Staff Software Engineer

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 1.5M 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. The Role Outschool is looking for a full-stack Staff Software Engineer to help develop an exciting new ambitious product platform with an agentic-first development approach. The platform will help millions of families to discover and access public-funded educational resources, and deliver a personalized, AI-guided planning journey that eases the burden of navigating public-funded alternative education for families. Core Responsibilities: Drive complex, high-impact engineering initiatives across personalized discovery, payments, reimbursement workflows, supply eligibility, and other related problem spaces Partner closely with Product, Design, Data, and Engineering leadership to align on roadmap priorities, technical tradeoffs, risks, and execution strategy Demonstrate AI-native development mindset leveraging fully agentic development workflows, while also contributing to establishing principles and best practices on AI development Mentor engineers and influence technical direction across teams through strong collaboration, communication, and domain expertise Participate in stand-ups, sprint planning, retros, production deployments, and on-call rotations Desired Experience & Skills: 7+ years of software engineering experience Proficiency in full-stack development: TypeScript, React, Node.js, GraphQL, and PostgreSQL Proven track record of both demonstrated proficiency in AI-native development, and leading teams into it Demonstrated senior technical leadership: you've set direction, made architectural calls, and raised the bar for a team Strong communication and collaboration skills - you can translate technical complexity into clarity for engineers, product partners, and leadership alike Other Considerations: Experience in EdTech or building products for learners, educators, or families Familiarity with search and discovery systems Background in marketplace technologies Experience at a fast-paced startup or high-growth company Compensation: Outschool recruits across the US and Canada, and sets employee salaries to reflect local compensation and cost of living. This role is available in Canada: The salary range for this position is $148,000 - $203,500 CAD annually. This role is available in the following US Pay Zones: US Tiers US Tier 1: San Francisco Bay Area and New York City US Tier 2: All California excluding San Francisco Bay Area, Seattle Metro, Boston Metro, Chicago Metro, Denver Metro, Austin Metro, Portland Metro US Tier 3: All other cities and