Top Engineering Jobs in Chicago, IL

Leads technical direction for GitLab’s Core DevOps services, covering CI, CD, planning, and source control. Defines architecture, quality metrics, migration strategies, and technical roadmaps; addresses systemic risk and complex design decisions; prototypes and writes code when needed; partners with Infrastructure, Security, SRE, and Product; adopts AI capabilities; mentors senior engineers; supports incident response and senior technical hiring.

Build reusable backend platforms and developer-facing tooling for performance testing, analysis, reporting, and AI-assisted engineering workflows. Enable service teams to independently incorporate performance testing into development and CI workflows through self-service capabilities, documentation, templates, diagnostics, and guidance. Partner with engineering teams, influence adoption, generalize solutions, and provide expertise on complex performance challenges.

Leads cross-team backend initiatives and technical architecture for GitLab’s Core DevOps platform. Responsibilities include modernizing a monolith, establishing service, API, data, security, testing, and observability standards, guiding Go and Kubernetes practices, supporting Rust adoption, participating in incident response, mentoring engineers, reducing technical debt, and advancing AI-assisted engineering workflows.

Build and operate Go-based automation for PostgreSQL provisioning, configuration, upgrades, failover, scaling, and decommissioning at GitLab.com scale. Develop a PostgreSQL-as-a-service platform, integrate cloud infrastructure and infrastructure-as-code tooling, improve database performance and reliability, and create safe upgrade automation. The role includes production ownership, architecture leadership, code reviews, documentation, cross-team collaboration, mentorship, and using AI agents in engineering workflows.

Build and operate reliable, scalable production infrastructure for GitLab’s user-facing services. Responsibilities include developing infrastructure automation and tooling, managing Kubernetes deployments, maintaining infrastructure as code, supporting CI/CD and GitOps, participating in on-call and incident response, improving observability and SLOs, troubleshooting production systems, and documenting operational practices. The role spans Intermediate through Senior Staff levels and requires strong software engineering, cloud, reliability, and asynchronous collaboration skills.

Leads technical direction and develops fullstack purchase experiences using Ruby on Rails and Vue.js. Designs resilient transactional flows, integrates billing and CRM systems, improves reliability and rollout safety, mentors engineers, reviews code, reduces technical debt, and participates in incident response. Partners with Product, Design, Billing, and Support to improve GitLab’s purchase, subscription, discount, and upgrade workflows.

Lead customer migrations from self-managed GitLab to GitLab Dedicated using GitLab Geo. Plan replication, cutovers, network connectivity, and post-migration validation while debugging synchronization issues. Build repeatable automation, runbooks, and infrastructure validation using Terraform, Ansible, Kubernetes, and cloud platforms. Manage multiple customer engagements, advise stakeholders, communicate technical plans, and collaborate with Professional Services, Product, and Engineering teams.

Lead a team of Solutions Architects to support enterprise customers, drive technical evaluations, and promote successful adoption of the GitLab platform. Coach and mentor team members while ensuring alignment with sales and product management.