Staff Software Engineer

Outschool; Ottawa; Hybrid; CAD 148,000 - 204,000; Full time

Benefits offered by this job

Stock options

Retirement plans

Health insurance

Wellness stipend

PTO & family benefits

Hybrid & remote-friendly

Professional development budgets

Job summary

Outschool is seeking a full-stack Staff Software Engineer to build a new ambitious product platform with an agentic-first approach. You will enable millions of families to discover and access public-funded educational resources and deliver an AI-guided planning journey.

You will mentor engineers, set technical direction, and collaborate across Product, Design, Data, and Engineering leadership to shape the roadmap. The role emphasizes AI-enabled workflows and scalable platform design.

Qualifications

• 7+ years of software engineering experience.
• Proficiency in full-stack development: TypeScript, React, Node.js, GraphQL, PostgreSQL.
• Experience in AI-native development.
• Strong communication and collaboration skills; proven leadership and architectural judgement.

Responsibilities

• Lead high-impact engineering initiatives across personalized discovery, payments, reimbursement workflows, and related problem spaces.
• Partner with Product, Design, Data, and Engineering leadership to align on roadmap priorities, tradeoffs, risks, and execution strategy.
• Demonstrate AI-native development mindset and help establish principles and best practices on AI development.

Skills

TypeScript

React

Node.js

GraphQL

PostgreSQL

AI-native development

Technical leadership

Job description

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. 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, New York City, and Seattle Metro

US Tier 2: All California excluding San Francisco Bay Area, 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

Benefits & Culture:

At Outschool, we believe that taking care of one another enables us to do our best work. To us that means:

• Shared Financial Success: Competitive salaries, stock options, and retirement plans.
• Health: Comprehensive medical, dental, vision, disability, and life insurance.
• Wellness: Annual wellness stipend, access to coaching & therapy, and pet wellness plans.
• PTO & Family Benefits: Generous PTO and family leave policies.
• Hybrid & Remote-Friendly: Outschool has a distributed team across the U.S. and Canada and an 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 and internet 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.

Outschool is an equal opportunity employer. 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. We plan and structure our interviews to directly assess skills and experience.

If you require a reasonable accommodation to participate in the job application or interview process, please contact [e-mail].

Benefits packages are included for full-time employees only. Please note benefits and perks may vary for employees based outside of the US and Canada.

Full-time employees must be a citizen or legal residents of the U.S. or Canada and reside in U.S. or Canada, unless specifically indicated otherwise.