Director of Infrastructure Engineering

The Role Outschool is hiring a Director of Infrastructure Engineering to lead our Infrastructure and Platform team, whose mission is to accelerate innovation and deliver operation stability through a combination of robust infrastructure, principled platformization, and empowering DevX. You'll own hard problems, from deep-diving into a full infrastructure stack, to up-leveling DevX, to establishing automations, to hardening security, to evolving systems to be AI-native, to developing platform components. You will succeed with both strong organizational and people leadership skills, as well as exceptional hands-on development skills. You might be a great fit for this role if: You are a deep infrastructure expert familiar with all common modern infra technologies, and you thrive in diving into details You understand platformization, and have deep experience building platform components that are principled, efficient, usable, and maintainable You have experience as an engineering manager in a fast-paced startup or growth-stage company, and enjoy supporting teams through change and scale, including managing engineers across multiple sites You bring strong technical judgment and a track record of leading engineering teams that ship impactful systems quickly and iteratively You’re passionate about education, access, and user experience, and motivated by a mission-driven environment You enjoy balancing technical decision-making with coaching, and you’re committed to building inclusive, high-performing teams You excel at owning and driving engineering roadmaps; collaborating with cross-functional partners to prioritize initiatives, align with business objectives, and ensure timely, high-quality execution Core 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 Desired Experience & Skills: 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 Other Considerations: 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 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 Tiers US Tier 1: San Francisco Bay Area and New York City US Tier 2: All California excluding San Francisco Bay Area, Seattle Metro, Boston Metro, Chicago Metro, Denver Metro, Austin Metro, Portland Metro US Tier 3: All other cities and states US Pay Zones US Tier 1: $260,000 - $357,500 US Tier 2: $221,000 - $303,875 US Tier 3: $195,000 - $268,125