Staff Software Engineer

🕒 May 20

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Outschool

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2015

📚 Education

👥 B2C

🛍️ eCommerce

💰 $110M Series D on 2021-10

Education • B2C • eCommerce

Outschool is an online learning platform offering live video chat classes taught by expert educators and tutors. It provides a wide range of classes for learners aged 3 to 18, covering subjects such as languages, math, coding, music, and art, among others. Outschool offers flexible learning options, including group and one-on-one classes, personalized tutoring, and afterschool activities, nurturing neurodiversity and accommodating various learning preferences. The platform connects students with teachers and fellow learners worldwide, enhancing their educational experience and rekindling their love of learning.

📋 Description

• 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.