RAG
ABOUT THE TEAM
The Enablement team enables organizations to turn OpenAI products into real, sustained impact through world-class enablement and training execution.
Our mission is to help customers successfully adopt and operationalize AI across their organizations. We partner with enterprises to translate the potential of OpenAI’s technology into durable capability—through structured training, technical enablement, and scalable deployment programs.
By helping customers move from experimentation to production, the Enablement team accelerates time-to-value, deepens product adoption, and helps make OpenAI indispensable to how organizations work.
About the Role
The Enablement Lead role is a specialist post-sales enablement role focused on delivering high-impact enablement and adoption services across OpenAI’s product suite. This role is responsible for designing and delivering technical enablement experiences that support a repeatable adoption framework– driving sustained activation, expanding breadth and depth of usage, and measurable business value across OpenAI’s product suite, including ChatGPT Enterprise, Codex, Agents, and the API. This includes helping customers understand and correctly apply the deployment harnesses, evaluation layers, and operational controls required for reliable use.
This role blends deep technical fluency, instructional design, and customer advisory. You will lead live trainings, workshops, and adoption interventions for audiences ranging from hands-on builders to executive leaders, helping customers understand not just what OpenAI’s products can do, but how to use them effectively in real-world contexts.
Success in this role means accelerating customer confidence, increasing product adoption, supporting successful launches of new product capabilities, and helping customers translate technical features into tangible outcomes.
This role is based in our Tokyo Office. We use a hybrid work model of 3 days in the office per week and offer relocation assistance to new employees.
In this role, you will:
- Own the technical enablement of OpenAI products, including ChatGPT Enterprise, Codex, Agents, and API capabilities, helping define effective enablement patterns that support adoption across customer segments
- Lead customer training and enablement across the full customer lifecycle, from initial onboarding through expansion, optimization, and long-term adoption.
- Design and deliver high-impact training engagements, including onboarding sessions, advanced capability trainings, executive briefings, hackathons, and hands-on workshops for audiences ranging from senior leaders to working teams.
- Drive customer activation, sustained usage, and measurable business value through structured enablement and deployment programs designed for durable adoption at scale
- Partner closely with Sales, AI Success Engineers, Solutions Engineering, and Product teams to ensure seamless handoff from pre- to post-sale and consistent customer experience.
- Develop and refine reusable training assets, playbooks, and best practices based on patterns observed across customers and regions.
- Gather customer feedback from training and enablement engagements, synthesize themes across accounts, and relay insights to internal stakeholders to inform product and program improvements.
YOU’LL THRIVE IN THIS ROLE IF YOU:
- Have 4+ years of experience in customer-facing or instructional roles, engaging C-level and senior technical audiences in complex enterprise environments.
- Possess exceptional presentation and communication skills, particularly when conveying the value of technical concepts clearly to senior and executive-level audiences.
- Strong technical depth across coding, agents, and APIs, with a practical understanding of how AI systems are built, evaluated, and operated in production, including RAG, evaluation strategies, fine-tuning, and key tradeoffs.
- Proven experience leading structured technical trainings, such as API bootcamps, workshops, or enablement sessions, with the ability to design learning journeys, handle live questions, and reason through problems in real time.
- Strong ability to connect technical features and capabilities to concrete business outcomes such as productivity, efficiency, cost reduction, risk mitigation, or revenue impact.
- Have a humble attitude, an eagerness to help others, and a desire to pick up whatever knowledge you're missing to make both your team and our customers succeed.
- Comfortable thinking on their feet in live customer settings, adapting quickly to new information, shifting priorities, and real-time questions while maintaining clarity, ownership, and momentum.
- Are personally committed to fostering the safe and ethical evolution of AI.
About OpenAI
OpenAI is an AI research and deployment company dedicated to ensuring that general-purpose artificial intelligence benefits all of humanity. We push the boundaries of the capabilities of AI systems and seek to safely deploy them to the world through our products. AI is an extremely powerful tool that must be created with safety and human needs at its core, and to achieve our mission, we must encompass and value the many different perspectives, voices, and experiences that form the full spectrum of humanity.
We are an equal opportunity employer, and we do not discriminate on the basis of race, religion, color, national origin, sex, sexual orientation, age, veteran status, disability, genetic information, or other applicable legally protected characteristic.
For additional information, please see OpenAI’s Affirmative Action and Equal Employment Opportunity Policy Statement https://cdn.openai.com/policies/eeo-policy-statement.pdf.
Background checks for applicants will be administered in accordance with applicable law, and qualified applicants with arrest or conviction records will be considered for employment consistent with those laws, including the San Francisco Fair Chance Ordinance, t