Director of Cartage Transportation

Our Mission Critical Domestic team is anchored by Trump Card, specialists in the transportation of domestic heavyweight shipments in the time-sensitive, high-value and mission-critical arenas. We are committed to providing the highest level of customer service and operational excellence centered around our core values of proactive communication, a sense of urgency with fast and responsive support, flexibility, industry-leading technology. The team is available around-the-clock 24 hours a day, 7 days a week to deliver on your most challenging logistics needs.

The Director of Cartage Transportation is responsible for building, scaling, and optimizing the company’s cartage and private fleet transportation network. This role owns the strategic and operational performance of the fleet including dispatch structure, driver leadership, asset utilization, route optimization, compliance, cost control, and operational KPI development.

The Director will design and implement a scalable fleet operating model that supports company growth while delivering reliable service performance and strong financial contribution. This role partners closely with Operations, Sales, Finance, and Technology teams to ensure fleet operations align with company objectives and customer service commitments.

• Develop and execute a cartage and private fleet growth strategy aligned with company revenue and service expansion goals.
• Determine optimal fleet size, equipment mix, and geographic deployment to support operational demand and network growth.
• Design scalable operating models that support multi-market fleet expansion.
• Evaluate and recommend strategies regarding private fleet vs. third-party carrier utilization based on cost, service performance, and operational efficiency.
• Support startup and expansion of new transportation operations including terminal locations, driver staffing, and asset deployment.

• Design and implement an effective dispatch and driver management structure that supports efficient daily operations.
• Establish route planning, load scheduling, and dispatch processes to maximize service reliability and driver productivity.
• Optimize route density, driver utilization, and equipment productivity.
• Implement operational processes that improve service consistency, operational discipline, and fleet scalability.
• Monitor daily operations to ensure strong service execution and timely problem resolution.

Develop and manage operational dashboards and performance reporting for the fleet including:

• On-time pickup and delivery performance
• Claims ratio and service quality metrics
• Driver turnover and retention rates
• Fuel efficiency and route optimization
• Overtime management and labor productivity
• Use KPI analysis to identify operational improvement opportunities and drive performance accountability across fleet operations.
• Monitor and optimize the fleet cost structure, including labor, fuel, maintenance, and equipment utilization.
• Analyze margin contribution of private fleet vs. partner carriers to guide operational decision-making.
• Implement processes to monitor and control driver overtime and labor productivity.
• Develop financial models supporting fleet investment decisions and capital allocation.
• Identify and execute cost reduction initiatives while maintaining high levels of service reliability.

• Establish strong driver engagement and communication programs that promote accountability and retention.
• Oversee driver recruitment, onboarding, training, and performance management.
• Foster a culture of safety, professionalism, and operational excellence across the fleet.
• Ensure compliance…