Driver Manager

Stoughton Trailers, LLC•Stoughton, WI

About The Position

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.

Requirements

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

Nice To Haves

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

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 escalate
  • 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
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