AI Transformation Owner, CRO
gitlab • Remote, United States
Posted: July 22, 2026
Job Description
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.
How GitLab will support you
- 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.
Additional Content
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.
How GitLab will support you
- 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.