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Oversize Load Jobs in Wisconsin (NOW HIRING)

Jones Logistics

Driver Manager

Waukesha, WI · On-site

$20 - $25/hr

... oversize, and over-dimensional transportation environment. This role is the primary point of ... Maintain real-time visibility of driver status, location, and load progress * Serve as the primary ...

Flamingo Marine Inc

Boat Loader

Richfield, WI · On-site

Safely load and unload finished boats, trailers, and large components using forklifts, overhead ... Experience loading trailers or handling oversized products is a plus. * Ability to safely operate ...

Border States

CDL Driver

Eau Claire, WI · On-site

$24 - $34/hr

Rigs oversize loads to pole trailers for proper hauling on public highways. * Works on construction sites and ROW's (Right of Ways) with uneven terrain and unloading conditions. * Travels in rail ...

Border States

CDL Driver - Class A

Pewaukee, WI · On-site

Rigs oversize loads to pole trailers for proper hauling on public highways. * Works on construction sites and ROW's (Right of Ways) with uneven terrain and unloading conditions. * Travels in rail ...

Border States

CDL Driver

Eau Claire, WI · On-site

Rigs oversize loads to pole trailers for proper hauling on public highways. * Works on construction sites and ROW's (Right of Ways) with uneven terrain and unloading conditions. * Travels in rail ...

Border States

CDL Driver

Eau Claire, WI

$24 - $34/hr

Rigs oversize loads to pole trailers for proper hauling on public highways. * Works on construction sites and ROW's (Right of Ways) with uneven terrain and unloading conditions. * Travels in rail ...

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All JobsOversize Load JobsOversize Load Jobs in Wisconsin

Oversize Load information

See Wisconsin salary details

$35.3K

$97.4K

$168.6K

How much do oversize load jobs pay per year?

As of Aug 14, 2026, the average yearly pay for oversize load in Wisconsin is $97,435.00, according to ZipRecruiter salary data. Most workers in this role earn between $71,700.00 and $108,500.00 per year, depending on experience, location, and employer.

What are some common challenges faced by oversize load truck drivers, and how are they addressed on the job?

Oversize Load Truck Drivers often encounter challenges such as navigating narrow roads, avoiding low bridges, dealing with unpredictable weather, and adhering to complex permitting requirements for each route. To address these issues, drivers work closely with logistics coordinators, pilot car drivers, and local authorities to plan safe and legal travel paths. Additionally, they must conduct thorough inspections and secure their loads properly to prevent incidents on the road. Ongoing communication and adaptability are key, as routes and conditions can change unexpectedly, and teamwork ensures the safety of both the cargo and fellow motorists.

What is an oversize load?

An Oversize Load job involves transporting cargo that exceeds standard legal size or weight limits for roads and highways. Drivers must follow special permits, routing, and safety regulations to ensure the safe transport of large or heavy freight. These jobs often require escort vehicles, specialized trailers, and knowledge of state and federal regulations. Oversize load drivers play a crucial role in moving heavy equipment, construction materials, and other large items efficiently and safely.

What are the key skills and qualifications needed to thrive in the oversize load position?

To thrive as an Oversize Load Truck Driver, you need a valid commercial driver’s license (CDL), a strong understanding of route planning for heavy and wide loads, and knowledge of relevant safety regulations. Experience with specialized equipment such as pilot cars, load securement devices, and permitting systems is typically required, along with certifications for transporting oversized freight. Attention to detail, patience, effective communication, and strong problem-solving skills are vital for handling challenging routes and coordinating with escorts and law enforcement. These competencies are crucial to ensure cargo safety, comply with legal requirements, and maintain smooth operations during the transportation of large or unusually shaped loads.

What are the most commonly searched types of Oversize Load jobs in Wisconsin?

The most popular types of Oversize Load jobs in Wisconsin are:

What are popular job titles related to Oversize Load jobs in Wisconsin?

For Oversize Load jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Oversize Load jobs in Wisconsin look for?

The top searched job categories for Oversize Load jobs in Wisconsin are:

What cities in Wisconsin are hiring for Oversize Load jobs?

Cities in Wisconsin with the most Oversize Load job openings:

Oversize Load jobs near you
Infographic showing various Oversize Load job openings in Wisconsin as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $97,435 per year, or $46.8 per hour.

Driver Manager

Jones Logistics

Waukesha, WI • On-site

$20 - $25/hr

Other

Posted 7 days ago

Jones Logistics rating

5.8

Company rating: 5.8 out of 10

Based on 6 frontline employees who took The Breakroom Quiz

Job description

We are seeking a highly organized and driven Driver Manager to oversee daily fleet operations within a flatbed, oversize, and over-dimensional transportation environment. This role is the primary point of contact for drivers and is responsible for ensuring safe, compliant, and efficient operations while delivering exceptional customer service.


The ideal candidate will balance driver support, operational efficiency, regulatory compliance, and profitability while promoting a strong culture of safety and accountability.


Key Responsibilities: Fleet Supervision & Driver Management

  • Supervise daily driver activity and fleet performance
  • Maintain real-time visibility of driver status, location, and load progress
  • Serve as the primary point of contact and advocate for drivers
  • Ensure timely communication with drivers (respond within 15 minutes)
  • Monitor and enforce on-time service and dispatch compliance
  • Coach drivers on safety, performance, and operational expectations
  • Address incidents, absences, and performance concerns with internal teams
  • Review telematics, in-cab camera footage, and safety alerts


Dispatch & Operational Planning

  • Plan routes and dispatch drivers for maximum efficiency and profitability
  • Coordinate flatbed, oversize, and heavy haul freight movements
  • Manage permits, route restrictions, and compliance requirements
  • Coordinate escorts, route surveys, and jurisdictional approvals
  • Ensure adherence to customer-specific requirements and job site needs
  • Maintain accurate updates in customer systems and tracking tools


Compliance & Safety

  • Enforce DOT regulations, Hours of Service, and company policies
  • Monitor driver logs, routes, and permit compliance
  • Ensure proper cargo securement for flatbed and heavy haul loads
  • Partner with Safety and Maintenance to address issues proactively
  • Promote a safety-first culture to reduce incidents and service disruptions


Payroll, Fuel & Administrative Oversight

  • Verify and approve driver payroll (mileage, detention, layover, etc.)
  • Assist with fuel planning and cost control strategies
  • Report and track maintenance concerns
  • Maintain accurate dispatch records and communication logs


Required Skills & Competencies

  • Strong knowledge of flatbed, oversize, and heavy haul operations
  • Understanding of DOT regulations and Hours of Service
  • Experience with telematics, ELDs, and safety monitoring systems
  • Excellent communication and customer service skills
  • Ability to multitask in a fast-paced, high-pressure environment
  • Strong problem-solving and organizational skills
  • Proficiency in TMS systems, spreadsheets, and customer portals


Preferred Qualifications

  • 3–5+ years of experience in transportation, dispatch, or fleet management
  • Experience with oversize/over dimensional freight and permit coordination
  • Familiarity with route planning and heavy haul regulations
  • Experience with ELD systems and in-cab camera platforms
  • Prior leadership or supervisory experience


Work Environment

  • Office-based role with frequent communication with drivers and customers
  • Fast-paced environment requiring strong decision-making skills
  • Occasional after-hours support for operations and driver needs


Why Join Us?

  • Competitive compensation
  • Opportunity to work in specialized, high-impact transportation operations
  • Growth opportunities within a dynamic and fast-paced environment
  • Strong team culture focused on safety, accountability, and performance


Pay: $20.00 - $25.00 per hour

Work Location: In person

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