Outschool

Education

DirectorofEngineering

United States; Canada Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Director candidates.

The Brief

“Director of Engineering at Outschool. Skills: Engineering leadership, AI platform development, Team management. Lead, mentor, and grow a team. Contribute to codebase”

What You'll Achieve.

Deliver an exceptional parent experience; Align on strategy, priorities, metrics, and long-term roadmap planning; Improve developer speed and productivity; Improve product quality; Drive impact; Achieve outsized results; Ensure every learner can navigate the future

Industry & Context.

Education

What They're Looking For.

Must Have

Lead, mentor, and grow a team of 5–10 engineers, Contribute directly to the codebase, Lead engineering strategy and execution for a brand-new, high-priority initiative, Foster a culture of technical excellence, ownership, experimentation, and continuous growth, Help define and implement modern engineering practices that leverage AI

Nice to Have

AI-native development models, Experience with AI-powered platform development, Experience scaling user journeys on existing marketplace

What You'll Do.

Contribute to codebase

Lead engineering strategy

Partner cross-functionally

Collaborate with senior leadership

Foster a culture of technical excellence

Lead adoption of AI-development principles

Help define and implement modern engineering practices

How You'll Work.

Team & Collaboration

Partner cross-functionally with Product, Design, Data, Marketing and Operations; Collaborate with senior leadership

Full 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 1M 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 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 marketp

Free ATS check

Applying for this Director of Engineering role?

Most applicants get filtered before a human reads their resume. See if yours makes the cut.

How to Apply on Greenhouse

  • Create a Greenhouse profile before applying — it saves time across multiple applications.
  • Upload your resume as a PDF; the parser handles it better than Word.
  • Answer all knockout questions carefully — wrong answers auto-reject before a human sees you.
  • Enable email notifications to track application status in real time.

ANONYMOUS · UNFILTERED

What do employees actually say about Outschool?

Real rants from real employees. Read before you apply.

Read Company Rants →