Staff Software Engineer [Remote

Outschool’s mission is to inspire kids to love learning. 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. 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.

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. 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.
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
7+ years of software engineering experience

• 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

Experience in EdTech or building products for learners, educators, or families
Outschool recruits across the US and Canada, and sets employee salaries to reflect local compensation and cost of living.
The salary range for this position is $164,000 - 205,000 CAD annually.
Shared Financial Success: Competitive salaries, stock options, retirement plans.
Comprehensive medical, dental, vision, disability, and life insurance — plus fertility/family planning coverage and access to ModernHealth coaching & therapy.
Generous PTO and family leave policies.
Hybrid & Remote-Friendly: S. and Canada and a new office in San Francisco. Bay Area–based employees work in the office part of the week and receive commute-related benefits. Team members outside the Bay Area remain fully remote, with support for expensable home office setup, internet, and weekly meals to stay connected no matter where you are.
budgets for children to take Outschool classes.
Community Impact: We view diversity as a moral imperative and competitive advantage. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Benefits packages are included for full-time employees only. Full-time employees must be a citizen or legal residents of the U.Once you submit your application, Outschool will process your personal data to evaluate your candidacy for employment. If you are selected for interviewing, your data will be shared with interviewers and personnel involved in that process.