Top Tech Jobs & Startup Jobs in Chicago, IL

Provides executive-level technical advisory and pre-sales guidance to public sector customers on DevSecOps, application security, compliance, cloud platforms, and secure software delivery. Builds relationships with technology and security leaders, delivers thought leadership, supports government publications and standards discussions, partners with sales, marketing, and product teams, and translates field feedback into strategy, enablement, and technical content. This is a remote individual contributor role without direct people management responsibilities.

Design, build, operate, and scale GitLab Orbit backend services in Rust across distributed cloud-native environments. Improve Kubernetes deployments, infrastructure automation, observability, reliability, incident readiness, multi-tenant isolation, data workflows, graph query capabilities, indexing pipelines, cloud storage integrations, and API/MCP surfaces. Own technical designs through rollout while collaborating asynchronously with infrastructure, security, AI, data, delivery, and SRE teams.

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.

Support the CFO through complex calendar and inbox management, executive communications, planning, meeting preparation, follow-up tracking, travel and expense coordination. Own Office of the CFO operating rhythms, improve processes, maintain accountability, coordinate cross-functional logistics, and build trusted relationships while handling sensitive information. The role requires regular in-person availability in San Francisco and effective use of collaboration and AI productivity tools.

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.

Leads a public sector Solutions Architect team supporting strategic sales opportunities. Responsibilities include hiring, coaching, performance management, technical pre-sales, solution evaluations, account strategy, cross-functional collaboration, KPI tracking, and customer-facing solution architecture. The role combines team leadership with hands-on technical engagement to connect GitLab’s DevSecOps platform to public sector business and mission requirements.

Drives enterprise sales growth for GitLab across the Northeast by managing strategic accounts, developing account plans, generating pipeline, and leading complex B2B software sales cycles. Builds C-level relationships, coordinates solutions architects and partners, guides customers through evaluation to implementation, expands platform adoption, forecasts opportunities, analyzes wins and losses, and presents business value. The role is fully remote and focused on AI-powered DevSecOps solutions.

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 strategic sales growth across U.S. Federal Civilian agencies, managing account plans, prospecting, pipeline development, forecasting, procurement cycles, proposals, executive presentations, and customer expansion. The role positions GitLab’s FedRAMP-authorized DevSecOps and AI capabilities against agency modernization, security, compliance, and mission requirements. It requires consultative selling, complex stakeholder management, federal procurement knowledge, and familiarity with secure software delivery and regulated environments.

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.