Moving Contractor Jobs in Worcester, MA (NOW HIRING)

Position SummaryWe are seeking a detail-oriented Driver & Contractor Settlements Specialist to calculate, validate, and manage pay for drivers and contractors performing SIRVA-related household goods moves. SIRVA is a global relocation and moving services provider, and this role plays a critical part in ensuring our drivers and contract crews are paid accurately, on time, and in accordance with SIRVA's tariff structures, settlement schedules, and contractual rate agreements.The ideal candidate combines strong analytical skills with deep familiarity in transportation/moving industry pay structures, including line-haul percentages, accessorial charges, packing/unpacking labor, and crew settlements. This person will serve as the primary point of contact for driver and contractor pay inquiries and will work closely with operations, dispatch, accounting, and SIRVA-side counterparts to resolve discrepancies.Key ResponsibilitiesSettlement Calculation & ProcessingCalculate driver and contractor pay for SIRVA shipments, including line-haul revenue splits, origin/destination services, packing, crating, storage-in-transit (SIT), and applicable accessorials.Apply SIRVA tariff rates, contract terms, and settlement schedules accurately to each shipment.Process settlements on a defined cycle (weekly/bi-weekly), ensuring all required documentation is received and validated before pay is released.Reconcile gross revenue against driver/contractor pay percentages and deduct authorized chargebacks (advances, equipment leases, claims, fuel, escrow, etc.).Documentation & AuditReview bills of lading, inventories, weight tickets, origin/destination service reports, and crew timesheets for completeness and accuracy.Audit shipment paperwork against SIRVA's invoicing and revenue posting to confirm pay is calculated on the correct billable amounts.Maintain organized digital records of all settlement statements, supporting documents, and adjustments for audit and compliance purposes.Driver & Contractor RelationsServe as the first point of contact for driver and contractor questions about pay, deductions, and settlement statements.Research and resolve pay disputes promptly, communicating findings clearly and professionally.Issue and explain settlement statements; handle adjustments, advances, and final settlements for separating drivers/contractors.Cross-Functional CoordinationPartner with dispatch and operations to verify completed services, crew assignments, and any pay-impacting changes to a shipment.Coordinate with accounting/AP to ensure approved settlements are funded and paid on schedule.Liaise with SIRVA's revenue and settlements teams to reconcile shipment revenue, resolve missing or incorrect postings, and stay current on tariff or policy updates.Support 1099 reporting, year-end reconciliation, and contractor compliance documentation (insurance, lease agreements, qualification files) as needed.Continuous Improvement & ReportingIdentify recurring discrepancies or inefficiencies in the settlement process and recommend improvements.Produce regular reports on settlement volume, error rates, dispute resolution times, and contractor pay trends for management.Help maintain accurate rate tables, deduction codes, and contractor profiles in the settlement system.Required Qualifications2+ years of experience in driver settlements, contractor pay, payroll, or transportation accounting - household goods moving industry strongly preferred.Working knowledge of SIRVA (or comparable van line / relocation network such as United, Mayflower, Allied, North American, Atlas) tariffs, revenue splits, and settlement processes.Strong proficiency in Microsoft Excel (formulas, pivot tables, lookups) and comfort working with TMS, settlement, or move-management software (e.g., MoversSuite, MoveTrak, McLeod, or similar).Demonstrated ability to interpret bills of lading, tariffs, contracts, and rate sheets.Excellent attention to detail and a high standard for numerical accuracy.Strong written and verbal communication skills, with the patience and professionalism to handle pay-related conversations with drivers and contractors.High school diploma or equivalent required.Preferred QualificationsAssociate's or Bachelor's degree in Accounting, Finance, Business, Logistics, or a related field.Direct experience as a SIRVA agent or with SIRVA's revenue and settlement systems.Familiarity with DOT/FMCSA regulations as they relate to owner-operator and contractor pay.Experience with 1099 contractor administration and year-end tax reporting.Key CompetenciesAnalytical Accuracy - consistently produces error-free calculations under deadline pressure.Process Discipline - follows defined settlement cycles and documentation standards without shortcuts.Customer Service Mindset - treats drivers and contractors as internal customers and resolves their concerns with empathy and clarity.Problem Solving - traces discrepancies back through paperwork, revenue postings, and operational data to find root cause.Confidentiality - handles sensitive pay and contractor information with discretion.Work EnvironmentPrimarily office-based (or hybrid where applicable), working standard business hours with occasional extended hours during peak moving season (May-September) and around settlement cycle close. Minimal travel required.