Staff Software Engineer

Job summary

Lead high-impact engineering initiatives for a new AI-guided educational platform focusing on personalized discovery and payments. Partner with cross-functional leadership to align on technical strategy and mentor engineers in AI-native development workflows.

Job details

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 recruiting@outschool.com [recruiting@outschool.com]. 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. Once you submit your application, Outschool will process your personal data to evaluate your candidacy for employment. Unless specifically indicated otherwise, we hire employees only in the U.S. and Canada. Applicants else where should be aware that we may discard your application upon submission or we may ask if you would like us to retain it later should there be consideration (this is not typical at all). If you are selected for interviewing, your data will be shared with interviewers and personnel involved in that process. If not hired, your application will be retained for one year in case there is another suitable role. You may opt out of this at any time. Please see our Employee/Applicant Privacy Notice [https://outschool.com/pages/privacy-Emp] for more detailed information. If applicable, as you progress through the process, we will be clear about what information is being asked for and what happens with that information.

What you’ll do

Lead high-impact engineering initiatives for a new AI-guided educational platform focusing on personalized discovery and payments. Partner with cross-functional leadership to align on technical strategy and mentor engineers in AI-native development workflows.

Requirements

Requires over 7 years of software engineering experience with proficiency in a TypeScript/Node/React stack. Candidates must demonstrate a track record of senior technical leadership and proficiency in AI-native development.

Benefits

• Competitive salaries • Stock options • Retirement plans • Medical insurance • Dental insurance • Vision insurance • Disability insurance • Life insurance • Fertility and family planning coverage • ModernHealth coaching and therapy • Generous PTO • Family leave policies • Home office setup support • Internet allowance • Weekly meals • Professional development budget • DEI learning budget • Budgets for children to take Outschool classes • Employee donation matching

Listed skills

• Node.js · Preferred
• PostgreSQL · Preferred
• React · Preferred
• Communication · Preferred
• TypeScript · Preferred
• GraphQL · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

• TypeScript
• React
• Node.js
• GraphQL
• PostgreSQL
• AI-native development
• Full-stack development
• Technical leadership
• Software architecture
• Mentoring
• Collaboration
• Communication

Job areas

• Software
• Technology
• Engineering
• Education
• Data & Analytics