OpenAI

Order to Cash Lead, Order Management, and Billing

OpenAI

full-time

Posted on:

Location Type: Hybrid

Location: San Francisco • 🇺🇸 United States

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Salary

💰 $225,000 per year

Job Level

Senior

Tech Stack

ERPOracle

About the role

  • 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.

Requirements

  • 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).
  • 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.
Benefits
  • 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.

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
Order-to-CashOrder ManagementBilling OperationsSaaS billing modelsCPQERPbilling platformsdata analysisautomation initiativesmonth-end close
Soft skills
leadershipdetail orientationproblem-solvingproactive approachnavigating ambiguitymanaging timelinesmentoringcreating accountabilityfostering ownershipcontinuous improvement