Outschool

Outschool

Director of Engineering

Remote (U.S · Director · Full-time

Sponsorship not specified$220k-$275kDetected 29 days ago
TypeScriptReactNode.jsFull-Stack DevelopmentPostgreSQLGraphQLA/B TestingProduct StrategyRoadmappingStakeholder ManagementLogisticsPerformance ManagementLeadershipCommunicationMentoring

About the role

  • This is a highly impactful leadership role that combines technical strategy, people leadership, and hands-on development.
  • The ideal candidate will shape not only Outschool's most critical products, but also our engineering culture, talent growth, as well as AI-native development models, all while delivering meaningful educational impact to millions of families.
  • Contribute directly to the codebase as an individual contributor, helping accelerate development velocity and establish high engineering standards

Responsibilities

  • Lead, mentor, and grow a team of 5-10 engineers while remaining hands-on with architecture, system design, and technical direction
  • 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
  • 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

Requirements

  • Experience at a fast-paced startup or high-growth company
  • 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.

Skills

  • 10+ years of software engineering experience
  • 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
  • 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
  • Other Considerations:
  • Familiarity with search and discovery systems
  • Background in marketplace technologies

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 $220,000 - $275,000 CAD annually.
  • This role is available in the following US Pay Zones:
  • US Tier 1: San Francisco Bay Area and New York City

Benefits

  • Generous PTO and family leave policies
  • Please note benefits and perks may vary for employees based outside of the US and Canada.

Company info

  • 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.
  • We're hiring a Director of Engineering to lead a strong product engineering team developing Outschool's mission-critical products, including and in particular a new AI-powered platform that transforms how families are able to navigate the complex world of alternative education while getting reimbursed through public-funding programs.
  • This role will be responsible both for developing 0-to-1 products from the ground up, as well as scaling user journeys on Outschool's existing marketplace.

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This listing is sourced directly from Outschool's careers page and normalized into a canonical job model.