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

Crossover
Italy
Full-time
20,000 – 20,000 / year

Are you a technically accomplished product leader ready to pioneer the AI-driven transformation of education? 2 Hour Learning seeks a technical architect to spearhead the evolution of our AI-powered learning platform. This position demands someone with the engineering depth to function as a CTO, the strategic product vision to champion transformational initiatives, and the drive to channel those capabilities toward unlocking student achievement at scale.

Most organizations append AI to conventional education frameworks as an add-on. At 2 Hour Learning, we've taken a fundamentally different approach: we've reconstructed the school model from its foundation, leveraging AI and learning science to eliminate the limitations of traditional classroom instruction. Our students don't merely progress — they excel, earning multiple 4s and 5s on AP exams, demonstrating multi-year academic advancement within a single year, and routinely surpassing their own expectations. We've validated that when AI serves as the foundational operating system for learning, student performance accelerates dramatically.

This is not a conventional product management position centered on customer feedback cycles or iterative feature rollouts. This is an executive-level technical product ownership role, where you will control the architecture, technical direction, and AI integration across our complete learning ecosystem. You'll be accountable for the critical technical tradeoffs that keep our products streamlined, scalable, and laser-focused on advancing student outcomes. You will reason like a CTO yet execute like a product entrepreneur, fusing engineering rigor with learning science principles to continuously deliver breakthroughs.

If you are prepared to lead the technical reimagination of education and possess the operational discipline to realize that vision, we invite you to apply. This is your chance to shape the future of learning.

What You Will Be Doing

* Cultivating and applying comprehensive education product knowledge to inform strategic choices

* Creating technical specifications that establish key technical decisions while emphasizing simplicity, operational efficiency, and sustainable design

* Deploying generative AI capabilities to automate and optimize engineering workflows, consistent with the overarching goal of minimizing manual effort

What You Won’t Be Doing

* Pure people management; your technical depth and business insight will be the defining aspects of this role

* Spending time on meetings, committees, and bureaucratic processes; we have streamlined management overhead so you can concentrate on generating business impact through direct contributions

* Abstract strategies lacking actionable implementation details; your guidance must be grounded in product-level understanding

Vice President Of Product Engineering Key Responsibilities

* Serve as the CTO for one or more education products, commanding core capabilities and generating business value through flawless execution and strategic leadership

Basic Requirements

* 7+ years of experience driving 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 involving the use of cloud computing services (primarily AWS)

* 4+ years of experience in roles with complete technical and delivery ownership on a revenue-generating product

* Experience using AI agents to design, implement, and test software products or features

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 www.crossover.com/help-and-faqs for more details on this topic.

Crossover Job Code: LJ-5590-IT-COUNTRY-VicePresidento.023

Applications go to the hiring team directly