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Vice President of Product Engineering, Learning; Remote

Remote / Online - Candidates ideally in
Singapore
Listing for: Crossover
Part Time, Remote/Work from Home position
Listed on 2026-02-24
Job specializations:
  • Software Development
    AI Engineer
Salary/Wage Range or Industry Benchmark: 400000 SGD Yearly SGD 400000.00 YEAR
Job Description & How to Apply Below
Position: Vice President of Product Engineering, 2 Hour Learning (Remote) - $400,000/year USD

We are seeking a deeply technical product leader to spearhead the modernization of 2 Hour Learning's AI‑powered learning ecosystem. This position requires the technical precision of a CTO, the product vision to catalyze transformational change, and the commitment to apply both toward unlocking student potential at scale.

Unlike most companies that layer AI onto conventional education frameworks as an add‑on, 2 Hour Learning has pursued a fundamentally different approach: we reconstructed the school model from its foundation, leveraging AI and learning science to eliminate the limitations inherent in traditional classrooms. Our students consistently exceed expectations — earning multiple 4s and 5s on AP exams, demonstrating multi‑year academic progress within a single year, and routinely surpassing their own projected outcomes.

We have validated that when AI serves as the foundational operating system for learning, student achievement reaches extraordinary levels.

This is not a conventional product management position centered on feedback loops or incremental feature rollouts. This is an executive‑level technical product ownership role in which you will control the architecture, technical strategy, and AI integration across our entire learning platform. You will be accountable for the critical technical tradeoffs that keep our products lean, scalable, and uncompromisingly focused on student outcomes.

You will operate with the mindset of a CTO while executing with the velocity of a product entrepreneur, fusing engineering discipline with learning science to deliver continuous breakthroughs.

If you are prepared to lead the technical transformation of education and possess the executional discipline to realize that ambition, we invite your application. This is an opportunity to architect the future of learning.

What You Will Be Doing
  • Building and demonstrating comprehensive education product expertise to inform strategic direction
  • Creating technical specifications that resolve critical technical decisions while prioritizing simplicity, efficiency, and sustainability
  • Deploying generative AI technologies to automate and optimize engineering workflows, consistent with the strategic objective of minimizing manual intervention
What You Won’t Be Doing
  • Pure people management; this position relies heavily on your business and technical expertise
  • Spending time in meetings, committees, or administrative overhead; we have automated management burdens so you can concentrate on delivering business value through direct work
  • High‑level strategies detached from implementation; your recommendations must be grounded in product‑level analysis
Vice President Of Product Engineering

Key Responsibilities
  • Serve as the CTO of one or more education products, owning core competencies and delivering business value through flawless execution and strategic leadership
Basic Requirements
  • Deep experience or interest in data‑driven learning science
  • 7+ years of experience making the important architecture and design decisions on software projects, such as the application of architecture design patterns or significant open source technologies
  • 2+ years of experience making design decisions involving the use of cloud computing services (primarily AWS)
  • 4+ years of experience in positions with full technical and delivery ownership on a revenue‑generating product
  • Experience building product features that make advanced use of Generative AI
  • Experience using Generative AI to simplify work processes
About 2 Hour Learning

Education is broken

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