Driver Settlements, Expense Specialist

We’re a growing U.S. trucking company looking for a detail-oriented specialist with trucking industry experience to handle weekly settlements for company drivers and owner-operators, expense tracking, and month-end close in our CRM.

Responsibilities

• Pull reports from the fuel card portal and apply fuel deductions to driver statements
• Verify gross pay calculated in the system against the operations board
• Add detention, layovers, additions, deductions, and reimbursements
• Track and update owner-operator deductions weekly (lease, insurance, escrow, advances, etc.)
• Calculate settlement statements for company drivers and owner-operators
• Make all necessary corrections in the CRM before statements go out
• Send statements to drivers, answer their questions, and process corrections
• Enter payment details and set up new contractors in QuickBooks
• Process driver payments through QuickBooks
• Enter weekly expenses in the CRM (fuel, repairs, tolls, etc.), breaking down amounts and attaching supporting documents

• Complete the monthly close in the CRM using a category checklist: confirm that all income and expenses for the month are recorded and backed by documents

• Track down missing invoices and receipts, follow up on unclear amounts with the responsible people, and maintain status for each category

• Prepare monthly summary figures from the CRM

Requirements

• 1−2+ years of driver settlements / payroll experience with a U.S. trucking company (required)
• Solid understanding of company driver and owner-operator pay structures: percentage, per-mile rates, deductions, escrow

• Experience with fuel card portals and TMS / CRM systems
• Working knowledge of QuickBooks Online (contractors, payments)
• Strong Excel / Google Sheets skills
• Working English for handling documents and communicating with drivers
• Strong attention to detail, reliability, and ability to meet weekly deadlines
• Highly organized and able to see a checklist through to the end: proactively chase missing documents and follow up with the people responsible

What We Offer

• Fully remote position
• Schedule: 7:00 AM — 5:00 PM Eastern Time (ET)
• Compensation: based on experience, discussed during the interview
• Long-term opportunity with a growing company