AI Transformation Owner, CRO

The AI Transformation Owner drives the end-to-end AI agenda for the field organization, translating emerging AI capabilities into concrete enablement roadmaps, field use cases, and org-level strategy. You will partner closely with product and engineering teams to pilot and scale AI solutions, own the operational transformation plan needed to embed AI into day-to-day field workflows, and establish the governance framework that keeps AI adoption safe, compliant, and aligned with company standards. This is a hands-on role for someone who can move from strategy to execution without heavy oversight.

This role reports to the Vice President, Enablement & AI.

What You’ll Do  

• AI Enablement Roadmap: Own and continuously evolve the roadmap for AI-driven enablement initiatives, prioritizing based on field impact, feasibility, and alignment with broader Enterprise AI team and strategy..
• AI Field Use Cases: Identify, scope, and execute on high-value AI use cases for the field (e.g., deal support, prospecting, content generation, guided selling, skills, change management), working with stakeholders to define success criteria and measure impact.
• AI Field Champions: build relationships with champions in the field organization to activate power-usage and drive peer-led adoption; track this adoption (e.g., usage, proficiency, behavior change) with our AI Ops Specialist and Enablement Analyst.

• Ops Transformation Plan: Design and drive the operational plan that turns AI pilots into scaled, repeatable processes, coordinating across enablement, ops, and technical teams to remove execution bottlenecks.
• AI Governance: Influence and lead governance standards for AI tool adoption in the field, including data usage, risk review, tool vetting, and alignment with company-wide AI policy.

What You’ll Bring 

• Mid-Senior Experience: Several years of experience in enablement, sales operations, or a related GTM function, with a track record of owning initiatives end-to-end.
• AI Solutions Experience: Direct experience evaluating, piloting, or deploying AI tools or solutions in a business context, with a solid technical understanding of how they work and where they add value. Act as the field's primary advocate for AI tools (e.g., AI-assisted prospecting, call intelligence, forecasting copilots, RFP/proposal generation).
• Cross-Functional Fluency: Proven ability to work closely with product and engineering teams, translating field needs into technical requirements and vice versa.
• Self-Sufficiency: Comfortable operating with significant autonomy — able to define scope, structure ambiguous problems, and drive work forward without needing detailed direction.
• Organization & Execution: Strong project management instincts; able to manage multiple workstreams (roadmap, use cases, ops transformation, governance) in parallel without dropping details.
• Innovative Mindset: A builder's orientation toward new technology — curious about what's possible, willing to experiment, and able to separate genuine opportunity from hype.
• Enablement/Sales Background: Familiarity with field or sales enablement motions (onboarding, tool adoption, content, coaching) and how AI can realistically augment them.
• GitLab Values Alignment: Ability to work in an all-remote, asynchronous environment, leaning heavily on transparency and collaboration as defined in the GitLab Handbook.

About the team

The Enablement & AI function is part of the CRO organization. Enablement is instrumental in helping GitLab grow at a more accelerated pace and achieve our ambitious revenue targets. The enablement organization comprises enablement leads serving the CRO business functions, a centralized content group, AI tech resources, and an operations team.

• Benefits to support your health, finances, and well-being
• Flexible Paid Time Off 
• Team Member Resource Groups
• Equity Compensation & Employee Stock Purchase Plan
• Growth and Development Fund
• Parental leave 
• Home office support

Please note that we welcome interest from candidates with varying levels of experience; many successful candidates do not meet every single requirement. Additionally, studies have shown that people from underrepresented groups are less likely to apply to a job unless they meet every single qualification. If you're excited about this role, please apply and allow our recruiters to assess your application.