Vice President of Product Engineering, 2 Hour Learning (Remote) - $400,000/year USD

2 Hour Learning seeks a technically accomplished product leader to spearhead the modernization of our AI-driven learning ecosystem. This position demands the technical depth of a CTO, the strategic product vision to catalyze transformational outcomes, and the commitment to deploy those capabilities toward unlocking student achievement at scale.

While most organizations append AI to conventional educational frameworks as a secondary layer, 2 Hour Learning has pursued a fundamentally different approach: we have reconstructed the school model entirely, leveraging AI and learning science to eliminate the limitations inherent in traditional classrooms. Our students achieve extraordinary results—earning multiple 4s and 5s on AP exams, demonstrating multi-year academic acceleration within a single year, and regularly exceeding their own performance expectations. When AI functions as the foundational operating system of learning, student success reaches exceptional levels.

This is not a conventional product management position centered on customer feedback cycles or gradual feature enhancements. 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 navigate the complex technical tradeoffs required to keep our products lean, scalable, and uncompromisingly focused on elevating student outcomes. You will combine the mindset of a CTO with the agility of a product entrepreneur, merging engineering rigor with learning science principles to drive continuous innovation.

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

What You Will Be Doing

• Building and applying deep education product expertise to inform strategic direction
• Creating technical specifications that establish critical technical decisions while prioritizing simplicity, operational efficiency, and sustainable long-term design
• Deploying generative AI technologies to automate and optimize engineering workflows, in alignment with the strategic objective of minimizing manual effort

What You Won’t Be Doing

• Pure people management; this position relies heavily on your business acumen and technical judgment
• Spending excessive time in meetings, committees, or administrative overhead; we have automated managerial tasks to enable you to concentrate on delivering business value through direct, hands-on contributions
• Proposing high-level strategies devoid of actionable implementation; your guidance must derive from product-level understanding

Vice President Of Product Engineering Key Responsibilities

• Serve as the CTO for one or more education products, owning foundational competencies and generating business value through flawless execution and strategic leadership

Basic Requirements

• Substantial experience or demonstrated interest in data-driven learning science
• 7+ years of experience making critical architecture and design decisions on software projects, including the application of architecture design patterns or major open source technologies
• 2+ years of experience making design decisions that involve cloud computing services (primarily AWS)
• 4+ years of experience in roles with complete technical and delivery ownership of a revenue-generating product
• Experience developing product features that utilize advanced Generative AI capabilities
• Experience leveraging Generative AI to streamline and simplify work processes

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 $200 USD/hour, which equates to $400,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult for more details on this topic.

Crossover Job Code: LJ-5590-GB-Cambridg-VicePresidento.011