Director of Billing Operations

Diesel Direct Inc; Stoughton (MA); On-site; USD 120,000 - 180,000; Full time

Job summary

Diesel Direct Inc. in Stoughton, MA, seeks a Director of Billing Operations to lead the end-to-end order-to-cash process, drive accuracy, and optimize billing systems. You will mentor the billing team, set KPIs, and partner with Finance to ensure timely closes and strong cash flow.

The role requires a strategic leader with hands-on experience in billing, invoicing, and financial controls, capable of scaling operations in a growing logistics business.

Qualifications

• Bachelor's degree in Business Administration, Finance, Accounting, or equivalent.

Responsibilities

• Lead, mentor, and develop billing personnel to create a high-performing team.

Skills

Leadership

Billing processes

Invoicing & reconciliations

Financial controls

Analytical skills

Communication & leadership

Multitasking in fast-paced environment

Education

Bachelor's degree in Business Administration, Finance, Accounting, or equivalent

Tools

Microsoft Dynamics GP

Epicor Prophet 21 (P21)

Ascend

SAP

Oracle

Job description

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Director of Billing Operations

Corporate full time Stoughton, MA, US

The Director is accountable for billing performance, team development, policy compliance, process optimization, and the successful execution of the company's order-to-cash cycle. This position requires a strong leader who can balance operational oversight with strategic initiatives that improve efficiency, scalability, and financial performance.

Leadership Responsibilities

• Lead, mentor, and develop billing personnel to create a high-performing and accountable team.
• Establish departmental goals, key performance indicators (KPIs), and service-level expectations.
• Conduct employee performance evaluations and support professional development initiatives.
• Recruit, train, and retain billing team members.
• Promote a culture of accuracy, accountability, continuous improvement, and customer service.
• Partner with executive leadership to align billing operations with company growth objectives.

Billing Operations

• Direct all 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 that reduce errors, improve accuracy, and minimize revenue leakage.
• Review billing exceptions, discrepancies, and disputes, ensuring 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 to support monthly, quarterly, and annual closing activities.
• Maintain data integrity across billing systems, ERP platforms, and customer records.

Vendor & Third-Party Billing Management

• Develop and maintain relationships with subcontractors, vendors, and external service providers that impact 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 to ensure compliance with contractual and billing requirements.

Process Improvement & Compliance

• Lead initiatives to streamline billing workflows and improve operational efficiency.
• Identify opportunities for automation and system enhancements to support company growth.
• Develop and document standard operating procedures for billing operations.
• Utilize 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 established 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 designed to improve cash flow, billing accuracy, and overall financial performance.

Qualifications

Required

• Bachelor's degree in Business Administration, Finance, Accounting, or a related field, or equivalent professional experience.
• 7+ years of progressive experience in billing, revenue operations, finance support, or related functions.
• 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.

Preferred

• 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.