Staff Software Engineer
Lead high-impact engineering initiatives for a personalized, AI-guided educational platform focusing on discovery and payment workflows. Partner with leadership to align on technical strategy and mentor engineers in AI-native development practices.
- Remote
- Canada, United States
- Posted May 20, 2026
- 1 position
Job summary
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. In addition to base compensation, this role is eligible for equity and benefits. Additional details are provided during the interview process. For Canadian-based candidates, compensation range for this role 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 states US Pay Zones US Tier 1: $186,400 - $256,300 US Tier 2: $158,440 - $217,855 US Tier 3: $139,800 - $192,225
What you’ll do
Lead high-impact engineering initiatives for a personalized, AI-guided educational platform focusing on discovery and payment workflows. Partner with leadership to align on technical strategy and mentor engineers in AI-native development practices.
Requirements
Requires over 7 years of software engineering experience with proficiency in a TypeScript/Node.js full-stack. Candidates must demonstrate senior technical leadership and a proven track record in AI-native development.
Benefits
• Equity • Benefits
Listed skills
- PostgreSQLPreferred
- ReactPreferred
- TypeScriptPreferred
Other relevant skills
Identified from the job description. Confirm important requirements above.
- TypeScript
- React
- Node.js
- GraphQL
- PostgreSQL
- Full-stack Development
- AI-native Development
- Technical Leadership
- Software Architecture
- Mentoring
- Search and Discovery Systems
- Marketplace Technologies
- Influencing Skills
- Full Stack Development
- Sprint Planning
- Influencing Without Authority
- Workflow Management
- Artificial Intelligence Development
- Planning
- Artificial Intelligence
- Alternative Education
- Communication
- Leadership
- Node.js (Javascript Library)
- Product Design
- Software Engineering
- Team Leadership
- Collaboration
- React.js (Javascript Library)
Job areas
- Software
- Technology
- Engineering
- Education
- Management & Leadership
- Staff Software Engineer
- Software Developer / Engineer
- Software Developers
Additional details
- Minimum experience
- 10+ years
- Posting language
- English
- Working hours
- 40 hours per week
