Staff Software Engineer

Posted 17 hours ago

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About the role

  • Staff Software Engineer at Outschool, creating a personalized, AI-guided educational platform for families. Leading engineering initiatives and mentoring teams in AI-native development.

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

Requirements

  • 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.

Benefits

  • Shared Financial Success: Competitive salaries, stock options, retirement plans.
  • Health & Wellness: Comprehensive medical, dental, vision, disability, and life insurance — plus fertility/family planning coverage and access to ModernHealth coaching & therapy.
  • PTO & Family Benefits: Generous PTO and family leave policies.
  • Hybrid & Remote-Friendly: Outschool has a distributed team across the U.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.
  • Lifelong Learners: Annual budgets for professional development and DEI learning; budgets for children to take Outschool classes.
  • Community Impact: Outschool matches employee donations to eligible charities and supports Outschool.org’s nonprofit programs.

Job type

Full Time

Experience level

Lead

Salary

CA$164,000 - CA$205,000 per year

Degree requirement

Bachelor's Degree

Tech skills

GraphQLJavaScriptNode.jsPostgresReactTypeScript

Location requirements

RemoteCanada

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