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Order to Cash, Order Management and Billing Lead

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OpenAI

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Location:
United States , San Francisco

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Category:
Finance

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Contract Type:
Not provided

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Salary:

185000.00 - 205000.00 USD / Year
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Job Description:

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.

Job Responsibility:

  • 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
  • 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 scalability
  • 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

Requirements:

  • 10+ years of experience across Order-to-Cash, Order Management, and Billing Operations within a SaaS, enterprise software, or high-growth technology environment
  • 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
What we offer:
  • Medical, dental, and vision insurance for you and your family, with employer contributions to Health Savings Accounts
  • Pre-tax accounts for Health FSA, Dependent Care FSA, and commuter expenses (parking and transit)
  • 401(k) retirement plan with employer match
  • Paid parental leave (up to 24 weeks for birth parents and 20 weeks for non-birthing parents), plus paid medical and caregiver leave (up to 8 weeks)
  • Paid time off: flexible PTO for exempt employees and up to 15 days annually for non-exempt employees
  • 13+ paid company holidays, and multiple paid coordinated company office closures throughout the year for focus and recharge, plus paid sick or safe time (1 hour per 30 hours worked, or more, as required by applicable state or local law)
  • Mental health and wellness support
  • Employer-paid basic life and disability coverage
  • Annual learning and development stipend to fuel your professional growth
  • Daily meals in our offices, and meal delivery credits as eligible
  • Relocation support for eligible employees
  • Additional taxable fringe benefits, such as charitable donation matching and wellness stipends, may also be provided
  • Offers Equity
  • Performance-related bonus(es) for eligible employees

Additional Information:

Job Posted:
February 21, 2026

Employment Type:
Fulltime
Work Type:
Hybrid work
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