Fleetworthy has introduced Toll360. This is an AI-enabled toll intelligence capability designed to give fleets a near real-time view of toll spend while automating reconciliation and dispute workflows.

The system runs inside the Bestpass by Fleetworthy toll platform.

The company said Toll360 is the first real-time, end-to-end toll solution built directly into a toll payment platform. It allows fleets to predict, validate, reconcile, and recover toll costs as they occur—rather than weeks after trips are completed.

“Toll costs remain one of the least predictable and time-consuming expenses for fleet operations and finance teams,” said Shay Demmons, chief product officer at Fleetworthy. “Charges often arrive weeks after vehicles travel, long after errors can be prevented or costs contained.”

Moving Toll Management from Reactive to Proactive

Fleetworthy positioned Toll360 as a shift away from delayed, manual toll processes. Those typically require back-office teams to reconcile invoices after the fact and chase down errors through toll authorities.

Built as an add-on feature for eligible Bestpass by Fleetworthy customers, Toll360 uses GPS and ELD route data to estimate toll charges shortly after a vehicle completes a trip. That gives fleets earlier visibility into toll costs for budgeting, trip-level cost analysis, and operational decision-making, the company said.

Once toll charges post, Fleetworthy said Toll360 automatically compares invoiced charges against predicted tolls and actual vehicle travel to identify discrepancies without manual review.

Automated Disputes and Recovery Workflows

When Toll360 detects mismatches, Fleetworthy said the system can automatically submit eligible toll disputes, track the dispute process, and record recovered credits. This helps fleets eliminate what often becomes a time-consuming trail of phone calls, emails, and spreadsheets.

Fleetworthy said the platform can also help fleets prevent costs from compounding by identifying issues such as incorrect toll rates, wrong vehicle or transponder assignments, misallocated cost centers, and missing toll registrations.

All Toll360 activity is visible in a single operational view within the Bestpass by Fleetworthy portal, giving finance, operations, and audit teams a centralized, audit-ready record of toll activity.

Fleetworthy emphasized that Toll360 operates behind the scenes once activated and does not require fleets to replace transponders, change payment processes, or involve drivers.

Pilot Results Point to Recovery Opportunity for Fleets

Fleetworthy cited pilot results from a 200-truck fleet showing Toll360 recovered about $15 per vehicle per month through disputed tolls, Additionally, the system reduced manual reconciliation and dispute efforts by an estimated 30 to 40 hours per month.

Demmons said the pilot also demonstrated 95% predicted toll accuracy under normal data conditions and reduced toll turnaround time to one day instead of days or weeks.

Fleetworthy noted results will vary depending on fleet size, geography, and data quality.

Toll360 is powered by an AI-driven toll intelligence engine trained on millions of toll transactions and operational inputs. These include vehicle trips, GPS routes, toll authority rules, vehicle classifications, and regional pricing variables.

By accounting for variables such as road type, time of day, vehicle class, and geography, Fleetworthy said the platform can deliver high-accuracy toll predictions and automated validation at scale.

In addition to Toll360, Fleetworthy said it is expanding its toll intelligence portfolio with two standalone add-ons. Toll Predict and Toll Reconcile are aimed at fleets that do not use Bestpass by Fleetworthy for toll payments but want improved toll cost visibility.

Toll Predict provides early, GPS-based toll estimates shortly after travel to support accruals, forecasting, and route-level cost analysis before invoices arrive.

Toll Reconcile uses AI-driven validation to analyze posted toll charges, identify discrepancies, and flag potential overcharges.

Fleetworthy said the products are part of its broader strategy to help fleets better manage toll costs through AI-driven automation, improved visibility, and reduced administrative workload.