Driver Manager

Ultipro; Stoughton (WI); On-site; USD 60,000 - 90,000; Full time

Job summary

Ultipro seeks a Fleet Planner in Wisconsin to optimize load planning and driver utilization across the network. You will develop strategic load plans, balance service, cost, and driver satisfaction, and coach drivers on performance and compliance with Hours of Service.

This role requires strong communication with drivers, brokers, shippers and internal teams to ensure on-time delivery and full documentation.

Qualifications

• 2-5+ years of experience in fleet planning or trucking operations.
• Proven success in managing driver relationships and planning freight.
• Strong knowledge of DOT regulations and Hours of Service.
• Proficient with Transportation Management Systems (TMS) and MS Excel.
• Excellent verbal and written communication skills.
• Ability to work under pressure and adapt to changing priorities.

Responsibilities

• Develop and execute strategic load plans to maximize productivity and revenue.
• Build and maintain trust-based relationships with drivers via consistent communication.
• Align driver preferences with operational needs (home time, routes, equipment).
• Coach drivers on performance and compliance with Hours of Service.
• Plan, assign, and optimize loads to maximize fleet utilization.
• Monitor shipments and ensure on-time pickup and delivery performance.
• Communicate with drivers, brokers, shippers, and internal teams.
• Ensure accurate documentation for all loads.
• Support continuous improvement in planning processes.
• Serve as a communication hub between drivers and stakeholders.
• Maintain a positive, team-oriented work environment.

Skills

Driver relations

Analytical mindset

Decision making

Communication skills

Adaptability

Multitasking

Education

High school diploma

Bachelor's degree in Logistics / Supply Chain / Business

Tools

TMS

Microsoft Excel

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

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
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