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

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

Base pay range : $200.00 / hr – $200.00 / hr

Are you a technical product leader with deep engineering expertise who wants to lead the reinvention of education through AI? 2 Hour Learning seeks a technical architect to drive the modernization of our AI-powered learning ecosystem. This role demands the technical rigor of a CTO, the product vision to catalyze transformational change, and the passion to apply those capabilities to unlock student potential at scale.

Most organizations add AI to conventional education models as an afterthought. 2 Hour Learning has taken a fundamentally different approach : we've reconstructed the school model from the foundation, leveraging AI and learning science to eliminate the constraints of the traditional classroom. Our students don't just improve—they excel, earning multiple 4s and 5s on AP exams, demonstrating multi‑year academic growth within a single year, and consistently exceeding their own expectations. We've proven that when AI serves as the core operating system of learning, student achievement accelerates dramatically.

This is not a conventional product management role centered on customer feedback loops or incremental feature releases. This is an executive-level technical product ownership role where you will own the architecture, technical strategy, and AI integration of our entire learning system. You'll be accountable for making critical technical tradeoffs that keep our products lean, scalable, and relentlessly focused on improving student outcomes. You will think with the rigor of a CTO but execute with the speed of a product entrepreneur, combining engineering excellence with learning science insights to continuously deliver breakthroughs.

If you are prepared to lead the technical transformation of education itself and possess the executional discipline to match that ambition, we encourage you to apply. This is your opportunity to shape the future of learning.

What You Will Be Doing

Building and maintaining deep education product expertise to inform strategic decisions

Creating technical specifications that embody critical technical decisions and prioritize simplicity, efficiency, and long‑term sustainability

Deploying generative AI technologies to automate and optimize engineering processes, consistent with the strategic vision of minimizing manual labor

What You Won’t Be Doing

Pure people management; your technical and business acumen will be the critical drivers in this position

Spending time in meetings, committees, and administrative tasks; we have automated management overhead to enable you to focus on creating business value through hands‑on work

High‑level strategies lacking implementation guidance; your recommendations must be grounded in product‑level insights

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 seamless execution and strategic decision‑making

Basic Requirements

Deep experience or 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 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, 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‑US‑Boston‑VicePresidento.001

Seniority Level

Executive

Employment Type

Full‑time

Job Function

Engineering and Product Management

Industries : Education Administration Programs, E‑Learning Providers, and IT Services and IT Consulting

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