Bestpass

Bestpass

Toll management for commercial fleets

Client Service Representative

Full-Time
No salary listed
Entry
Madison, WI, USA
In Person

About the job

Requirements
  • Strong written and verbal communication skills.
  • Ability to manage multiple priorities and work with a variety of client personalities.
  • Ability to work independently and exercise good judgment on client matters.
  • Proficiency with Microsoft 365, Word, and Excel.
  • Attention to detail and comfort working in a focused, desk-based environment using several software-as-a-service platforms.
  • Adaptability to changing regulations and procedures.
Responsibilities
  • Serve as the primary processor for assigned carrier clients by processing and coordinating compliance work and responding promptly and consistently.
  • Build reliable, positive working relationships with assigned clients.
  • Investigate and resolve inquiries and issues related to products and services.
  • Support customer-facing teams and guide clients through compliance platforms and internal tools, providing coaching as needed.
  • Stay current on federal and state regulations affecting carrier compliance.
  • Perform daily data validation and quality control to proactively identify issues before they reach clients.
  • Collaborate with team members and other departments to share knowledge and improve outcomes.

About the company

Bestpass provides toll management services for commercial fleets in the United States. It uses vehicle transponders to automatically pay tolls, then consolidates charges into a single invoice with online reporting to assign costs to specific vehicles. The company differentiates itself with nationwide coverage on major U.S. toll roads and strategic tolling partnerships that streamline payments for fleets. Its goal is to reduce administrative work and toll costs so fleet operators can focus on their core logistics.

Company Size

51-200

Company Stage

Growth Equity (Venture Capital)

Total Funding

$19.1M

Headquarters

Town of Colonie, New York

Founded

2001

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Simplify Jobs

Simplify's Take

What believers are saying

  • May 20, 2026 unified logins and centralized vehicle management reduced multi-product friction.
  • February 4, 2026 Toll360 added AI-driven real-time toll forecasting and automated recovery.
  • Bestpass still advertises coverage across 100% of major U.S. toll roads.

What critics are saying

  • New York Thruway sued Bestpass on August 11, 2026 over the 1% fee fight.
  • The February 2026 rebrand exposes customers to portal churn and integration failures.
  • PrePass and toll authorities can disintermediate Bestpass, crushing the toll-management moat quickly.

What makes Bestpass unique

  • Fleetworthy folded Bestpass into a single fleet-readiness suite on February 23, 2026.
  • Toll360 predicts, reconciles, and disputes tolls directly inside the payment workflow.
  • Geotab integration lets fleets compare GPS, ELD, and toll data in one interface.

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Benefits

Flexible Work Hours

Paid Vacation

401(k) Retirement Plan

401(k) Company Match

Wellness Program

Employee Referral Bonus

Company News

PR Newswire
Aug 7th, 2024
Bestpass-Fleetworthy Solutions Acquires Drivewyze to Create Industry's Only Suite for Safety, Compliance, and Efficiency

/PRNewswire/ -- Bestpass-Fleetworthy Solutions, the leader in toll management, safety, and compliance solutions, today announced it has acquired Drivewyze, the...

PR Newswire
Mar 26th, 2024
Bestpass Adds Innovation And Growth Executives

ALBANY, N.Y., March 26, 2024 /PRNewswire/ -- Bestpass, Inc., the leader in toll management solutions and major innovator in safety and compliance solutions for commercial fleets, today announced two key additions to its leadership team. Bestpass is pleased to welcome Shay Demmons as Chief Product Officer and Scott Chao, as Chief Marketing Officer. These strategic hires will aid in Bestpass' commitment to scale its service offerings and network integrations for commercial fleets and owner operators."We're thrilled to have Shay and Scott join the team at Bestpass," said Tom Fogarty, CEO of Bestpass. "We set out to build out our Innovation and Growth teams by attracting accomplished leaders as our first C-Level executives in Product and Marketing. Scott and Shay bring extensive and dynamic work experience, both in and outside the transportation industry. As we continue to grow the Bestpass brand and bring forth new solutions for our customers, I am confident that their leadership will play a pivotal role in driving our success."Chao joins Bestpass as CMO with deep experience in growing companies through strategy and transformational improvements

FreightWaves
Feb 7th, 2024
Bestpass, Geotab collaborate on toll-telematic integration

Toll management solutions provider Bestpass is working with telematics creator Geotab to help commercial fleets better manage and monitor tolls to reduce expenses.

Yahoo Finance
Feb 7th, 2024
Bestpass Announces New Integration With Geotab

Geotab customers using Bestpass can now access new toll activity data and reporting features through a single interfaceALBANY, N.Y., Feb. 7, 2024 /PRNewswire/ -- Bestpass, Inc., a comprehensive payment platform provider and the leader in toll management solutions for commercial fleets, today announced a new integrated offering within the Geotab ecosystem that will enable Bestpass customers access to first-of-its-kind toll data and reporting tools in their Geotab account. Geotab, a global leader in connected transportation solutions, provides telematics – vehicle and asset tracking – capabilities to over 50,000 customers in 160 countries. The integration will allow fleets and owner operators the ability to gain new insight into toll activity to more effectively manage tolls and identify opportunities to reduce toll expenses.Bestpass LogoAccording to David Long, Head of Product at Bestpass, the company developed its Toll Genius data reporting system to integrate with telematics providers, such as Geotab, to enable Bestpass to synchronize and share toll and telematics data through a single interface.With this integration, Bestpass customers can leverage accurate vehicle data and GPS location through Geotab and match that information with toll charges received from their Bestpass account via the MyGeotab interface. If there's a discrepancy between vehicle GPS location and the toll a vehicle received, it's reported. This feature makes it easier for customers to identify and investigate the issue, dispute an inaccurate toll charge or violation, and reduces the risk of disputes over toll charges with drivers and customers.The integration also has a new toll activity reporting feature that shows a high-level heat map that allows fleets to identify hot spots for toll spend

PR Newswire
Nov 28th, 2023
Bestpass Acquires Fleetworthy Solutions

/PRNewswire/ -- Bestpass, the leading toll management and payment platform for commercial vehicles, announced today that it has acquired Fleetworthy Solutions,...