AI Transformation Owner, CRO

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

• Several years of experience in enablement, sales operations, or a related GTM 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, 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).
• Proven ability to work closely with product and engineering teams, translating field needs into technical requirements and vice versa.
• Comfortable operating with significant autonomy — able to define scope, structure ambiguous problems, and drive work forward without needing detailed direction.
• Strong project management instincts; able to manage multiple workstreams (roadmap, use cases, ops transformation, governance) in parallel without dropping details.
• A builder's orientation toward new technology — curious about what's possible, willing to experiment, and able to separate genuine opportunity from hype.
• Familiarity with field or sales enablement motions (onboarding, tool adoption, content, coaching) and how AI can realistically augment them.
• Ability to work in an all-remote, asynchronous environment, leaning heavily on transparency and collaboration as defined in the GitLab Handbook.

Compensation & Benefits

• Base salary range: $139,200–$235,200 USD (United States only; does not include bonuses, equity, or benefits).
• Sales roles are also eligible for incentive pay targeted at up to 100% of the offered base salary.
• Flexible Paid Time Off
• Equity Compensation & Employee Stock Purchase Plan
• Growth and Development Fund
• Parental Leave
• Home office support
• Team Member Resource Groups