The Company
Outschool’s mission is to inspire kids to love learning. In our fast-changing world, the traditional educational system struggles to meet the diverse and evolving needs of young learners. Outschool reimagines this system, offering flexible and engaging learning experiences as a supplement and alternative to traditional education. By connecting learners with a global community of teachers and peers through our online platform, we make learning personal, dynamic, and deeply human.
We’ve made significant strides since launching our marketplace of live online classes in 2017. Finding initial success with secular homeschoolers, we then expanded to enrichment learning to meet the needs of a wider audience, growing our business 16x since 2019. Post-pandemic, we have evolved our platform to power academic learning, incorporated AI, and have begun to grow our international community. We’re proud to have served over 1M passionate learners with more than $100M in annual bookings.
Driving disruptive, positive change in education is rewarding and hard. Outschool team members are encouraged to challenge themselves, take risks, and grow in their careers. We look for talented people whose sense of urgency, innate curiosity, and determination to drive impact will help Outschool achieve outsized results in pursuit of our mission. We invite you to be part of an ambitious team dedicated to ensuring every learner can navigate the future with curiosity, resilience, and a love of learning.
Outschool has been named Fast Company’s most innovative EdTech company in the world, and one of the top ten best startups for women from Elpha. Outschool has also been one of BuiltIn’s Best Remote Places to Work for the last two years and has appeared on Y Combinator’s Top Companies list for the last three years.
About the Role
We’re seeking an exceptional engineering leader to drive technical innovation and transformation, with a special focus on AI/ML-driven personalization and recommendations for our marketplace. The ideal candidate will either have experience transforming engineering cultures or building high-performance engineering organizations from the ground up. This role combines hands-on technical leadership with strategic vision to scale our platform and drive significant business impact. This role will report into the Head of Outschool/CEO.
At Outschool, we’ve decided to take an unconventional approach to titles that aligns with our values and is more focused on impact above status – this role would typically be called a VP or SVP of Engineering and we are looking for candidates who bring that level of experience to the role. You can read more about our titling philosophy here.
Key Responsibilities
- Lead technical strategy and hands-on development of AI/ML capabilities, focusing on personalization and recommendations
- Drive engineering excellence through mentorship, best practices, and quality standards
- Transform or build engineering culture focused on learning, innovation, and high performance
- Scale technical operations while maintaining agility and innovation
- Architect and implement core platform capabilities
- Establish data-driven performance metrics aligned with business objectives
- Foster deep collaboration between engineering, product, and design teams
- Build and retain world-class engineering talent
- Drive technical decisions that create competitive advantages
- Lead evaluation and modernization of technical stack
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