Head of Billing, Payroll & Bookkeeping

About the Role

JoyRide Logistics LLC is seeking an experienced Head of Billing, Payroll & Bookkeeping to lead and oversee the company’s billing, payroll, bookkeeping, and financial reconciliation processes.

This is a hands-on leadership role responsible for ensuring that our weekly financial cycle is accurate, complete, and on time, followed by comprehensive monthly reconciliations.

The position works closely with Operations, HR, Recruitment, Maintenance, Safety, management, and our affiliated maintenance company, JoyRide Fleet Center Inc.

Key Responsibilities

• Lead and supervise the Billing & Payroll department.
• Manage the complete weekly billing process, ensuring all completed work is accurately invoiced and reconciled against operational activity.
• Oversee weekly payroll, including pay rates, mileage/hourly pay, bonuses, reimbursements, deductions, PTO/PST, and other compensation.
• Review payroll against operational, HR, and timekeeping records before final processing.
• Oversee day-to-day bookkeeping and ensure income and expenses are properly recorded and categorized.
• Monitor Accounts Receivable and Accounts Payable.
• Review bank, credit card, vendor, and other financial transactions.
• Identify missing revenue, incorrect charges, duplicate transactions, payroll discrepancies, and other financial inconsistencies.
• Maintain accurate supporting documentation and internal controls.
• Perform and oversee weekly financial reconciliations across billing, payroll, banking, expenses, and accounting records.
• Complete monthly reconciliations and closing activities, including bank accounts, credit cards, AR/AP, payroll, revenue, major expense accounts, and intercompany transactions.
• Review Profit & Loss and other financial reports for accuracy.
• Coordinate with Operations, HR, Maintenance, management, external accountants, and other partners as needed.
• Develop and improve department procedures, controls, reporting, and workflows.
• Ensure all weekly and monthly deadlines are consistently met.

Qualifications

• Strong experience in billing, payroll, bookkeeping, or accounting.
• Previous experience managing or supervising a finance, billing, payroll, or accounting team.
• Strong understanding of bookkeeping, reconciliations, AR/AP, and financial reporting.
• Experience with QuickBooks Online preferred.
• Advanced Excel and/or Google Sheets skills.
• Transportation, trucking, or logistics experience is a strong advantage.
• Strong analytical skills and exceptional attention to detail.
• Ability to manage multiple deadlines in a high-volume environment.
• Strong ownership, organization, and problem-solving skills.