OpenAI

AI Deployment Manager – Pilots

OpenAI

full-time

Posted on:

Location Type: Hybrid

Location: San FranciscoCaliforniaUnited States

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Salary

💰 $251,000 - $278,000 per year

Job Level

About the role

  • 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

  • Have 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.
  • 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.
  • Bring enough technical fluency to reason about data access, integrations, and common deployment constraints, and can connect technical capabilities to concrete business outcomes.
  • Are comfortable operating in fast-paced, ambiguous environments, making tradeoffs in real time while maintaining clarity and momentum.
  • Bring a high ownership mindset and collaborative approach, proactively driving outcomes across sales, technical, and customer stakeholders.
  • Are personally committed to the responsible and ethical deployment of AI.
Benefits
  • Medical, dental, and vision insurance for you and your family, with employer contributions to Health Savings Accounts
  • Pre-tax accounts for Health FSA, Dependent Care FSA, and commuter expenses (parking and transit)
  • 401(k) retirement plan with employer match
  • Paid parental leave (up to 24 weeks for birth parents and 20 weeks for non-birthing parents), plus paid medical and caregiver leave (up to 8 weeks)
  • Paid time off: flexible PTO for exempt employees and up to 15 days annually for non-exempt employees
  • 13+ paid company holidays, and multiple paid coordinated company office closures throughout the year for focus and recharge, plus paid sick or safe time (1 hour per 30 hours worked, or more, as required by applicable state or local law)
  • Mental health and wellness support
  • Employer-paid basic life and disability coverage
  • Annual learning and development stipend to fuel your professional growth
  • Daily meals in our offices, and meal delivery credits as eligible
  • Relocation support for eligible employees
  • Additional taxable fringe benefits, such as charitable donation matching and wellness stipends, may also be provided.
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
enterprise AI pilotsprogram managementsolutions engineeringdata accessintegrationschange managementproduct adoptionpilot executionbusiness decision makingtechnical fluency
Soft Skills
presentation skillscommunication skillscollaborative approachownership mindsetadaptabilityengagementcoachingstakeholder alignmentproblem-solvingexecutive communication