About the role

AI Deployment Manager specializing in technical enablement of OpenAI products. Collaborating with cross-functional teams and leading customer training engagements in a hybrid work model.

Responsibilities

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.

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.

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.