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Strategic Account Executive - Chicago

GitLab - Remote - Remote - posted 2026-10-20

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Salary: USD 114,800 - 172,200 / annual

GitLab is seeking a Strategic Account Executive to drive enterprise growth in the Chicago territory. You will lead GitLab's AI-powered DevSecOps platform adoption with the region's most influential organizations, guiding customers through complex digital transformations and generating measurable Net ARR expansion. In this role, you will act as a trusted technology advisor and key connector between customer stakeholders and GitLab's field organization. You'll orchestrate winning sales strategies by collaborating with Solutions Architects, Customer Success experts, Sales Development, Channel & Alliances, and technical specialists to deliver transformative solutions. Key responsibilities include: - Drive strategic growth by leading enterprise accounts across Chicago and serving as a trusted advisor to industry leaders - Orchestrate cross-functional sales strategies bringing together Solutions Architects, Customer Success, Sales Development, and technical specialists - Craft innovative solutions aligned with customers' long-term vision, compliance needs, and business objectives - Build deep strategic partnerships by mastering customers' industry landscape, success metrics, and growth trajectories - Design and execute strategic account plans including opportunity mapping, stakeholder alignment, and multi-threaded engagement - Lead end-to-end customer journeys from discovery through evaluation, negotiation, and implementation - Contribute to forecasting, pipeline reviews, and win/loss analyses to refine go-to-market approach - Prepare and deliver compelling customer-facing and internal presentations, proposals, and recommendations In your first year, you'll build a strong enterprise portfolio across your territory, create repeatable sales motions, and consistently forecast and report on deal progress and account health. Requirements: - Experience driving complex B2B software sales cycles with enterprise customers, ideally in DevSecOps, software development tools, or adjacent SaaS solutions - Background selling into large enterprise accounts in Chicago with ability to build trusted C-level and senior stakeholder relationships across business and technical teams - Knowledge of Chicago enterprise market, including key industries, buying centers, and decision-making dynamics, with ability to build and nurture relevant professional networks - Ability to drive new business acquisition and expansion within enterprise accounts through consultative, multi-stakeholder sales motions - Experience collaborating with channel and strategic partners to generate pipeline, co-sell, and support customer adoption - Effective communication and interpersonal skills with ability to lead account strategy, influence internal and external stakeholders, and remain calm under pressure - Ability to work in line with GitLab's values, use GitLab and Salesforce in daily work, and travel as needed

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