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Oversize Load Jobs in Milwaukee, WI (NOW HIRING)

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 ...

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 ...

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 ...

Perform outside crating for oversized items and construct crates, boxes, or skids when needed ... Expedite material flow and load trucks as needed. Qualifications/Requirements * Ability to read and ...

Oversize Load information

See Milwaukee, WI salary details

$34.5K

$95.1K

$164.5K

How much do oversize load jobs pay per year?

As of Aug 28, 2026, the average yearly pay for oversize load in Milwaukee, WI is $95,107.00, according to ZipRecruiter salary data. Most workers in this role earn between $70,000.00 and $105,900.00 per year, depending on experience, location, and employer.

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 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 are popular job titles related to Oversize Load jobs in Milwaukee, WI?

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

What job categories do people searching Oversize Load jobs in Milwaukee, WI look for?

The top searched job categories for Oversize Load jobs in Milwaukee, WI are:

Infographic showing various Oversize Load job openings in Milwaukee, WI 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 $95,107 per year, or $45.7 per hour.

CDL Driver, Local, M-F, Day Shift

Jackson, WI • On-site

$21.49 - $37.84/hr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 10 days ago


Job description

The specific pay rate and level will depend on the successful candidate’s qualifications, prior experience and location.  

???? A Day in the Life of a CDL Driver

As a CDL Driver, start your day with purpose and end it knowing you helped build something that matters. You’ll be behind the wheel of our 3+ ton truck, transporting oversized and overweight loads with safety, efficiency, and a customer-first mindset. You’ll interact with customers regularly, becoming a trusted face they rely on. Your attention to detail and commitment to safety ensures every unit is delivered in top condition. But this isn’t your average driving job—no two days are the same! Some days you’ll be on the road, others you’ll be outside the truck handling set-ups, teardowns, or installing value-added features. It’s a physical, hands-on role that’s perfect if you enjoy variety and have a knack for tools, construction, or problem-solving. 

McGrath delivers modular solutions that help businesses, schools, and communities solve tough space and infrastructure challenges with speed and confidence. Through flexible, ready-to-deploy buildings, storage, and specialized equipment, we enable our customers to operate smarter, scale faster, and achieve lasting results.

As a dedicated company CDL Driver, you’ll transport modular units using safe, reliable, well-maintained equipment—then play a hands-on role in bringing those spaces to life. Our CDL Drivers deliver and set up structures communities depend on every day. From classrooms and healthcare facilities to construction, job sites and more. Apply today and join us in delivering and creating spaces that serve communities.

And the best part? You’ll enjoy steady, year-round work from Monday through Friday—Day Shift! If you take pride in your work, enjoy being on the move, and love delivering great service, this is the role for you! 

Why CDL A Drivers Choose McGrath 

???? BONUSES + PAY + BENEFITS

  • $1,000 transition bonus (1st paycheck)
  • $2,000 sign-on bonus
  • Up to $1,000 quarterly bonuses
  • DailyPay – access your earnings anytime
  • Referral Rewards
  • Reliable Schedule with Balanced Home Time – Local routes with a consistent Monday–Friday, day shift schedule
  • Consistent, year-round work – So you can plan your life outside of work
  • DailyPay = Your Pay, Your Timing – Access earnings whenever you need them
  • Paid Time Off You Can Actually Use
    • Company-paid holidays + additional half days 
    • Vacation + sick time 
    • Floating holiday for personal flexibility 
  • Full Benefits Coverage
    • Medical, dental, vision options 
    • 24/7 virtual care + nurse line 
    • HSA/FSA options 
    • Short + long term disability options
    • Employee Assistance Program
  • Strong Financial Future
    • 401(k) with company match 
    • Company-paid life insurance 
  • Driver-Focused Support
    • Safety-first culture + recognition programs
    • Boot program to keep you job-ready

???? Whether you’re focused on growing your career or seeking a dependable, steady environment, apply today and join a team that truly values your contribution.

???? What You’ll Do

  • Drive with purpose and precision, operating company vehicles safely and responsibly while following all DOT and oversize load regulations.
  • Deliver impact daily by transporting portable containers, offices, and modular buildings on time and with care.
  • Secure every load with confidence, ensuring all straps and protective coverings are properly in place for safe transit.
  • Own your equipment by performing pre- and post-trip inspections, reporting mileage, and keeping your vehicle in top condition.
  • Stay connected and informed, maintaining clear communication with dispatch and operations to ensure smooth, efficient deliveries.
  • Be the face of our service, providing professional, courteous customer support at every drop-off and pick-up location.
  • Build and break down with skill, setting, leveling, and dismantling modular buildings using piers, pads, blocks, and anchors.
  • Keep safety first, coordinating vehicle maintenance and conducting spot checks to identify and address potential hazards.
  • Step up when needed, performing minor roadside repairs like tire changes and axle fixes to keep things moving.
  • Wrap up strong, completing end-of-day clean-up and equipment servicing to maintain a safe and organized workspace.
  • Use your tech savvy, leveraging basic computer skills to manage logs, checklists, and customer sign-offs.
  • Adapt and contribute, taking on additional responsibilities as needed to support the team and get the job done.
  • Safely operate equipment and complaint transport set-ups, including use of a ball hitch to connect the trailer to the truck.
  • Perform other duties as assigned

???? What You Bring (Must Haves)

  • A valid CDL A license 
  • At least 1 year of recent, verifiable Class A CDL driving experience
  • Confidence using winches, straps, and tie-downs to secure heavy loads
  • Readiness and physical ability to perform labor-intensive tasks, including assisting with the setup, maintenance, and teardown of modular buildings when not driving
  • Physical strength to lift up to 50lbs to shoulder height
  • Willingness to work outdoors in all weather conditions
  • A Real ID for compliance and travel readiness

????Nice to Haves

  • Proven experience with oversize load hauling, strongly desired! 
  • Hands-on experience transporting containers and/or modular buildings is a plus!
  • Familiarity with Landoll or Low-boy trailers, preferred

Special Considerations: Certain roles may require a clean-shaven face to ensure proper use of safety equipment. Candidates must be prepared to adhere to grooming standards specific to each site.

Flexibility & Evolving Responsibilities

This job posting is intended to convey the general nature and level of work expected in the role. It is not designed to cover or contain a comprehensive listing of activities, duties, or responsibilities required of the employee. Responsibilities may evolve over time, and team members may be asked to take on additional tasks or adjust their focus in response to changing business needs—sometimes with or without prior notice. This flexibility is a valued part of our culture and supports our commitment to collaboration, agility, and shared success.

McGrath will continue pre-employment drug testing including marijuana, even in states where it is legal, for this position which is classified as safety-sensitive within our construction operations and Drivers. Ensuring a drug-free environment is not only essential for the well-being of our team members but also aligns with regulatory requirements that govern safety-sensitive positions and commercial driving.

Pre-employment screenings are conducted after a conditional offer of employment is extended, in accordance with fair hiring laws. All qualified applicants will receive consideration for employment without regard to race, sex, color, religion, sexual orientation, gender identity, national origin, protected veteran status, on the basis of disability and any other legally protected status. We are interested in every qualified candidate who is legally authorized to work in the United States on a permanent basis. At this time, we do not sponsor employment visas or provide immigration sponsorship now or in the future. Our company uses E-Verify to confirm employment eligibility.

#MMMC


Monday-Friday Day Shift