About the role

Director of Engineering leading a product engineering team at Outschool. Responsible for developing mission-critical products and scaling user journeys on their platform.

Responsibilities

Lead, mentor, and grow a team of 5–10 engineers while remaining hands-on with architecture, system design, and technical direction
Contribute directly to the codebase as an individual contributor, helping accelerate development velocity and establish high engineering standards
Lead engineering strategy and execution for a brand-new, high-priority initiative
Partner cross-functionally with Product, Design, Data, Marketing and Operations to deliver an exceptional parent experience
Collaborate with senior leadership to align on strategy, priorities, metrics, and long-term roadmap planning
Foster a culture of technical excellence, ownership, experimentation, and continuous growth through mentorship and feedback
Lead adoption of AI-development principles and agentic engineering workflows across the organization
Help define and implement modern engineering practices that leverage AI to improve developer speed and productivity, and product quality

10+ years of software engineering experience
5+ years of engineering management experience leading medium-sized teams, with demonstrated proficiency in performance management, career development, and people logistics
Familiar with AI-native development paradigms and understands how to take teams through AI transformations
Strong experience with full-stack development: TypeScript, React, Node.js, GraphQL, and PostgreSQL
Experience balancing engineering leadership responsibilities with hands-on coding and technical contribution
Proven ability to lead multiple complex initiatives from planning through execution and delivery
Data-driven mindset with experience leveraging experimentation, A/B testing, analytics, and metrics to inform decisions
Ability to align engineering execution with broader business and product strategy
Experience recruiting, hiring, and scaling high-performing engineering teams
Excellent communication and stakeholder management skills across technical and non-technical audiences.

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.