Vice President of Product Engineering, 2 Hour Learning (Remote) - $400,000/year USD
Trilogy
Date: 21 hours ago
City: Remote, Remote
Contract type: Full time
Remote

Master Technical Architect Wanted: Reinvent Education Through AI
Are you a deeply technical product leader who can architect the future of learning? 2 Hour Learning seeks an elite technical visionary to lead our AI-powered education revolution. This role demands CTO-level technical prowess, transformational product vision, and the determination to shatter educational constraints through technology.
While others merely bolt AI onto outdated education models, we've rebuilt learning from first principles. Our students don't just improve—they dominate, achieving multiple 4s and 5s on AP exams and demonstrating years of academic growth in months. We've proven that AI as the core operating system of education unlocks unprecedented student achievement.
This executive position transcends traditional product management. You'll own the architecture, technical strategy, and AI integration across our entire learning ecosystem. Your decisions will ensure our products remain lean, scalable, and singularly focused on transforming student outcomes. You'll think strategically like a CTO while executing with the speed of a product entrepreneur.
If you possess the technical excellence and executional grit to redefine education itself, this role offers the platform to shape the future of learning at scale.
What You Will Be Doing
Act as the technical visionary for our education products, driving measurable business value through architectural excellence and strategic implementation of AI technologies that transform how students learn.
Basic Requirements
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 They’re tearing down the outdated one-size-fits-all model and replacing it with AI-driven personalized learning that helps kids master academics in just two hours a day.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-CA-Toronto-VicePresidento.004
Are you a deeply technical product leader who can architect the future of learning? 2 Hour Learning seeks an elite technical visionary to lead our AI-powered education revolution. This role demands CTO-level technical prowess, transformational product vision, and the determination to shatter educational constraints through technology.
While others merely bolt AI onto outdated education models, we've rebuilt learning from first principles. Our students don't just improve—they dominate, achieving multiple 4s and 5s on AP exams and demonstrating years of academic growth in months. We've proven that AI as the core operating system of education unlocks unprecedented student achievement.
This executive position transcends traditional product management. You'll own the architecture, technical strategy, and AI integration across our entire learning ecosystem. Your decisions will ensure our products remain lean, scalable, and singularly focused on transforming student outcomes. You'll think strategically like a CTO while executing with the speed of a product entrepreneur.
If you possess the technical excellence and executional grit to redefine education itself, this role offers the platform to shape the future of learning at scale.
What You Will Be Doing
- Leverage deep education product expertise to drive strategic technical decisions that directly impact learning outcomes
- Develop sophisticated technical specifications that prioritize simplicity, efficiency, and scalability while making critical architectural choices
- Implement cutting-edge generative AI technologies to revolutionize engineering processes and learning experiences, aligned with our vision of minimizing manual intervention
- Focusing solely on people management; your technical and business acumen will be your primary contribution
- Sacrificing productive time to excessive meetings and administrative overhead; our automated processes eliminate these distractions
- Creating abstract strategies without implementation pathways; your recommendations must translate directly to product-level execution
Act as the technical visionary for our education products, driving measurable business value through architectural excellence and strategic implementation of AI technologies that transform how students learn.
Basic Requirements
- Demonstrated expertise and passion for data-driven learning science
- 7+ years making critical architecture and design decisions on significant software projects, including application of advanced design patterns and open source technologies
- 2+ years making strategic design decisions leveraging cloud computing services (primarily AWS)
- 4+ years in positions with complete technical and delivery ownership of revenue-generating products
- Proven experience building product features that harness the full potential of Generative AI
- Demonstrated success using Generative AI to streamline and optimize work processes
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-CA-Toronto-VicePresidento.004
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