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 senior leadership role is at the intersection of Finance, Operations, and Engineering, responsible for execution, organizational design, long‑term capability building, and driving AI adoption.

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.

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.

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.

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.

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.

Oversee financial performance across the function; balance execution needs with financial constraints and ensure leaders manage within approved budgets. Own parcel and third‑party cost recognition and reporting. 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.

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.

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.

Maintain strong internal controls over billing, revenue recognition, and cash application. Support external audits and revenue‑related reviews. Ensure billing and revenue processes…