Director of Billing Operations

Diesel Direct•Stoughton, MA

About The Position

The Director of Billing Operations is accountable for billing performance, team development, policy compliance, process optimization, and execution of the company's order-to-cash cycle. The role balances operational oversight with strategic initiatives to improve efficiency, scalability, and financial performance. The Director leads billing personnel, establishes departmental goals and performance expectations, and promotes accuracy, accountability, continuous improvement, and customer service. The role oversees billing and invoicing activities, the complete order-to-cash process, billing controls, exceptions and disputes, performance metrics, financial transactions, and data integrity across billing systems and customer records. The position manages billing relationships and processes involving subcontractors, vendors, and external service providers. It also leads workflow improvement, automation and system enhancement initiatives, develops standard operating procedures, supports audits, monitors compliance, and reports on operational and financial performance to executive leadership. The Director assists with budgeting, forecasting, resource planning, and strategic efforts to improve cash flow and revenue capture.

Requirements

Bachelor's degree in Business Administration, Finance, Accounting, or a related field, or equivalent professional experience.
At least 7 years of progressive experience in billing, revenue operations, finance support, or related functions.
At least 3 years of leadership experience managing billing or administrative teams.
Strong knowledge of billing processes, invoicing, reconciliations, and financial controls.
Proven experience implementing process improvements and managing operational change.
Excellent analytical, organizational, and problem-solving skills.
Strong communication and leadership abilities.
Ability to manage multiple priorities in a fast-paced environment.

Nice To Haves

Experience in fuel, petroleum, transportation, logistics, distribution, or industrial service industries.
Experience with ERP systems including Microsoft Dynamics GP, Epicor Prophet 21 (P21), Ascend, SAP, Oracle, or similar platforms.
Knowledge of revenue management, contract billing, and large-scale invoicing operations.
Experience leading billing transformation, automation, or system implementation projects.

Responsibilities

Lead, mentor, recruit, train, and develop billing personnel; conduct performance evaluations and support professional development.
Establish departmental goals, key performance indicators, and service-level expectations.
Promote a culture of accuracy, accountability, continuous improvement, and customer service.
Partner with executive leadership to align billing operations with company growth objectives.
Direct billing and invoicing activities to ensure accuracy, timeliness, and compliance with company policies.
Oversee the complete order-to-cash process, including invoice generation, billing validation, adjustments, and account reconciliation.
Establish and maintain billing controls to reduce errors, improve accuracy, and minimize revenue leakage.
Review billing exceptions, discrepancies, and disputes and ensure timely resolution.
Monitor billing performance metrics and implement corrective actions when necessary.
Ensure accurate processing of customer invoices, subcontractor charges, vendor billings, and related financial transactions.
Partner with Finance and Accounting teams on monthly, quarterly, and annual closing activities.
Maintain data integrity across billing systems, ERP platforms, and customer records.
Develop relationships with subcontractors, vendors, and external service providers affecting billing operations.
Ensure timely collection and reconciliation of vendor invoices, delivery documentation, and supporting records.
Oversee billing processes for outsourced and subcontracted services.
Collaborate with third-party partners to improve billing accuracy, documentation, and operational efficiency.
Monitor vendor performance for compliance with contractual and billing requirements.
Lead initiatives to streamline billing workflows and improve operational efficiency.
Identify opportunities for automation and system enhancements.
Develop and document standard operating procedures for billing operations.
Use reporting and analytics to identify trends, risks, and opportunities for improvement.
Ensure compliance with company policies, financial controls, audit requirements, and industry regulations.
Support internal and external audits by maintaining accurate billing records and documentation.
Monitor departmental performance against operational and financial goals.
Develop and present billing performance reports to executive leadership.
Assist with budgeting, forecasting, and resource planning for billing operations.
Analyze billing trends and key metrics to improve revenue capture and operational efficiency.
Support strategic initiatives to improve cash flow, billing accuracy, and overall financial performance.