Strategic Account Executive - Chicago

About this role

Drive enterprise growth for GitLab’s AI-powered DevSecOps platform across strategic accounts in the Chicago area. Lead complex sales cycles, build executive relationships, and grow customer adoption and long-term revenue.

About the company

GitLab is a DevSecOps platform that brings source control, CI/CD, security, and project management into a single application. It helps engineering teams plan, build, secure, and ship software faster.

The team

Enterprise Sales team, a distributed, all-remote group partnering with sales engineering, marketing, and customer success.

Stack

What you'll do

• Lead strategic enterprise accounts and serve as a trusted technology advisor.
• Develop account plans, map opportunities, and align stakeholders to expand customer adoption.
• Coordinate internal specialists and partners to deliver customer solutions.
• Manage sales cycles from discovery through evaluation, negotiation, and implementation.
• Contribute to pipeline forecasting, deal reviews, and win/loss analysis.
• Prepare and present customer proposals, recommendations, and business outcomes.

What we're looking for

• Experience driving complex B2B software sales cycles with enterprise customers.
• Ability to build C-level and senior stakeholder relationships across business and technical teams.
• Knowledge of Chicago’s enterprise market and relevant professional networks.
• Experience acquiring and expanding enterprise accounts through consultative, multi-stakeholder sales.
• Experience collaborating with channel and strategic partners.
• Strong communication, influence, and account-strategy skills.
• Willingness to travel as needed.

Nice to have

• Experience selling DevSecOps, software development tools, or adjacent SaaS solutions.

Benefits

• Flexible paid time off
• Equity compensation and employee stock purchase plan
• Parental leave
• Growth and development fund
• Health, financial, and well-being benefits