Job Overview
Location
San Francisco
Job Type
Full-time
Category
Operations
Date Posted
June 24, 2026
Full Job Description
đź“‹ Description
- • The Head of Deal Strategy will build and lead a team responsible for creating world-class commercial proposals at scale, translating complex AI products into compelling customer narratives to drive strategic advantage.
- • Day to day, the role involves establishing scalable deal support mechanisms like proposal templates and negotiation playbooks, building standardized ROI frameworks, advising account teams on deal strategy, partnering with cross-functional teams including sales, pricing, legal, and product, developing CFO-ready proposals for high-value deals, presenting recommendations in customer conversations, converting bespoke work into reusable assets, creating AI-native deal strategy tools such as proposal copilots and knowledge retrieval systems, and establishing feedback loops to improve products and field motions.
- • The role sits within OpenAI’s commercial organization, partnering closely with sales, pricing, deal desk, strategy, revops, finance, product, legal, enablement, and revenue operations to build a scalable proposal engine that improves deal quality, speed, and win rates across the business.
- • The person in this role will learn to lead high-impact cross-functional initiatives, deepen expertise in AI-driven commercial strategy, build scalable deal support systems at a frontier AI company, and shape how complex AI solutions are valued and sold to enterprises globally.
🎯 Requirements
- • 12+ years of experience in deal desk, deal strategy, strategic sales, or related functions
- • Proven track record of building scalable processes, playbooks, and teams that improve deal execution in large organizations
- • Experience advising field teams and executive stakeholders on complex, high-value, or first-of-kind deals
- • Strong communication and storytelling skills to translate complex commercial concepts into compelling customer narratives
- • Financial and analytical rigor, including experience building ROI models, business cases, and executive-ready materials
- • Experience leading cross-functional initiatives across Sales, Finance, Product, Legal, and Operations teams
🏖️ Benefits
- • Opportunity to build and lead a strategic function at the forefront of AI commercialization
- • Work with cutting-edge AI technology and help shape how AI is adopted by enterprises worldwide
- • Collaborate with world-class teams across sales, product, finance, and strategy at a mission-driven AI company
- • Create AI-native tools that scale expertise and improve deal productivity across the organization
- • Influence OpenAI’s commercial approach and contribute to scalable, high-quality deal execution
- • Work in a mission-driven culture focused on ensuring AI benefits all of humanity
Skills & Technologies
See exactly how your profile matches this role — strengths, skill gaps, and what to do about them.
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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