed for academic leaders who prefer to construct systems rather than critique them. You possess the subject-area expertise to recognize high-caliber learning, the rigor to translate that discernment into rubrics and AI-driven quality controls, and the pragmatism to respond swiftly to incomplete data. Student improvement matters to you, and you welcome being evaluated on that metric.
2 Hour Learning pursues what the broader software and education industries seldom undertake. There are no instructors, no textbooks, and no traditional teaching foundation supporting the product. AI serves as the operational backbone. In this capacity, you leverage it to produce and refine learning materials, architect interventions, oversee quality, and advance the platform. The tempo resembles high-performance technology, consulting, or finance environments more than traditional education, and the reward is direct accountability for subject-level student performance across multiple campuses.
This position centers on managing a function. You will develop AI-driven enhancements to the learning ecosystem, address student-performance indicators through focused interventions, generate 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 determine platform priorities. This role suits someone who defaults to AI, conducts independent analysis, delivers under uncertainty, and assumes full ownership of results. It will not suit those who favor consensus-driven workflows, minimal accountability, or reliance on established systems.
You will serve as a core leader within the academics division, exercising genuine influence over subject performance and broader learning system evolution. The team will depend on your standards, your judgment, and your capacity to translate student data into action. If that prospect energizes rather than daunts you, this role is likely designed for someone like you.
What You Will Be Doing
* Learning Ecosystem Enhancements — AI-produced refinements to subject-specific K–12 learning experiences encompassing content, adaptive pathways, and student interventions, shaped by student feedback, analytics, assessments, and coaching observations.
* Data-Driven Academic Interventions — Focused intervention strategies for underperforming students or cohorts, informed by MAP, AP, SAT, ISEE, and comparable performance metrics.
* Student Performance Decision Records — Replicable, evidence-grounded decisions that document actions taken to improve student performance, validated by dashboards, analytics, support tickets, surveys, coaching sessions, and assessment results.
* Learning Ecosystem Improvement Specs — Actionable specifications for product, engineering, and data science enhancements, featuring problem definitions, corroborating evidence, projected student impact, and acceptance criteria.
What You Won’t Be Doing
* Repackaging traditional education in an AI wrapper. This isn't about replicating classroom instruction via screens – we're fundamentally reimagining learning from the ground up.
* Analyzing data in isolation. You'll be expected to regularly engage with K-12 students, valuing their feedback as essential input from our paying customers.
* Waiting for consensus to push boundaries. You'll champion a bold vision and rally others around data-driven results.
* Sticking to conventional methods. You'll be free to experiment with innovative approaches to motivation, assessment, and instruction.
* Fearing AI's impact on education. Here, you'll harness AI as an exciting tool to revolutionize learning, not as a threat to be mitigated.
Learning And Development Manager Key Responsibilities
Lead innovation in AI-powered, teacher-less education to produce outstanding student outcomes across multiple campuses. Integrate data analytics with consistent student engagement to refine our learning ecosystem continuously, 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-ES-Oviedo-LearningandDev.014

apply