Director of Infrastructure Engineering

Outschool•Canada, KY

1d•$195,000 - $357,500•Hybrid

About The Position

Outschool is hiring a Director of Infrastructure Engineering to lead their Infrastructure and Platform team. This team's mission is to accelerate innovation and deliver operation stability through robust infrastructure, principled platformization, and empowering DevX. The role involves owning complex problems such as deep-diving into infrastructure stacks, up-leveling DevX, establishing automations, hardening security, evolving systems for AI-native capabilities, and developing platform components. Success in this role requires strong organizational and people leadership skills, as well as exceptional hands-on development skills. The ideal candidate is a deep infrastructure expert familiar with modern infra technologies, understands platformization, has experience as an engineering manager in a fast-paced startup or growth-stage company, possesses strong technical judgment, is passionate about education and user experience, enjoys balancing technical decision-making with coaching, and excels at owning and driving engineering roadmaps. The company is mission-driven and encourages challenging oneself, taking risks, and growing in careers.

Requirements

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
Strong background in infrastructure and platform engineering, including deep expertise with AWS, Postgres, Kubernetes, Redshift, Terraform, Cloudwatch, and more
Familiar with full-stack development using a combination of TypeScript, React, Node.js, GraphQL, and PostgreSQL
Familiar with AI-native development paradigms and understands how to take teams through AI transformations
Demonstrated ability to oversee multiple parallel projects from planning to execution and on time delivery
Ability to align team goals with business objectives and contribute to strategic planning
Experience in recruiting, hiring, and onboarding software engineers
Excellent communication and stakeholder management skills, both written and verbal

Nice To Haves

Experience in EdTech or building products for learners, educators, or families
Experience with infrastructure upgrades, migrations, and consolidations
Background in marketplace technologies
Experience at a fast-paced startup or high-growth company

Responsibilities

Lead, mentor and grow a multi-site team of 5-10 engineers while remaining hands-on with architecture, technical direction, as well as day-to-day development
Establish both short-term deliverables and long-term strategies across Outschool’s entire Infrastructure stack, including identifying and investing into opportunities for infra upgrade, platformization, and AI enablement as appropriate
Partner cross-functionally with Product, Design, Data, Marketing and Operations to deliver an exceptional systems and experiences
Partner with senior leadership to align on strategy, metrics and priorities
Champion technical excellence and a culture of high ownership, providing mentorship, feedback, and support for the professional growth of engineers on your team
Drive adoption of AI-development principles and agentic engineering workflows across the team