Head of Learning
$200,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

Worldwide
Fully-remote
full-time (40 hrs/week)
Flexible schedule
Long-term role

Head of Learning   $200,000 USD/year

Description

This role is for the academic leader who builds systems rather than critiques them from the sidelines. You possess the subject expertise to recognize high-caliber learning when you see it, the discipline to translate that insight into rubrics and AI-driven quality controls, and the operational acumen to execute rapidly on incomplete data. Student improvement matters to you, and you accept accountability for measurable outcomes.

2 Hour Learning pursues what few in software or education dare attempt. Teachers, textbooks, and the safety net of conventional instruction are absent from the design. AI serves as the core operating model. In this position, you deploy it to produce and refine learning content, architect interventions, oversee quality standards, and advance platform capabilities. The rhythm resembles elite tech, consulting, or finance environments more than traditional education, with the upside being direct authority over student results in your subject across all campuses.

This is a functional leadership role. You will engineer AI-driven enhancements to the learning ecosystem, react to student performance indicators with precision interventions, generate evidence-backed decision documentation, and lead a team measured against concrete benchmarks tied to MAP, AP, SAT, and ISEE scores. You will also collaborate intensively with product, engineering, and data science to shape platform evolution. This position suits someone who defaults to AI tools, conducts independent analysis, delivers through uncertainty, and accepts full ownership of outcomes. It will alienate anyone drawn to consensus-driven timelines, minimal accountability, or the security of established methodologies.

You will hold a central leadership position within the academics organization, wielding authentic influence over subject performance and systemic learning improvements. Your team will depend on your standards, your discernment, and your capacity to translate student data into executable action. If that prospect energizes rather than overwhelms you, this role is designed with you in mind.

What you will be doing

  • Learning Ecosystem Enhancements — AI-generated refinements to subject-specific K–12 learning experiences spanning content, adaptive pathways, and student interventions, shaped by student feedback, analytics, assessments, and coaching insights.
  • Data-Driven Academic Interventions — Focused intervention strategies for underperforming students or cohorts, informed by MAP, AP, SAT, ISEE, and related performance metrics.
  • Student Performance Decision Records — Documented, evidence-based decisions that capture student performance improvement actions, underpinned by dashboards, analytics, tickets, surveys, coaching calls, and assessment data.
  • Learning Ecosystem Improvement Specs — Deployment-ready specifications for product, engineering, and data science initiatives, featuring problem definitions, corroborating evidence, anticipated student impact, and acceptance criteria.

What you will NOT be doing

  • Repackaging traditional education in an AI wrapper. This is not about digitizing classroom instruction – we are fundamentally rethinking learning from first principles.
  • Analyzing data in a vacuum. You will be required to engage routinely with K-12 students, treating their feedback as critical input from our paying customers.
  • Waiting for consensus to advance bold ideas. You will advocate for an ambitious vision and mobilize others through data-backed results.
  • Defaulting to conventional methods. You will have the latitude to test innovative strategies for motivation, assessment, and instruction. 
  • Fearing AI's role in education. Here, you will leverage AI as a transformative tool to reshape learning, not as a risk to be contained.

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 iteratively refine our learning ecosystem, measured by AP exam performance and MAP assessment growth.

Candidate 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

Meet a successful candidate

Watch Interview
Guilherme Colombo
Guilherme  |  VP Strategy & Operations
Brazil

Are you waiting for a shot at the big leagues? This VP of Strategy and Operations proved that he was ready for so much more when he aced Cro...

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