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OpenAIOpenAISan Francisco, CA

AI Deployment Manager - Pilots - San Francisco

Lead time-bound enterprise AI pilots for OpenAI customers from scoping to executive readout. Identify high-value use cases, drive adoption of ChatGPT Enterprise and Codex, and translate outcomes into commercial expansion recommendations. Requires 8+ years customer-facing experience with pilots/POCs and strong technical-to-business translation skills.

162k – 230k/yr
Hybrid8+ YOESolutions Architecture

About the role

Responsibilities

  • Own the design and execution of enterprise AI pilots, including scoping, cohort definition, and success criteria aligned to a clear commercial decision.
  • Identify and prioritize a small set of high-impact use cases that can generate credible signal within a 30–45 day pilot.
  • 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.
  • 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.

Requirements

  • 8+ years of experience in enterprise consulting, customer success, program management, solutions engineering, or a similar customer-facing role, engaging executive and senior technical audiences.
  • Led structured pilots, POCs, or adoption programs tied to a clear business or commercial decision.
  • Exceptional presentation and communication skills, particularly when conveying technical concepts and pilot outcomes clearly to executive stakeholders.
  • Experience driving product adoption and change management within large organizations, moving users from initial experimentation to sustained usage.
  • Technical fluency to reason about data access, integrations, and common deployment constraints, and connect technical capabilities to concrete business outcomes.
  • Comfortable operating in fast-paced, ambiguous environments, making tradeoffs in real time while maintaining clarity and momentum.
  • High ownership mindset and collaborative approach, proactively driving outcomes across sales, technical, and customer stakeholders.
  • Personally committed to the responsible and ethical deployment of AI.

Nice-to-Haves

  • Experience with AI products such as ChatGPT Enterprise or Codex.

Skills

ai deploymententerprise pilotsproduct adoptionChange Managementtechnical fluencyexecutive presentationsProgram ManagementSolutions EngineeringStakeholder Managementdata integrations

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