Billing Specialist

Fleetworthy offers the only complete technology suite for fleet readiness, uniting safety and compliance, toll management, and weigh station bypass solutions. We help fleets streamline operations, control costs, and operate with confidence.

Trusted by 75% of the top fleets in North America, Fleetworthy offers the most adopted toll management solution and largest weigh station bypass network. Going beyond regulatory requirements, our safety and compliance capabilities strengthen safety programs and enable proactive audit readiness. We support millions of vehicles and drivers and are recognized across the industry for innovation and leadership.

Fleetworthy is shaping the future of fleet readiness with AI-enabled, connected fleet technology that keeps drivers safe, fleets compliant, and operations running at peak efficiency. Learn more at fleetworthy.com.

Job Purpose: The Billing Specialist/Senior Billing specialist is responsible for leading the end-to-end billing process for Fleetworthy's customers, ensuring billings are complete, accurate, timely, and consistent with contractual and operational requirements. Reporting to Assistant Corporate Controller, Canada, Canada, this role servers as a key point of contact for billing-related matters and works cross-functionally to research and resolve billing discrepancies and customer inquiries.

The role also supports the integrity of the billing process through reconciliations, data, analysis, and reporting, identifying exceptions and opportunities to improve billing accuracy, controls, and processes. The successful candidate will demonstrate strong ownership, attention to detail, analytical skills, and a customer-focused approach while working collaboratively across the organization.

Key Accountabilities

• Billing Operations
• Lead the end-to-end billing process to ensure customer billings are complete, accurate, timely, consistent with contractual and operational information.
• Own the identification and resolution of billing exceptions, coordinating with relevant stakeholders to resolve issues before or after billing.
• Customer & Internal Support
• Serve as a primary point of contact for billing-related inquiries from customers and internal stakeholders.
• Research questions and discrepancies, coordinate with the appropriate teams, and facilitate timely and accurate resolution.
• Billing Reconciliations and Controls
• Perform and support reconciliations between billing systems, operational data, customer records, and financial information to identify discrepancies and maintain the integrity and completeness of billing data.
• Data Analysis and Reporting
• Analyze billing and operational data to identify trends, anomalies, missing information, and potential billing issues.
• Prepare and maintain reporting that provides visibility into billing accuracy, exceptions, unresolved items, and other relevant metrics.
• Cross-Functional Coordination
• Work collaboratively with Finance, Sales, Customer Success, Operations and other teams to obtain information required for accurate billing and resolve billing-related matters.
• Act as a bridge between the underlying operational data and the billing process.
• Process Improvement and Documentation
• Support the development, documentation, and continuous improvement of billing processes and controls.
• Identify opportunities to improve efficiency, data quality, automation, and the overall customer billing experience.
• Month-End and Financial Support
• Provide billing-related information, reconciliations, analysis, and supporting documentation required for month-end closing, financial reporting, audit, and other Finance activities
• Collections Support
• Assist with collection activities, including follow-up on outstanding customer balances and coordination with relevant stakeholders to support timely resolution.
• Payment Application Support
• Assist with the application of customer payments and related account reconciliations to ensure payments are accurately reflected against outstanding invoices.
• Ad Hoc Support
• Assist with ad hoc projects, analysis, and other initiatives as required.

Qualifications And Core Competencies

• Bachelor's degree or diploma in Accounting, Finance, Business Administration, or a related field, or equivalent relevant experience
• 3-5 years of billing/billing operations experience
• Experience leading end-to-end billing processes
• Oracle NetSuite or similar ERP experience preferred
• Strong analytical and problem solving
• Strong reconciliation and data-analysis capabilities
• Strong customer service and communication skills
• Ability to collaborate cross-functionally and drive issues to resolution.
• Intermediate-to-advanced Excel Skills

Fleetworthy is committed to fostering a diverse and inclusive culture that is respectful and welcoming of individual differences. We are proud to be an equal opportunity employer and all qualified applicants will receive consideration for employment without regard to race, color, religion or belief (or lack thereof), sex, nationality, national or ethnic origin, civil status, age, citizenship status, sexual orientation, disability, genetic information, familial status, marital or registered civil partnership status, pregnancy or maternity status, gender identity, gender reassignment, military or veteran status, or any other protected characteristic in accordance with applicable laws and regulations.