Director of Billing & Revenue Operation

Role Description

We are seeking a highly analytical and technically capable leader to own Revenue and Billing Operations across our 3PL platform, inclusive of parcel and fulfillment services. This role is critical to ensuring complete and accurate revenue capture, translating complex client contracts into executable billing logic, and driving improvements in cash flow and margin visibility. The ideal candidate combines strong financial acumen with the ability to understand underlying data flows, system architecture, and operational processes. This is not a traditional billing role; it is a cross-functional position at the intersection of Finance, Operations, and Engineering.

Core Responsibilities

• 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.
  • Ensure completeness, accuracy, and timeliness of all customer invoices.
  • Design and maintain client-specific billing configurations and pricing structures.
• 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 gaps in data capture or system design that impact revenue realization and resolve root causes.
  • Build scalable processes that reduce manual intervention and improve audibility.
• Revenue Recognition & Financial Reporting
  • Ensure accurate revenue recognition in accordance with applicable accounting standards (ASC 606 / software revenue where applicable).
  • 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.
• Margin & Cost Visibility
  • Own parcel and third-party cost recognition and reporting.
  • Perform margin analysis by customer, contract, and service offering.
  • Partner with Finance and Operations to identify pricing gaps, cost leakage, and margin improvement opportunities.
• Accounts Receivable & Collections
  • Monitor A/R aging and drive improvements in DSO.
  • Own cash application processes and ensure timely and accurate posting of receipts.
  • Develop cash receipt forecasting and support liquidity planning.
  • Lead collections efforts in coordination with Customer Success and Sales.
• Cross-Functional Alignment
  • Partner with Sales, Legal, and Customer Success to ensure contracts are structured for accurate billing and revenue capture.
  • Support contract onboarding and ensure billing alignment prior to go-live.
  • Coordinate with Customer Success to resolve billing inquiries, disputes, and escalations.
  • Partner with Operations to ensure services delivered are fully and accurately billed.
• 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

• 10+ years of experience in revenue operations, billing, finance, or related roles, preferably in logistics, 3PL, or high-volume transaction environments.
• Strong understanding of complex billing models (usage-based, contract-driven, multi-service pricing).
• Demonstrated ability to work with data systems and understand underlying data flows (ERP, WMS, TMS, billing platforms).
• 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.
• Strong analytical skills with ability to identify and resolve discrepancies at the root cause level.
• Experience managing A/R, collections, and cash application processes.
• High attention to detail with a focus on accuracy, accountability, and continuous improvement.

What Success Looks Like

• Billing is complete, accurate, and delivered on a predictable cadence.
• No material revenue leakage due to data gaps, contract misalignment, or system limitations.
• Clear visibility into revenue and margin by customer and service line.
• DSO improves and collections become more predictable.
• Billing processes are scalable, automated, and audit-ready.
• Finance, Operations, and Engineering operate from a shared understanding of how revenue is generated and captured.