Leads enterprise AI pilots for OpenAI products like ChatGPT Enterprise and Codex, from scoping to executive recommendations, driving customer activation, usage, and business value decisions. Requires 8+ years in customer-facing roles with technical fluency and strong communication skills.
162k – 230k
Hybrid8+ YOECustomer Success
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.
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.
Drives post-sales technical success for OpenAI's key enterprise customers, leading adoption, deployment, and value realization. Requires 8+ years in technical customer-facing roles with deep OpenAI product expertise and hands-on coding skills.
162k – 230k
Remote8+ YOECustomer Success
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