Driver Success & Fleet Planning Lead

Ultipro

Stoughton (WI)

On-site

USD 60,000 - 90,000

Full time

3 days ago
Be an early applicant
Application generator

Turn this role into an interview — a resume and cover letter built around what this employer wants.

Get past ATS filters

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

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.

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Fleet Planner & Driver Success Manager
Fleet Planner & Driver Success Manager

Stoughton Trailers, LLC • Stoughton (WI)

On-site
USD 60,000 - 90,000
Driver Manager
Driver Manager

Ultipro • Stoughton (WI)

On-site
USD 60,000 - 90,000
Driver Manager
Driver Manager

Stoughton Trailers, LLC • Stoughton (WI)

On-site
USD 60,000 - 90,000
Strategic Freight Planner – Optimize Loads & Delivery
Strategic Freight Planner – Optimize Loads & Delivery

Schneider National • Green Bay (WI)

On-site
USD 52,000 - 76,000
Medical insurance
Dental insurance
Vision insurance
+6
Onsite Driver Manager — Lead & Develop Team
Onsite Driver Manager — Lead & Develop Team

Paper-Transport- • De Pere (WI)

On-site
USD 55,000 - 75,000
Medical insurance
Dental insurance
Vision insurance
+6
Power+ Fleet Planner: Optimize Capacity & Revenue
Power+ Fleet Planner: Optimize Capacity & Revenue

C.H. Robinson Worldwide • Eden Prairie (MN)

On-site
USD 33,000 - 69,000
Health insurance
Paid time off
401(k) with company match
+2
Fleet Operations Lead: Driver Performance & Planning
Fleet Operations Lead: Driver Performance & Planning

Paycom - ATS • De Pere (WI)

On-site
USD 80,000 - 120,000
Strategic Capacity & Load Planning Specialist
Strategic Capacity & Load Planning Specialist

Hub Group • Oak Brook (IL)

On-site
USD 51,000 - 55,000
Medical
Vision
Flexible Spending Account (FSA)
+5
Strategic Fleet Load Planner & Optimizer
Strategic Fleet Load Planner & Optimizer

GTS Transportation Inc • Burr Ridge (IL)

On-site
USD 90,000 - 120,000
Fleet Leader: Driver Coach & Route Optimizer
Fleet Leader: Driver Coach & Route Optimizer

Ultipro • De Pere (WI), Northern (KY)

Hybrid
USD 55,000 - 75,000