Top Tech Jobs & Startup Jobs in Chicago, IL

Lead and structure outcome-oriented professional services engagements for DoD and Federal Systems Integrators. Conduct discovery, design SOWs and staffing plans, navigate government contracting, align engagements to mission objectives, forecast services bookings, manage escalations, and transition to delivery. Build trusted advisor relationships with technical and program leaders, influence cross-functional teams, and train field teams to scale repeatable federal engagement models that deliver measurable DevSecOps transformation outcomes.

As a Support Engineer, you'll troubleshoot GitLab environments for U.S. Government agencies, collaborating with various teams and improving documentation and support processes, while acting as a Linux administrator.

As a New Business Account Executive, manage full sales cycles for acquiring new customers, build strong relationships with executives, and develop strategic territory plans.

Lead end-to-end design for security policy configuration and compliance workflows, translating governance complexity into intuitive experiences, partnering with PMs and engineers, contributing to the design system, conducting research, and delivering high-quality interactive and visual designs.

Own and execute scaled digital customer engagement programs (webinars, workshops, email, on-demand content). Administer Gainsight lifecycle campaigns, manage Marketo email programs, run Zoom webinars, track engagement signals, analyze performance, and collaborate with stakeholders to iterate on program design and operations.

Administer and optimize the Ironclad CLM platform, design end-to-end contract workflows, manage integrations with Salesforce/Zuora/DocuSign/NetSuite, leverage Ironclad AI to improve reviews, build reporting/dashboards, lead small projects, and ensure SOX-compliant change management and reliable production operations.

Manage revenue systems processes, facilitate requirements for Salesforce and other tools, drive cross-functional initiatives, ensure effective project delivery and system optimizations.

The Senior Director of Enterprise Architecture and AI will define GitLab's architecture strategy, govern internal systems, and lead integration and AI teams. Key responsibilities include setting standards, reducing shadow IT, and ensuring compliance with security standards while enhancing business objectives through AI and automation.