Lead DevOps Engineer Windows/AWS

Client: EdTech

Title: Lead DevOps Engineer – Windows/AWS

Duration: Long Term

Location: 100% Remote

About the Team:

·        The Digital Assessment team is committed to making higher education accessible to every student through innovative technology, building cutting edge applications to deliver College Board’s suite of assessments.

·        We are a team of 20, including 15 engineers building web and native platforms, self-organized into three main areas, core web application, native technology, and infrastructure engineering.

·        We are constantly seeking out, experimenting, and harnessing new technologies to build easy-to-use user interfaces, with a singular mission to deliver secure and comprehensive assessments to students across the planet.

·        We regularly collaborate, keeping it light, while pitching and sharing our ideas to help define the future of our applications.

·        We work closely with product owners, architects, user experience, testing centers, students, and external partners to serve our mission.   

About the Opportunity:

·        This is a hands-on leadership role reporting to the Senior Engineering Director and embedded within the engineering team.

·        The successful candidate will combine deep technical expertise with mentorship and cross-functional collaboration to strengthen platform stability, security, and delivery confidence.

·        We are seeking a Lead DevOps Engineer to strengthen and mature our cross-platform build and DevOps capabilities within an enterprise engineering environment.

·        This role will lead platform engineering efforts across Windows, Chromebook, and desktop build systems, improve CI/CD reliability, and establish standardized DevOps practices across the team.

·        The ideal candidate combines deep hands-on expertise with mentorship and process leadership to elevate build quality, deployment confidence, and technical cohesion.

Key Responsibilities:

·        Lead Windows, Mac and Chromebook platform build engineering, ensuring reliable, scalable, repeatable builds

·        Assess and improve web module bundler configurations, build tooling, and monorepo (NX) workflows

·        Evaluate and optimize (or replace) Electron-based desktop build architecture

·        Own and enhance CI/CD pipelines using GitHub Actions, AWS CodeBuild, and related tooling.

·        Design and implement Infrastructure as Code solutions (CloudFormation, CDK)

·        Improve dependency management, vulnerability remediation strategies, and release governance

·        Establish and document standardized Git branching strategies and DevOps best practices

·        Troubleshoot build, deployment, and infrastructure issues in real time as an escalation point

·        Partner closely with developers, QA, and business stakeholders to improve delivery cohesion

·        Mentor junior and mid-level engineers in DevOps principles, build engineering, and automation practices

·        Drive measurable improvements in build time, build reliability, and deployment confidence

Required Qualifications:

·        Solid experience with web technologies, JavaScript/HTML/CSS

·        Experience supporting desktop and web application build pipelines

·        5+ years of experience in DevOps, build engineering, or platform engineering

·        Experience implementing Infrastructure as Code (CloudFormation, Terraform, or CDK)

·        Experience improving dependency management and vulnerability remediation processes

·        Strong cross-functional communication with business, development, and QA stakeholders

·        Experience designing and maintaining CI/CD pipelines (GitHub Actions, AWS CodeBuild, etc.)

·        Strong web component bundler expertise, including assessing, refactoring, and explaining configuration changes

·        Strong hands-on experience with Windows build environments and Windows OS-level considerations

·        Strong AWS experience (Cloud*, Code*, Dynamo, EC2, ECR, ECS, IAM, Lambda, Route53, S3, VPC, etc.)

Preferred Qualifications:

·        Experience with cloud cost optimization initiatives

·        Experience building applications with C++

·        Experience working with Electron in desktop applications

·        Experience working in large monorepo environments (e.g., NX)

·        Experience formalizing Git branching and release strategies across teams

·        Experience evaluating or migrating away from Electron-based architectures

·        Enterprise-scale DevOps experience in regulated or structured environments

·        Experience with technical support using tools such as Pager Duty to identify and resolve issues