Top Tech Jobs & Startup Jobs in Chicago, IL

Leads GitLab’s Agentic Software Delivery product section across continuous integration, artifact management, continuous deployment, and observability. Owns three-year strategy, product vision, business outcomes, adoption, retention, revenue, investment decisions, pricing, packaging, and go-to-market execution. Manages senior and principal product managers, partners with Engineering and commercial teams, and guides customers toward AI-powered software delivery. Requires strong technical fluency in DevOps, executive communication, portfolio leadership, and experience with AI-native product management.

Leads secure enterprise architecture design and GitLab Professional Services implementations across application security, cloud security, DevSecOps, identity, vulnerability management, and compliance. Guides SaaS, Self-Managed, and Dedicated deployment decisions; leads CI/CD, source control, and security-tool migrations; conducts risk assessments and threat modeling; supports pre-sales scoping and statements of work; coordinates cross-functional delivery; mentors consultants; and develops security enablement materials.

Lead GitLab’s company-wide strategy for autonomous, agentic software development workflows. Identify and validate AI opportunities across the SDLC, build prototypes and reference architectures, establish evaluation frameworks and safety controls, and drive internal adoption. Partner across Engineering, Product, Infrastructure, Security, Architecture, and Data and ML teams to scale reliable, observable, compliant agentic capabilities into customer-facing products. Mentor senior technical leaders and represent GitLab externally on AI-assisted development and productivity measurement.

Own a mid-market territory and book of business, prospecting and managing new and expansion opportunities through complex sales cycles. Present GitLab’s AI-powered DevSecOps platform to technical and business stakeholders, maintain pipeline and forecasts, negotiate and close deals, and support customer adoption and expansion. Collaborate with sales development, customer success, renewals, marketing, partners, and technical teams while contributing customer insights and sales process improvements.

Own strategic public sector accounts for GitLab’s AI-powered DevSecOps platform. Develop account plans, navigate government procurement and contracting, build relationships with agency leaders, manage opportunities from pipeline through expansion, and drive adoption. Collaborate with engineering, customer success, support, system integrators, resellers, and other partners to deliver modernization outcomes. Represent customer feedback internally and help shape GitLab’s public sector strategy.

Leads GitLab’s global social media function, owning strategy, budget, tooling, team development, agencies, and performance. Oversees organic and paid social, YouTube programming, campaigns, employee advocacy, creator and influencer programs, executive social presence, community engagement, measurement, and issue response. Partners across marketing, communications, product, sales, talent acquisition, and engineering in a distributed environment while using insights and AI tools to improve business impact.

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.

Coordinates the end-to-end candidate experience across hiring processes, including interview scheduling, candidate communication, applicant tracking system updates, pipeline monitoring, offer contract preparation, and handoffs to People Operations. Partners with recruiters and hiring managers in a high-volume, remote environment while maintaining accurate records, improving workflows, protecting confidentiality, and representing GitLab’s values and culture.

Conducts advanced application security research across GitLab’s DevSecOps and AI-powered platforms. Responsibilities include discovering and exploiting systemic vulnerabilities, penetration testing, developing proof-of-concept exploits, researching AI and agentic security threats, building automated research tooling, coordinating remediation, mentoring security professionals, and communicating findings to engineering and security communities.