Head of Finance Operations & Deal Desk

About the Team

OpenAI Finance ensures the organization is positioned for long-term success as we pursue our mission.

The Revenue team plays a critical role in enabling OpenAI to scale its commercial offerings – overseeing billing operations, deal desk, revenue systems, and revenue accounting. We work cross-functionally with Product, Engineering, and Go-To-Market teams to support new monetization strategies, improve operational efficiency, and maintain financial integrity.

About the Role

As the Head of Finance Operations & Deal Desk, you will own the end-to-end quote-to-cash (QTC) process — from pre-sale strategy (Deal Desk) to post-sale execution (Billing Operations, Credits and Collections). You will design scalable processes, oversee pricing and discounting strategies, drive automation across QTC systems, and partner with cross-functional teams to ensure operational excellence.

We’re looking for a strategic operator with deep expertise in deal structuring, billing operations, and enterprise-scale revenue systems, who thrives in a fast-paced and rapidly evolving environment.

This role is based in San Francisco, CA. We use a hybrid work model of 3 days in the office per week and offer relocation assistance to new employees.

In this role, you will:

• Lead and scale the Deal Desk team, driving global pricing strategies, non-standard deal support, and discounting guidance.

• Manage Billing Operations, including order ingestion, invoicing, collections, and resolution of billing escalations.

• Partner with Revenue Systems and GTM teams to ensure launch readiness for new pricing, packaging, and monetization strategies.

• Own and optimize end-to-end quote-to-cash workflows, championing automation across CPQ, ERP, and billing platforms.

• Define scalable processes and internal controls to support hyper-growth and global expansion.

You might thrive in this role if you have: 

• Deep quote-to-cash expertise, including how sales, pricing, contracts, billing, and finance interconnect.

• A Deal Desk or Pricing Operations background, with experience supporting large, global sales teams and complex pricing models.

• Hands-on experience with CPQ and billing systems, leading large-scale implementations or overhauls in hyper-growth environments.

• Strong communication and partnerships skills to influence cross-functional partners like GTM, Legal, Engineering, and Finance.

• A process and systems oriented mindset, with the ability to anticipate control gaps and design scalable solutions.

About OpenAI

OpenAI is an AI research and deployment company dedicated to ensuring that general-purpose artificial intelligence benefits all of humanity. We push the boundaries of the capabilities of AI systems and seek to safely deploy them to the world through our products. AI is an extremely powerful tool that must be created with safety and human needs at its core, and to achieve our mission, we must encompass and value the many different perspectives, voices, and experiences that form the full spectrum of humanity. 

We are an equal opportunity employer, and we do not discriminate on the basis of race, religion, color, national origin, sex, sexual orientation, age, veteran status, disability, genetic information, or other applicable legally protected characteristic.

For additional information, please see OpenAI’s Affirmative Action and Equal Employment Opportunity Policy Statement.

Qualified applicants with arrest or conviction records will be considered for employment in accordance with applicable law, including the San Francisco Fair Chance Ordinance, the Los Angeles County Fair Chance Ordinance for Employers, and the California Fair Chance Act. For unincorporated Los Angeles County workers: we reasonably believe that criminal history may have a direct, adverse and negative relationship with the following job duties, potentially resulting in the withdrawal of a conditional offer of employment: protect computer hardware entrusted to you from theft, loss or damage; return all computer hardware in your possession (including the data contained therein) upon termination of employment or end of assignment; and maintain the confidentiality of proprietary, confidential, and non-public information. In addition, job duties require access to secure and protected information technology systems and related data security obligations.

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