Top Sales 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.

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.

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.

Manage end-to-end renewals for a defined SaaS customer portfolio: drive renewal strategy, negotiate contracts and pricing, forecast renewals, reduce churn, identify upsell opportunities, and collaborate with Sales, Customer Success, Finance, Legal, and Product to ensure smooth, on-time renewals.

Drive technical pre-sales for GitLab's AI-powered DevSecOps platform in the US East region. Lead technical discovery, design solutions, run proofs of value, facilitate workshops, and develop account-level adoption strategies. Collaborate with sales and product teams, mentor other architects, provide competitive positioning, and feed field insights to product and engineering to improve adoption and roadmap alignment.

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.

Manage a named commercial territory in US East/Central, drive new business and renewal growth, build pipeline, forecast, collaborate cross-functionally, ensure adoption, avoid churn, and represent GitLab at events while using MEDPICC and Command of the Message.

Lead and grow a distributed team of Solutions Architects for the East enterprise territory. Coach and hire, engage as a hands-on architect on key deals, drive consistent technical evaluations, collaborate with Sales, Product, and Engineering, and track team KPIs to ensure adoption of GitLab Enterprise Edition.

Drive net-new logo acquisition within State, Local, and Education (SLED) by owning the full sales cycle from high-volume prospecting to close. Build and maintain heavy pipeline coverage, run discovery with executive stakeholders, navigate complex multi-stakeholder processes, execute territory plans, partner with solutions and customer success for technical evaluations, master sales methodologies (MEDDPICC), and exceed quota while maintaining Salesforce hygiene and pipeline velocity.

Sell GitLab's AI-powered DevSecOps platform to net-new customers in Southern California. Build pipeline through proactive prospecting, manage full sales cycle with C-level and technical stakeholders, run discovery and technical evaluations, execute territory plans, use MEDDPICC and sales tools, and coordinate handoffs with Solutions Architecture and Customer Success.