Head of Billing & Revenue Operations

About the role

We are seeking a strategic, analytically rigorous leader to set the direction and own Revenue and Billing Operations across our 3PL platform, inclusive of fulfillment, parcel, and software services. This is a senior leadership role at the intersection of Finance, Operations, and Engineering — responsible not just for execution, but for designing the organizational model, shaping the function's long-term capability, and driving AI adoption as a core leadership accountability.

Responsibilities

• Functional Strategy & Org Design
• Set the multi-year strategic vision for Revenue and Billing Operations, anticipating future business needs, system constraints, and capability gaps before they become execution risks
• Design and evolve a scalable organizational model that supports long-term growth across a complex, multi-service, multi-entity platform
• Ensure strategy is clear, executable, and adopted across all teams — not just defined at the top
• Revenue Capture & Billing Execution
• Own end-to-end, contract-driven billing processes across parcel and fulfillment services
• Translate complex client agreements into accurate, scalable billing logic and workflows
• Design and maintain client-specific billing configurations and pricing structures
• Balance short-term execution with longer-term capability building; results evaluated on sustained accuracy, scalability, and ability to deliver at scale
• Systems, Data & Process Design
• Develop a deep understanding of data flows across WMS, TMS, parcel systems, and billing platforms
• Partner with Engineering and Data teams to define, improve, and automate billing logic and integrations
• Identify and resolve root-cause gaps in data capture or system design that impact revenue realization
• Build scalable processes that reduce manual intervention and improve auditability
• Revenue Recognition & Financial Reporting
• Ensure accurate revenue recognition in accordance with applicable accounting standards (ASC 606)
• Partner with Corporate Accounting to support month-end close, including revenue accruals and reconciliations
• Deliver clear reporting on revenue, billing accuracy, and margin by client, service line, and activity
• AI Strategy & Adoption
• Shape and own the AI strategy for the Revenue and Billing function, committing to measurable adoption goals (e.g., % of team active on AI tools, hours saved, reduction in manual billing intervention)
• Proactively evolve org design, workflows, and talent expectations as AI and automation capabilities mature
• Model the belief that AI adoption is a leadership accountability — drive automation in billing logic, invoice processing, and exception handling as strategic priorities
• Financial Performance & Margin Visibility
• Oversee financial performance across the function; balance execution needs with financial constraints and ensure leaders manage within approved budgets
• Perform margin analysis by customer, and service offering
• Identify patterns or risks and work with Finance and Operations executives to adjust plans as needed
• Partner with Finance and Operations to surface pricing gaps, cost leakage, and margin improvement opportunities
• Cross-Functional Alignment
• Communicate revenue insights — risk, trends, margin impact — with influence across Finance leadership, CFO, and executive stakeholders
• Partner with Sales, Legal, and Customer Success to ensure contracts are structured for accurate billing and revenue capture
• Coordinate with Customer Success to resolve billing inquiries, disputes, and escalations
• Partner with Operations to ensure services delivered are fully and accurately billed
• Team Leadership & Talent Development
• Lead, mentor, and develop a team of directors and managers — setting clear performance expectations and actively shaping long-term leadership capability across the function
• Build a team culture of precision, accountability, and continuous improvement
• Develop talent for the next level; invest in building leadership depth across the org
• Controls, Compliance & Audit
• Maintain strong internal controls over billing, revenue recognition, and cash application
• Support external audits and revenue-related reviews
• Ensure billing and revenue processes are compliant, documented, and scalable
• Sales Tax & Compliance
• Oversee sales tax discovery and ensure proper application across services and jurisdictions
• Partner with external advisors as needed to maintain compliance

Qualifications

• 12–18 years of progressive experience in revenue operations, billing, finance, or related roles — preferably in logistics, 3PL, or high-volume transaction environments
• Demonstrated experience designing or transforming a revenue/billing function at scale
• Strong understanding of complex billing models (usage-based, contract-driven, multi-service pricing)
• Experience partnering with Engineering or Data teams to design scalable processes and automation
• Knowledge of revenue recognition principles (ASC 606); experience with software revenue is a plus
• Exceptional ability to communicate with influence across Finance leadership, CFO, and executive stakeholders
• High attention to detail with a focus on accuracy, accountability, and continuous improvement