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Posted Mar 23

AI Deployment Manager - Pilots - San Francisco

at openai

San Francisco, United StatesRemote
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Responsibilities

  • - Drive activation and sustained engagement across pilot cohorts through targeted enablement, office hours, and workflow-level coaching.
  • - Monitor pilot performance and adapt in real time, diagnosing gaps in engagement, use case traction, or stakeholder alignment.

Requirements

  • About the Role The AI Deployment Manager (ADM) - Pilots is a customer-facing role responsible for leading structured, time-bound enterprise AI pilots from initial scoping through final executive readout.
  • you will: - Own the design and execution of enterprise AI pilots, including scoping, cohort definition, and success criteria aligned to a clear commercial decision.
  • experience in enterprise consulting, customer success, program management, solutions engineering, or a similar customer-facing role, engaging executive and senior technical audiences. - Have led structured pilots, POCs, or adoption programs tied to a clear business or commercial decision. - Possess exceptional presentation and communication skills, particularly when conveying technical concepts and pilot outcomes clearly to executive stakeholders. - Have
  • experience driving product adoption and change management within large organizations, moving users from initial experimentation to sustained usage.
  • - Are personally committed to the responsible and ethical deployment of AI.
  • About OpenAI OpenAI is an AI research and deployment company dedicated to ensuring that general-purpose artificial intelligence

Experience

  • You’ll thrive in this role if you: - Have 8+ years of

Additional details

  • This role is focused on helping customers evaluate OpenAI’s products in real-world contexts, identify high-value use cases, and generate clear, decision-ready signals tied to business value.
  • You will design and lead pilot engagements that drive activation, sustained usage, and measurable impact across ChatGPT Enterprise, Codex, and adjacent workflows.
  • This includes partnering with customer stakeholders to define success criteria, guiding users from experimentation to real adoption, and translating pilot outcomes into clear recommendations that support expansion or purchase decisions.
  • You will regularly engage both executive stakeholders and working teams, adapting your approach to meet customers where they are and move them forward. In this role,
  • - Identify and prioritize a small set of high-impact use cases that can generate credible signal within a 30–45 day pilot.
  • - Translate pilot signals into clear, executive-ready recommendations, including whether and how the customer should expand.
  • - Navigate customer constraints such as security, data access, and competing tools while maintaining pilot momentum.
  • - Partner closely with ADs, SEs, and customer stakeholders to align on scope, risks, and next steps.
  • - Capture patterns across pilots and turn them into repeatable playbooks that improve qualification, execution, and outcomes.
  • - Bring enough technical fluency to reason about data access, integrations, and common deployment constraints, and can connect technical capabilities to concrete business outcomes.

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