Head of Customer Experience Architecture

OpenAI•San Francisco, CA

19h

About The Position

About the team OpenAI’s enterprise customers are making significant investments in AI, and adoption is accelerating. But meaningful AI transformation is not just a technology rollout, it reshapes how organizations operate, make decisions, and create value. The AI Strategy & Adoption team partners with OpenAI’s most strategic enterprise customers to guide them through that transformation. We work directly with executive leaders to translate frontier AI capabilities into new operating models, workforce transformation, and measurable business outcomes. Our mission is to help organizations move from AI experimentation to sustained enterprise capability, enabling them to continuously innovate and reinvent their business. About the role We are seeking a senior leader with strong experience designing and facilitating high-impact executive journeys that turn complexity into clarity, alignment, and momentum. In this role, you will work alongside the Head of AI Strategy & Adoption to design and deliver the experience environments through which OpenAI engages enterprise leaders in AI transformation. This role will help shape how OpenAI partners with enterprise leadership teams to understand and act on the implications of frontier AI. You will architect not only the human interactions, workshops, and structured moments through which executive teams understand the implications of AI and align on a transformation roadmap, but also the AI-native methods, tools, and digital layers that make these experiences more insightful, participatory, adaptive, and scalable. Your role is to ensure that these engagements are strategically sound, experientially powerful, and increasingly powered by the very capabilities OpenAI brings to market.

Requirements

Use AI fluently in your own work and see frontier models not just as content tools, but as design material for new kinds of executive experiences.
Can imagine and prototype AI-powered experiences that go beyond traditional workshops and presentations.
Are excited by the idea of combining facilitation craft, strategic judgment, and lightweight product or prototyping instincts to shape how these experiences are powered.
Know how to use technology to deepen participation, accelerate synthesis, and create continuity before, during, and after executive engagements.
Can engage credibly with CEOs, C-suite leaders, and senior operators as a strategic facilitator and guide.
Bring strong judgment about how leaders absorb new ideas, build conviction, and commit to action together.
Have a sharp instinct for experience design, narrative flow, moderation, and the human dynamics of transformation.
Are able to translate complex technical capabilities into accessible and strategically meaningful executive conversations.
Can build repeatable frameworks and high standards while adapting fluidly to the needs of each customer and context.
Lead with presence, empathy, rigor, and thoughtful judgment in high-stakes environments.

Responsibilities

Design and lead executive engagements, immersive sessions, workshops, and transformation experiences for OpenAI’s most strategic enterprise customers, using AI-native methods to improve preparation, personalization, participation, synthesis, and follow-through.
Translate frontier AI capabilities into clear, compelling, and decision-ready experiences for C-suite leaders and senior operators.
Model AI-native ways of working for both customers and internal teams, demonstrating how frontier models can enhance strategic preparation, workshop design, live facilitation, synthesis, and action planning.
Facilitate and guide high-stakes conversations with executive leadership teams that help organizations move from ambiguity to alignment on vision, priorities, measures of success, and roadmaps, supporting commitment to execution and enabling a formalized handoff to Strategic Execution.
Partner with C-suite leaders and senior operators to establish measures of success and initial accountability for transformation initiatives.
Architect the end-to-end customer journey across key moments of the AI Strategy & Adoption motion, including LEAP and future engagement models.
Define and evolve repeatable experience frameworks, formats, and standards that scale OpenAI’s enterprise transformation work while maintaining depth and quality.
Partner closely with Executive Engagement and Strategic Execution leads to ensure strategic narrative, experiential design, and execution remain tightly integrated.
Help shape the digital and applicative layer behind the motion, ensuring tools and platforms enhance executive understanding, participation, and follow-through.
Help define and evolve OpenAI’s enterprise transformation methodology through insight generation from executive engagements.
As this motion evolves, this role may also help build and mentor a small team responsible for scaling executive engagement experiences.