AI Deployment Manager - Pilots - San Francisco

OpenAI, Inc.

Job Overview

Location

San Francisco

Job Type

Full-time

Full Job Description

📋 Description

• The AI Deployment Manager (ADM) - Pilots role at OpenAI is a strategic, customer-facing position responsible for designing and leading time-bound enterprise AI pilots that help organizations evaluate OpenAI’s products in real-world settings, identify high-value use cases, and generate clear, decision-ready signals tied to business outcomes. This role is critical in bridging technical capabilities with commercial decisions, ensuring that AI adoption is not just experimental but leads to measurable impact and expansion opportunities.
• Day to day, the AI Deployment Manager will own the end-to-end design and execution of enterprise AI pilots, including scoping engagements, defining success criteria aligned to commercial decisions, identifying and prioritizing 1–3 high-impact use cases within a 30–45 day window, driving activation and sustained usage through targeted enablement, office hours, and workflow-level coaching, monitoring performance in real time to diagnose engagement gaps or misalignment, translating outcomes into executive-ready recommendations for expansion or purchase, navigating customer constraints around security, data access, and competing tools, partnering with Account Directors, Solutions Engineers, and customer stakeholders to align on scope and risks, and capturing cross-pilot patterns to build repeatable playbooks that improve qualification and execution.
• The role sits within OpenAI’s Go-to-Market organization, working closely with sales, technical, and customer success teams to deliver structured pilot experiences that accelerate enterprise adoption of ChatGPT Enterprise, Codex, and related AI workflows. OpenAI is a mission-driven AI research and deployment company committed to ensuring artificial general intelligence benefits all of humanity, with a strong emphasis on safety, ethical deployment, and inclusive innovation.
• In this role, the individual will develop deep expertise in enterprise AI adoption strategies, learn how to connect technical product capabilities to concrete business outcomes in complex organizational environments, refine skills in executive storytelling and change management, gain exposure to cutting-edge AI products and their real-world applications across industries, and build a portfolio of repeatable pilot frameworks that can scale impact across OpenAI’s enterprise customer base.

🎯 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
• Proven experience leading structured pilots, POCs, or adoption programs tied to clear business or commercial decisions
• Exceptional presentation and communication skills, especially in conveying technical concepts and pilot outcomes clearly to executive stakeholders
• Experience driving product adoption and change management in large organizations, moving users from experimentation to sustained usage
• Technical fluency to reason about data access, integrations, and deployment constraints, with the ability to connect technical capabilities to business outcomes
• Comfort operating in fast-paced, ambiguous environments, making real-time tradeoffs while maintaining clarity and momentum
• High ownership mindset and collaborative approach, proactively driving outcomes across sales, technical, and customer stakeholders
• Personal commitment to the responsible and ethical deployment of AI

🏖️ Benefits

• Opportunity to work at the forefront of AI innovation with OpenAI’s mission to ensure artificial general intelligence benefits all of humanity
• Engagement with cutting-edge products like ChatGPT Enterprise and Codex in real-world enterprise settings
• Collaborative, impact-driven culture focused on solving complex customer challenges through structured AI adoption
• Exposure to executive-level stakeholders across industries, enabling rapid professional growth and strategic influence
• Commitment to ethical AI development and deployment, with strong emphasis on safety, inclusivity, and responsible innovation

Skills & Technologies

Onsite

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OpenAI, Inc.

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About OpenAI, Inc.

OpenAI is a San Francisco-based artificial intelligence research and deployment company founded in 2015. It develops large-scale AI models such as GPT, DALL-E, and Codex, providing cloud APIs and consumer applications like ChatGPT. Originally established as a non-profit, it later created a capped-profit subsidiary to attract capital while maintaining its mission to ensure artificial general intelligence benefits all of humanity.

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