Driver Manager

Ultipro; Stoughton (WI); Hybrid; USD 60,000 - 85,000; Full time

Job summary

Ultipro in Wisconsin is seeking a Fleet Planner to optimize load planning, driver utilization, and service levels across the network. You will build strong driver relationships, align routes with equipment and home time, and coach on performance and Hours of Service. Proficiency in TMS and Excel is valued.

Join a team focused on safety, efficiency, and continuous improvement, delivering reliable service while controlling costs within a fast-paced operations environment.

Qualifications

• High school diploma or equivalent; Bachelor's preferred in Logistics, Supply Chain, or Business.
• 2–5+ years of experience in fleet planning, dispatch, or trucking operations.
• Strong knowledge of DOT regulations and Hours of Service.
• Proficiency in Transportation Management Systems (TMS) and Excel.

Responsibilities

• Develop and execute strategic load plans that maximize driver productivity and revenue per mile
• Build and maintain strong, trust-based relationships with drivers through consistent communication
• Align driver preferences (home time, routes, equipment) with operational needs
• Coach drivers on performance, Hours of Service (HOS), and operational expectations
• Plan, assign, and optimize loads to ensure efficient use of fleet capacity
• Balance service, cost, and driver satisfaction through effective decision-making
• Utilize TMS and planning tools to identify opportunities to reduce empty miles and increase utilization
• Anticipate and proactively resolve service disruptions or capacity gaps
• Monitor shipments in transit and ensure on-time pickup and delivery performance
• Track and trace loads, identifying risks and intervening before issues escalated
• Communicate effectively with drivers, brokers, shippers, and internal teams
• Ensure accurate and timely documentation for all loads
• Ensure adherence to DOT regulations, including Hours of Service compliance
• Coordinate required driver compliance items (e.g., medical cards)
• Support and reinforce company safety policies and initiatives
• Monitor and manage key metrics including utilization, on-time performance, cost per mile, and revenue
• Review driver pay, accessorials, and advances for accuracy
• Identify and implement continuous improvement opportunities in planning processes
• Partner with brokerage, customer service, and supply chain teams to align capacity with demand
• Serve as a key communication hub between drivers and internal stakeholders
• Contribute to a positive, team-oriented work environment

Skills

Fleet planning

Driver relationship management

Data-driven decision making

Communication skills

Problem-solving

DOT regulations knowledge

Education

Bachelor’s degree in Logistics, Supply Chain, or Business

Tools

TMS

Excel

MS Office

Job description

• Develop and execute strategic load plans that maximize driver productivity and revenue per mile
• Build and maintain strong, trust-based relationships with drivers through consistent communication
• Align driver preferences (home time, routes, equipment) with operational needs
• Coach drivers on performance, Hours of Service (HOS), and operational expectations
• Plan, assign, and optimize loads to ensure efficient use of fleet capacity
• Balance service, cost, and driver satisfaction through effective decision-making
• Utilize TMS and planning tools to identify opportunities to reduce empty miles and increase utilization
• Anticipate and proactively resolve service disruptions or capacity gaps

Execution & Visibility

• Monitor shipments in transit and ensure on-time pickup and delivery performance
• Track and trace loads, identifying risks and intervening before issues escalated
• Communicate effectively with drivers, brokers, shippers, and internal teams
• Ensure accurate and timely documentation for all loads

Compliance & Safety

• Ensure adherence to DOT regulations, including Hours of Service compliance
• Coordinate required driver compliance items (e.g., medical cards)
• Support and reinforce company safety policies and initiatives
• Monitor and manage key metrics including utilization, on-time performance, cost per mile, and revenue
• Review driver pay, accessorials, and advances for accuracy
• Identify and implement continuous improvement opportunities in planning processes
• Partner with brokerage, customer service, and supply chain teams to align capacity with demand
• Serve as a key communication hub between drivers and internal stakeholders
• Contribute to a positive, team-oriented work environment

Qualifications

Education

• High school diploma or equivalent required (Bachelor’s degree preferred in Logistics, Supply Chain, or Business)

Experience

• 2–5+ years of experience in fleet planning, dispatch, or trucking operations
• Proven success in managing driver relationships and planning freight

Knowledge, Skills & Abilities

• Strong understanding of trucking operations, DOT regulations, and Hours of Service
• Proficiency in Transportation Management Systems (TMS) and Microsoft Office (Excel strongly preferred)
• Exceptional multitasking, prioritization, and problem-solving skills
• Strong analytical mindset with the ability to make data-driven decisions in real time
• Excellent verbal and written communication skills
• Ability to perform under pressure and adapt quickly to changing priorities

Core Competencies

• Operational Excellence – Drives efficiency and execution
• Relationship Management – Builds trust with drivers and stakeholders
• Decision Making – Makes fast, informed, and effective decisions
• Accountability – Owns results and follows through
• Adaptability – Thrives in a fast-paced, ever-changing environment

What Defines a Top Performer in This Role

• Consistently maximizes driver utilization and satisfaction
• Minimizes service failures and proactively manages disruptions
• Maintains strong driver retention through effective communication and trust
• Identifies inefficiencies and improves planning processes
• Acts as a leader and problem-solver within the operations team

Why This Role Matters

This position is the backbone of daily operations—directly impacting driver experience, customer service, and company profitability. A great Fleet Planner doesn’t just move freight—they optimize the entire network while keeping drivers engaged and successful.

Equal Opportunity Employer/Protected Veterans/Individuals with Disabilities
This employer is required to notify all applicants of their rights pursuant to federal employment laws.For further information, please review the Know Your Rights notice from the Department of Labor.