# AI Deployment Manager - Pilots - NYC

**Company:** [OpenAI](https://hotfix.jobs/companies/openai)
**Location:** San Francisco, CA, New York, NY
**Role:** Customer Success
**Salary:** $162k – $230k/yr
**Experience:** 8+ years
**Skills:** AI, Chatgpt Enterprise, Codex, Pilot Programs, Pocs, Product Adoption, Change Management, Data Access, Integrations, Program Management, Solutions Engineering
**Posted:** 2026-03-23

> 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.

## Job Description

## 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.

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