AI Transformation Owner, CRO

Details

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 organizational strategy. The role partners closely with product and engineering teams to pilot and scale AI solutions, owns the operational transformation plan needed to embed AI into day-to-day field workflows, and establishes governance to keep AI adoption safe, compliant, and aligned with company standards. This is a hands-on role requiring the ability to move from strategy to execution autonomously.

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

Responsibilities

• Own and continuously evolve the roadmap for AI-driven enablement initiatives, prioritizing based on field impact, feasibility, and alignment with the broader Enterprise AI strategy.
• Identify, scope, and execute high-value AI use cases for the field, including deal support, prospecting, content generation, guided selling, skills, and change management.
• Work with stakeholders to define success criteria and measure the impact of AI initiatives.
• Build relationships with champions in the field organization to activate power users and drive peer-led adoption.
• Track adoption metrics such as usage, proficiency, and behavior change in collaboration with the AI Ops Specialist and Enablement Analyst.
• Design and drive the operational plan that turns AI pilots into scaled, repeatable processes.
• Coordinate across enablement, operations, and technical teams to remove execution bottlenecks.
• 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.

Requirements

• Several years of experience in enablement, sales operations, or a related go-to-market function, with a track record of owning initiatives end-to-end.
• Direct experience evaluating, piloting, or deploying AI tools or solutions in a business context.
• Solid technical understanding of how AI solutions work and where they add value.
• Experience with AI-assisted prospecting, call intelligence, forecasting copilots, RFP or proposal generation, or similar AI applications.
• Proven ability to work closely with product and engineering teams, translating field needs into technical requirements and vice versa.
• Ability to operate with significant autonomy, define scope, structure ambiguous problems, and drive work forward without detailed direction.
• Strong project management skills and the ability to manage multiple workstreams in parallel, including roadmaps, use cases, operational transformation, and governance.
• A builder's orientation toward new technology, with curiosity about experimentation and the ability to distinguish genuine opportunities from hype.
• Familiarity with field or sales enablement activities such as onboarding, tool adoption, content, and coaching, and with how AI can augment them.
• Ability to work in an all-remote, asynchronous environment with an emphasis on transparency and collaboration.

Benefits

• Benefits supporting health, finances, and well-being.
• Flexible paid time off.
• Team Member Resource Groups.
• Equity compensation and Employee Stock Purchase Plan.
• Growth and Development Fund.
• Parental leave.
• Home office support.

GitLab is an equal opportunity workplace and supports workplace accommodations during the recruiting process. All GitLab roles are remote, although some roles may have location-based eligibility requirements.