
Fleetworthy launched Toll360, a new AI-enabled automated toll management capability that gives fleets a complete view of toll costs, from prediction through reconciliation and recovery.
“Toll costs remain one of the least predictable and time-consuming expenses for fleet operations and finance teams,” says Shay Demmons, chief product officer at Fleetworthy. “Charges often arrive weeks after vehicles travel, long after errors can be prevented or costs contained. As a result, finance teams are left manually reconciling bills, disputing charges, and tracking credits across disconnected tools. Toll360 utilizes advanced AI to address these challenges by eliminating delays in toll visibility, validating charges automatically, and recovering overpayments without adding administrative burden.”
Key takeaways:
· Fleetworthy’s real-time, end-to-end toll solution enables fleets to predict, validate, reconcile, and recover toll costs as they occur, all within the toll payment platform itself.
· Built directly into Bestpass by Fleetworthy, Toll360 is now available as an add-on feature for eligible customers. It transforms toll management from a reactive billing function into a proactive, automated workflow that supports fleets at every stage of the toll lifecycle.
· Using GPS and ELD route data, Toll360 predicts toll charges shortly after a vehicle completes a trip, allowing fleets to understand toll costs in real-time rather than waiting weeks for invoices. As toll charges are posted, Toll360 automatically reconciles those charges against predicted tolls and actual vehicle travel to identify discrepancies without manual review.
· When mismatches are detected, Toll360 automatically submits eligible toll disputes, tracks dispute status, and records recovered credits, eliminating the need for phone calls, emails, and tracking spreadsheets. In addition, Toll360 helps fleets identify and stop costs from escalating due to incorrect toll rates, wrong vehicle or transponder assignments, misallocated cost centers, and missing vehicle toll registrations.
· All Toll360 activity is visible within a single operational view through the Bestpass by Fleetworthy toll portal, providing finance, operations, and audit teams with a centralized, audit-ready record of toll activity. Once activated, Toll360 operates entirely behind the scenes and does not replace toll transponders, change payment processes, or require any driver action.
· Based on pilot results from a 200-truck fleet, Toll360 recovered approximately $15 per vehicle per month from disputed tolls while reducing manual reconciliation and dispute efforts by an estimated 30-40 hours per month.



















