Order to Cash, Order Management and Billing Lead

About the Team

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

The Order to Cash (OTC) team oversees the complete flow of commercial transactions from order intake and provisioning through billing, collections, and cash application — ensuring accuracy, compliance, and operational excellence in support of OpenAI’s mission to ensure artificial general intelligence benefits all of humanity.

About the Role

We are looking for a strategic and hands-on leader to own and scale the Order Management and Billing Operations function within our OTC organization. This role is responsible for designing and operating the end-to-end order-to-invoice lifecycle, ensuring that contract, provisioning, and pricing data flow seamlessly through our systems to produce accurate, timely, and audit-ready billing. You will shape our operational strategy, partner closely across Revenue Systems, Engineering, and GTM teams, and build the operational backbone that will support the next phase of OpenAI’s scale and evolution.

This is a hands-on leadership role that blends operational execution with strategic process design, cross-functional collaboration, and system optimization—critical for scaling our OTC function to support rapid growth and global operations.

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:

• Oversee the complete order-to-invoice lifecycle and establish the systems, controls, and workflows needed to ensure accurate, timely, and audit ready billing at scale.

• Embed AI and automation directly into Order Management and Billing workflows to reduce rework, eliminate manual intervention, and proactively identify discrepancies before they become billing or revenue impacting issues.

• Partner cross-functionally with Revenue Systems, Product, Engineering, GTM, Legal, and Deal Desk to ensure quoting, configuration, provisioning, billing, and ERP stay aligned and integrated as new products and pricing models launch.

• Build and enforce controls and segregation of duties, ensuring documentation, approvals, reconciliations, and exception handling are clear, repeatable, and audit ready.

• Lead Order to Cash representation in system implementations and enhancements, defining requirements, validating data flows, and ensuring new capabilities support both current needs and long term scalability.

• Ensure data completeness and accuracy during month end close by validating that all order, pricing, billing, and usage information is fully captured and reconciled before flowing into revenue systems.

• Build and lead a high performance team, creating role clarity, mentoring talent, setting accountability mechanisms, and fostering a culture of ownership, transparency, and continuous improvement.

• Establish KPIs and performance dashboards that measure billing accuracy, cycle times, automation rates, customer escalations, and overall operational throughput to guide decision-making and prioritization.

• Develop and maintain operational documentation (SOPs, playbooks, runbooks, training pathways) to support consistent execution and team scalability.

You might thrive in this role if you have: 

• 10+ years of experience across Order-to-Cash, Order Management, and Billing Operations within a SaaS, enterprise software, or high-growth technology environment, including at least 5 years of proven leadership in a managerial role.

• In-depth knowledge of SaaS billing models, including subscription, usage-based, and hybrid structures.

• Hands-on experience with CPQ, ERP, and billing platforms (e.g., Salesforce, Oracle Fusion, NetSuite, Stripe, Metronome).

• Exceptional communication skills, capable of cross-functional collaboration and efficient resolution of customer issues.

• High detail orientation and a data-driven mindset, skilled in analyzing complex billing scenarios and driving continuous process enhancements.

• A strong understanding of month-end close, reconciliations, and SOX compliance frameworks.

• Demonstrated success driving automation initiatives and system implementations across the OTC cycle.

• Strong problem-solving abilities with a proactive approach.

• Thrive in dynamic environments, demonstrating the ability to navigate ambiguity, solve complex problems, and manage timelines effectively in a fast-paced, ever-evolving setting.

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.

Background checks for applicants will be administered in accordance with applicable law, and qualified applicants with arrest or conviction records will be considered for employment consistent with those laws, including the San Francisco Fair Chance Ordinance, the Los Angeles County Fair Chance Ordinance for Employers, and the California Fair Chance Act, for US-based candidates. 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.

To notify OpenAI that you believe this job posting is non-compliant, please submit a report through this form. No response will be provided to inquiries unrelated to job posting compliance.

We are committed to providing reasonable accommodations to applicants with disabilities, and requests can be made via this link.

OpenAI Global Applicant Privacy Policy

At OpenAI, we believe artificial intelligence has the potential to help people solve immense global challenges, and we want the upside of AI to be widely shared. Join us in shaping the future of technology.