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Head of Learning, 2 Hour Learning - Job Opportunity at Crossover

Ottawa, Canada
Full-time
Executive
Posted: May 8, 2025
Remote
USD 200,000 per year

Benefits

Opportunity to work with cutting-edge AI technology
Remote work flexibility
Leadership role in educational innovation
High-impact position shaping future of education

Key Responsibilities

Lead development of AI-driven learning ecosystem across multiple campuses
Drive measurable student achievement improvements through data-driven strategies
Direct engagement with students for continuous platform optimization
Guide cross-functional teams in educational innovation implementation
Analyze learning analytics to identify growth opportunities

Requirements

Education

Master's degree or higher in Educational Science, Learning Science, Psychology, Psychometrics, Instructional Design, or related field

Experience

Senior leadership experience in education or EdTech required

Required Skills

AI technology application expertise Learning science principles Data analytics Cross-functional team leadership Project management Educational system design Communication skills
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Sauge AI Market Intelligence

Industry Trends

The AI-driven education technology sector is experiencing unprecedented growth, with investment in AI EdTech solutions projected to exceed $20B by 2025 Teacher-less education models are emerging as a controversial but potentially transformative trend in K-12 education Personalized learning platforms using AI are showing 40-60% better learning outcomes compared to traditional methods

Salary Evaluation

The offered salary of $200,000 is competitive for an executive EdTech position, though similar roles at established EdTech unicorns can range from $180,000 to $250,000 plus equity

Role Significance

Likely leading a team of 15-25 professionals across learning engineering, data science, and instructional design
C-suite equivalent position with direct impact on company's core product and business model

Key Projects

AI-driven curriculum development and optimization Learning analytics platform development Student outcome measurement systems Adaptive learning algorithm refinement

Success Factors

Deep understanding of both educational psychology and AI capabilities Ability to translate learning science into scalable technology solutions Strong data-driven decision making skills Change management expertise in educational contexts Vision for revolutionary educational approaches

Market Demand

Extremely high demand, with AI education leadership roles seeing a 300% increase in job postings over the past 18 months

Important Skills

Critical Skills

AI/ML expertise in educational contexts Learning science and pedagogical innovation Data-driven decision making Strategic leadership in educational transformation

Beneficial Skills

Experience with AP curriculum development Understanding of K-12 education regulations Educational psychology background EdTech product development experience

Unique Aspects

Complete reimagining of education without traditional teachers
Focus on AP exam performance as key success metric
Direct integration of AI in core learning delivery
Bold approach to educational transformation

Career Growth

2-3 years in role before advancement, depending on company growth and market expansion

Potential Next Roles

Chief Learning Officer Chief Education Officer EdTech Startup Founder Education Innovation Executive

Company Overview

Crossover

Crossover appears to be pushing boundaries in AI-driven education through their 2 Hour Learning platform, positioning themselves as a disruptive force in traditional education

Early-stage innovative player in the AI education space, competing against both traditional educational institutions and established EdTech companies
Global remote-first organization with significant North American focus
Fast-paced, innovation-driven environment with high emphasis on measurable results and technological advancement
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