Top Tech Jobs & Startup Jobs in Chicago, IL

Serve as a technical pre-sales trusted advisor for GitLab in the West region, leading technical discovery, solution design, POC/POV efforts, workshops, and value stream assessments. Collaborate with Account Executives to drive account strategy and platform adoption, advise on DevSecOps, CI/CD, security, and cloud practices, and relay customer feedback to Product and Engineering. Build long-term relationships, create reusable technical collateral, and continually deepen expertise in GitLab, AI, and cloud technologies to influence revenue growth and customer transformation.

Serve as a senior technical advisor for East-region customers: lead technical discovery, demos, proofs of value, and solution design; own complex technical evaluations; develop account-level adoption strategies; advise on DevSecOps, CI/CD, security, and cloud; mentor peers and relay field feedback to product and engineering.

Lead and scale GitLab's procurement function: build strategy, policies, vendor relationships, and procure-to-pay processes. Drive hyperscaler and strategic vendor negotiations, implement AI-first automation, define KPIs, partner with stakeholders and auditors, and develop a high-performing procurement team to support responsible growth and operational efficiency.

Act as a trusted technical advisor in pre-sales, running technical discovery, demos, proofs of concept, and solution design to drive GitLab platform adoption. Develop architectures aligning GitLab with customer environments, guide DevSecOps and CI/CD best practices, build stakeholder relationships, create reusable technical assets, and provide field feedback to product and engineering.

Lead and grow a distributed Solutions Architecture team across Asia and India. Act as a player-coach on strategic pre-sales opportunities, run technical evaluations, demos, workshops, and POCs, align cross-functionally, manage resourcing and KPIs, hire and develop talent, and scale regional operating practices to drive technical wins and customer confidence in GitLab's DevSecOps platform.

Trusted technical advisor for prospects and customers in the San Francisco area. Lead technical discovery, demos, POCs/POVs, workshops, and solution design for GitLab's AI-powered DevSecOps platform. Collaborate with Account Executives and cross-functional teams to drive platform adoption, influence revenue, and provide product feedback while advising on modern software development, CI/CD, security, and cloud practices.

Lead GitLab’s global Deal Desk to scale quote-to-cash for complex subscription and consumption deals. Own deal structure, approvals, bookings fidelity, reconciliations, and commercial guardrails while partnering with Sales, Finance, Product, Pricing, Legal, and Ops to operationalize pricing, automate workflows, and enable the field. Serve as executive escalation for non-standard transactions and improve systems, controls, and processes to support a consumption-first GTM.

Lead and grow a team of Solutions Architects serving public sector customers; drive technical pre-sales strategy, guide evaluations, collaborate with sales and cross-functional teams, improve team practices and execution, track KPIs, and act as a hands-on architect for strategic opportunities.

Serve as a trusted technical pre-sales advisor to financial services customers, leading technical discovery, demos, POCs/POVs, solution design, and workshops. Map GitLab and cloud-based DevSecOps capabilities to regulatory, security, and business requirements, collaborate with sales and product teams, and drive platform adoption and long-term customer advocacy.

As Manager of Solutions Architects, lead a team delivering technical solutions, mentor staff, and drive customer adoption of GitLab while collaborating across departments to ensure customer success and team performance.