Vice President of Product Engineering, 2 Hour Learning

2 weeks ago


Toronto, Canada Crossover Full time

Vice President of Product Engineering, 2 Hour Learning (Remote) - $400,000/year USD Join to apply for the Vice President of Product Engineering, 2 Hour Learning (Remote) - $400,000/year USD role at Crossover This range is provided by Crossover. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more. Base pay range $200.00/hr - $200.00/hr About the Role Are you a technical product leader with deep engineering expertise who is ready to spearhead the transformation of education through AI? 2 Hour Learning seeks a technical architect to drive the evolution of our AI-driven learning platform. This position demands the technical depth to function as a CTO, the product clarity to lead transformational initiatives, and the commitment to channel those capabilities toward unlocking student achievement at scale. Most organizations add AI to conventional education frameworks as a surface enhancement. At 2 Hour Learning, we have taken a fundamentally different approach: we have reconstructed the school model from its foundation, leveraging AI and learning science to eliminate the limitations of the traditional classroom entirely. Our students don't simply progress — they excel, earning multiple 4s and 5s on AP exams, demonstrating multi-year academic gains in a single year, and regularly surpassing their own performance expectations. We have established that when AI serves as the foundational operating system of learning, student outcomes surge. This is not a conventional product management position centered on feedback cycles or incremental feature releases. This is an executive-level technical product ownership role, where you will control the architecture, technical direction, and AI integration of our complete learning ecosystem. You'll make the difficult technical trade-offs necessary to keep our products efficient, scalable, and laser-focused on advancing student results. You will operate with the mindset of a CTO while maintaining the velocity of a product entrepreneur, fusing engineering discipline with learning science principles to continuously unlock breakthroughs. If you are prepared to lead the technical transformation 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 Building and applying comprehensive education product knowledge to inform strategic choices Crafting technical specifications that resolve critical technical decisions and emphasize simplicity, performance, and sustainable design Deploying generative AI solutions to automate and optimize engineering workflows, consistent with the organizational goal of minimizing manual effort What You Won’t Be Doing Pure people management; your technical and business judgment will be the defining factors in this role Spending your time in meetings, committees, and procedural overhead; we have streamlined management tasks so you can concentrate on delivering business impact through direct contribution Abstract strategies without actionable implementation paths; your guidance must be grounded in product-level understanding Key Responsibilities Serve as the CTO of one or more education products, controlling core technical capabilities and generating 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, 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. 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. Seniority Level Executive Employment Type Full-time Job Function Engineering and Product Management #J-18808-Ljbffr



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