Director of Tolling Operations

About PrePass 

PrePass® is North America's most trusted weigh station bypass and toll management platform. We’re transforming how the transportation industry operates—creating solutions that keep trucks moving safely, efficiently, and compliantly. This means making bold decisions and building systems that support not only fleets but the broader economy. It all starts with enabling commercial vehicles to keep rolling with seamless toll management, weigh station bypass, and safety solutions. It’s what we do best, and we do it to meet the demands of the road every day. 

That’s why people join us: our solutions are implemented in real-time, on highways and interstates across the nation, helping fleets go farther, faster. This work challenges and rewards, presenting complex problems that need ambitious answers. We hire bold thinkers with a heart for impact, a passion for progress, and the optimism to shape the future of transportation. 

About the Role 

The Director of Tolling Operations is responsible for leading the people, processes, systems, and controls that support PrePass tolling services. This leader will build and maintain a highly disciplined operating environment that delivers accurate, timely, and consistent results for customers and tolling partners. 

This role requires a hands-on people leader who sets clear expectations, creates accountability, develops strong teams, and continuously improves how work gets done. The Director will also lead efforts to automate and optimize tolling processes, reduce manual work, improve accuracy, strengthen operational controls, and support the continued growth of the tolling business. 

Responsibilities 

Operational Excellence & Execution 

• Lead day-to-day Toll Operations, focusing on accuracy, efficiency, quality, and customer outcomes. 

• Create and maintain a highly disciplined operating environment with clear processes, controls, service levels, and performance standards. 

• Develop operational KPIs to measure productivity, quality, turnaround times, exception rates, and team performance. 

• Establish operational rhythms including leadership reviews, daily huddles, performance reviews, and escalation processes. 

• Ensure operational readiness for growth while maintaining service quality and financial performance. 

• Drive root-cause analysis and corrective actions to eliminate recurring operational issues. 

Process Optimization & Automation 

• Identify opportunities to eliminate manual work, streamline workflows, and improve operational scalability. 

• Partner with Product, Technology, Data, and Business Systems teams to automate tolling processes and back-office workflows. 

• Lead continuous improvement initiatives that improve throughput, reduce cost-to-serve, and enhance accuracy. 

• Champion the adoption of new technologies, AI capabilities, and automation tools that improve operational efficiency. 

• Establish a culture focused on measuring, improving, and optimizing every critical operational process. 

People Leadership 

• Build, develop, and retain a high-performing Toll Operations team. 

• Coach and mentor managers, supervisors, and individual contributors. 

• Create a culture of accountability, ownership, collaboration, and continuous learning. 

• Establish clear roles, responsibilities, and performance expectations across the organization. 

• Develop succession plans and career development opportunities for team members. 

• Foster strong cross-functional relationships and break down operational silos. 

Analytics & Business Performance 

• Use data to drive operational decisions, prioritization, and resource planning. 

• Monitor operational trends and proactively identify improvement opportunities. 

• Establish meaningful performance metrics and reporting that provide visibility to leadership. 

• Build forecasting and capacity planning models to support business growth. 

• Deliver regular operational reviews with actionable insights and recommendations. 

Cross-Functional Leadership 

• Partner closely with Product, Technology, Finance, Customer Success, Customer Care, and Compliance teams. 

• Drive alignment across departments to improve customer experience and operational outcomes. 

• Act as the operational voice for tolling initiatives, new capabilities, and process improvements. 

• Support strategic projects, system implementations, and business transformation efforts.