Top Tech Jobs & Startup Jobs in Chicago, IL

Own and execute strategic account plans for state, local, and higher education customers in the Mountain Plains region. Drive pipeline, navigate complex procurement, coordinate pre- and post-sales teams and channel partners, and ensure successful rollout, adoption, and expansion of GitLab's AI-powered DevSecOps platform.

Own the end-to-end self-serve product journey (signup, trial, activation, monetization). Use product and event data to find growth opportunities, run experiments/A-B tests, define success metrics, and partner with Engineering, Design, and Data to scope, sequence, and ship initiatives that drive customer and revenue outcomes.

Lead and grow the Revenue Analytics team to deliver strategic sales and customer lifecycle insights. Build forecasting, pipeline, capacity, predictive models, and customer lifecycle analytics to improve revenue, retention, adoption, and expansion. Partner with GTM, Finance, Product, and Enterprise Data to create executive reporting, data governance, AI-enabled self-serve datasets, and integrated analytics that drive business outcomes and support a shift to consumption-based models.

Lead strategic analysis for Americas sales: forecast and pipeline analysis, capacity planning, territory carving, quota setting, and ad hoc reporting. Partner with regional sales leaders and prepare presentations for the CRO to turn complex sales data into actionable recommendations that improve forecast accuracy and pipeline coverage.

Lead technical direction for a greenfield team building agentic/LLM-backed systems to reduce SDLC friction. Drive discovery through shipping, apply distributed-systems judgment at scale, mentor engineers, own technical hiring and cross-team alignment, and evaluate correctness and safety of agentic workflows.

Build reliable AI-powered, agentic backend systems to remove friction across the software development lifecycle. Design multi-step orchestration, safety checks, and evaluation tooling; apply distributed-systems judgment; work across GitLab codebases and with a distributed team to productionize solutions that may become customer-facing.

Manage a technical team focused on Git and Git-related infrastructure, balancing upstream open-source work with GitLab priorities. Drive long-horizon scalability, performance, and architectural projects while fostering technical rigor, ownership, mentoring, and strong asynchronous communication across distributed teams.

Operate at Staff-level to diagnose and resolve complex customer issues, contribute production-quality code to GitLab, drive AI adoption (Duo Agent Platform), and translate field learnings into durable product improvements, guidance, and thought leadership while coordinating cross-functional teams.

Manage a named mid-market book of business, prospect and close SaaS deals, drive adoption and retention, forecast quarterly results, collaborate cross-functionally, and represent GitLab at events. Own account strategy, pipeline, and customer relationships while using sales frameworks (MEDPICC, Command of the Message) to meet quota and reduce churn.

Lead product vision and strategy for an end-to-end AI-powered software factory. Integrate planning, coding, review, and verification across GitLab Duo Agent Platform and product areas. Collaborate with engineering, design, and GTM teams, identify gaps and dependencies, present recommendations to executives, and drive execution to deliver cohesive developer workflows.