AI Transformation Owner, CRO

at GitLab

📍 United States

USD 139,200-235,200 per year

MIDDLE SENIOR

✅ Remote

Tech Stack
Tag name is followed by "@" symbol and proficiency level value. About proficiency levels:

1-2 — basic awareness. Minimal hands-on experience, and a rudimentary understanding of the technology's purpose;

3-6 — daily use. Comfortable and regular usage, capable of handling common tasks and challenges related to the technology;

7-9 — you are an expert, you can teach others, you know all the pitfalls and tricks;

10 — exceptional knowledge, comprehensive understanding, and adeptness in all aspects of the technology, including advanced problem-solving. Think twice before claiming or demanding such level.

AI @ 5 Change Management Project Management @ 6

Details

An overview of this role

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.