Top Tech Jobs & Startup Jobs in Chicago, IL

Own preparation, review, and filing of SEC reports (10-Q, 10-K, 8-K, S-1); drive quarterly and annual reporting calendar; lead earnings release process; manage disclosure checklist and XBRL review; improve and automate reporting processes; prepare/review journal entries, reconciliations, equity rollforwards, and EPS; ensure U.S. GAAP and SOX compliance; research technical accounting issues and implement new accounting pronouncements.

Provide advanced technical support for GitLab deployments in secure U.S. government environments. Investigate logs, system performance, application behavior, and code paths using Linux and GitLab internals; reproduce defects, recommend mitigations, and collaborate with Product, Engineering, and Infrastructure teams. Create documentation, improve support tools and workflows, participate in on-call rotations, and support hiring activities. The role is fully remote but requires U.S. citizenship and work eligibility for federal environments.

Own and grow enterprise accounts in San Francisco by driving complex B2B SaaS sales cycles for GitLab's AI-powered DevSecOps platform. Build C-level relationships, coordinate cross-functional teams, create account plans, manage pipeline and forecasting, and lead deals from discovery through implementation and expansion.

Own and execute multi-year strategic partnerships with a hyperscaler and an AI lab, aligning technical integrations, commercial motions, and joint go-to-market plans. Coordinate cross-functional teams, run operational cadences, track measurable outcomes (pipeline, ARR, integrations), and represent partnerships to executives while driving hands-on execution and follow-through.

Build and maintain the TypeScript-based Duo Client SDK, including Node.js core packages, public APIs, browser-compatible modules, Vue 3 client components, and platform adapters. Responsibilities include migrating consumers from the GitLab Language Server, managing versioning and deprecation paths, strengthening credential security, optimizing browser performance, writing tests, conducting code reviews, and participating in on-call support.

Lead GitLab’s Security Posture Management team within Product Security. Drive governed security capability rollouts across the software estate, establish secure configuration baselines, build software supply chain security, manage risk registers and posture metrics, support audit evidence, and provide customer-zero feedback to Product and Engineering. Hire, coach, and develop the team while representing GitLab’s security practices externally and driving measurable risk reduction in a remote, asynchronous environment.

Build and maintain the Python-based backend engine for GitLab Duo Chat, including agentic LangGraph flows, the Flow Registry, and Duo Workflow Service. Integrate chat capabilities with GitLab’s Rails monolith and GraphQL API, develop secure and tested high-scale features, optimize performance, review code, address technical debt, and collaborate cross-functionally. Participate in weekday, weekend, and occasional nighttime Tier 2 or Tier 3 on-call rotations.

Provide advanced technical support for GitLab’s largest customers, troubleshooting complex Linux, GitLab, CI/CD, infrastructure, and integration issues. Build customer relationships, resolve critical incidents, collaborate with Product, Development, Infrastructure, Customer Success, and Sales teams, create reusable support documentation, share knowledge, and participate in hiring. The role requires strong Linux systems expertise, scripting ability, debugging skills, and familiarity with Kubernetes and serverless technologies.

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.

Own the function’s AI transformation strategy, prioritize high-impact opportunities, map workflows, and drive measurable adoption. Build and manage AI agents using no-code and low-code tools, configure skills and MCP connections, evaluate agent performance, and iterate solutions. Lead change management, champion networks, cross-functional collaboration, intake processes, and alignment with Enterprise AI and executive stakeholders.