Top Tech Jobs & Startup Jobs in Chicago, IL

Design and build tooling, workflows, and guidance to make GitLab easier to deploy, validate, and operate across cloud-native, self-managed, and ephemeral environments. Shape deployment architecture, topology, scaling principles, and platform contracts while collaborating with application, infrastructure, and delivery teams.

Build and maintain agentic workflow components and the platform requirements knowledge base to ensure features ship across GitLabs deployment targets. Implement integration surfaces (issues, MRs, design docs, CI/CD), collaborate with platform teams to translate expertise into structured requirements, and write tests, documentation, and evaluations for agentic-workflow behavior and assessment accuracy.

Lead and grow a distributed team of Solutions Architects for the East enterprise territory. Coach and hire, engage as a hands-on architect on key deals, drive consistent technical evaluations, collaborate with Sales, Product, and Engineering, and track team KPIs to ensure adoption of GitLab Enterprise Edition.

Lead internal product for Quote-to-Cash and Finance systems, owning multi-quarter roadmaps, translating stakeholder needs into system requirements, mentoring BSAs, driving program delivery (UAT through stabilization), and partnering on architecture and integration decisions across Salesforce CPQ, Zuora, NetSuite, and CDot.

Manage a portfolio of U.S. public sector accounts to drive adoption, retention, expansion, and satisfaction of the GitLab DevSecOps platform. Translate pre-sales plans into measurable objectives, coach customers on Git, CI/CD, and DevSecOps best practices, coordinate cross-functional responses, and use project management to deliver customer enablement and success initiatives.

Provide technical support for Self-managed and GitLab.com customers via tickets and calls; troubleshoot Linux systems and GitLab installations; write bug reports, documentation, and fixes; collaborate with Product, Development, Infrastructure, and Customer Success; participate in on-call rotations and hiring processes.