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Fifth Wheel Hauling Jobs in Wisconsin (NOW HIRING)

WillScot

Driver I, CDL

Milwaukee, WI · On-site

... equipment (5th wheel, ball hitch, tilt flatbed). * Conduct thorough pre-trip and post-trip ... Previous commercial driving experience hauling wide-loads preferred This posting is for a(n) New ...

WillScot

Driver I, CDL

Milwaukee, WI · On-site

... equipment (5th wheel, ball hitch, tilt flatbed). * Conduct thorough pre-trip and post-trip ... Previous commercial driving experience hauling wide-loads preferred This posting is for a(n) New ...

WillScot

Driver I, CDL

Milwaukee, WI

... equipment (5th wheel, ball hitch, tilt flatbed). * Conduct thorough pre-trip and post-trip ... Previous commercial driving experience hauling wide-loads preferred This posting is for a(n) New ...

WillScot

Driver I, CDL

Milwaukee, WI · On-site

... equipment (5th wheel, ball hitch, tilt flatbed). * Conduct thorough pre-trip and post-trip ... Previous commercial driving experience hauling wide-loads preferred This posting is for a(n) New ...

All JobsFifth Wheel Hauling JobsFifth Wheel Hauling Jobs in Wisconsin

Fifth Wheel Hauling information

What is fifth wheel hauling?

Fifth wheel hauling involves transporting large trailers, typically RVs or commercial loads, using a truck equipped with a special hitch called a fifth wheel. This hitch is mounted in the bed of a pickup truck and provides greater stability and weight distribution for towing heavy loads. Fifth wheel haulers are often used for moving recreational vehicles, manufactured homes, or other sizable cargo. It requires specific driving skills and sometimes a special driver’s license, depending on the size and weight of the trailer. Many people choose fifth wheel hauling for its safety, control, and the ability to handle large, heavy trailers over long distances.

What are the key skills and qualifications needed to thrive as a fifth wheel hauling professional?

To thrive in Fifth Wheel Hauling, you need a valid commercial driver’s license (CDL), strong knowledge of towing regulations, and experience with large vehicle operation. Familiarity with GPS navigation, vehicle inspection systems, and electronic logging devices is typically required. Excellent spatial awareness, problem-solving skills, and strong communication help ensure safe and efficient transport. These skills and qualities are crucial for maintaining legal compliance, preventing accidents, and delivering cargo on schedule.

What are some common challenges faced by fifth wheel haulers, and how can they be managed effectively?

Fifth wheel haulers often encounter challenges such as maneuvering large trailers in tight spaces, dealing with varying road and weather conditions, and ensuring compliance with transportation regulations. Managing these challenges involves thorough route planning, regular vehicle maintenance, and staying up-to-date on licensing and safety requirements. Additionally, effective communication with dispatchers and clients helps address any unforeseen issues quickly, ensuring timely and safe deliveries.

What is the difference between Fifth Wheel Hauling vs Flatbed Truck Driving?

AspectFifth Wheel HaulingFlatbed Truck Driving
CredentialsCommercial Driver's License (CDL)CDL
Work EnvironmentEnclosed trailers, often for freight or equipmentOpen flatbeds for large or irregular loads
Industry UsageLogistics, freight, constructionConstruction, manufacturing, freight

Fifth Wheel Hauling and Flatbed Truck Driving both require a CDL and involve transporting large loads. Fifth wheel hauling typically involves enclosed trailers for freight or equipment, while flatbed driving focuses on open, flat trailers for oversized or irregular cargo. Both roles are essential in logistics and construction industries, but they differ mainly in load type and trailer design.

How do I become a fifth wheel hauling professional?

To become a fifth wheel hauling professional, you typically need a commercial driver's license (CDL) with a clean driving record and experience driving large trucks or trailers. Training programs or apprenticeships are often available to develop skills in trailer handling, safety procedures, and route management. Gaining experience and obtaining relevant certifications can improve job prospects in this specialized trucking field.

What are popular job titles related to Fifth Wheel Hauling jobs in Wisconsin?

For Fifth Wheel Hauling jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Fifth Wheel Hauling jobs in Wisconsin look for?

The top searched job categories for Fifth Wheel Hauling jobs in Wisconsin are:

What cities in Wisconsin are hiring for Fifth Wheel Hauling jobs?

Cities in Wisconsin with the most Fifth Wheel Hauling job openings:

Fifth Wheel Hauling jobs near you
Infographic showing various Fifth Wheel Hauling job openings in Wisconsin as of August 2026, with employment types broken down into 91% Full Time, and 9% Part Time. Highlights an 97% In-person, and 3% Remote job distribution.

Class A CDL - OTR $1000-$1625+ Sap Friendly Owner Operator- Lease Purchase Also

Amanwithaplanservices

Madison, WI • On-site

$2.5K - $6.0K/wk

Contractor

Posted 4 days ago

Job description

Major Carrier Nationwide Fleet

Class A CDL Drivers needed

CDL Address must match hiring area

Must Have 3 months 53' Tractor Trailer OTR experience in last 6 months or 6 months exp in the last year

* Not counting school, Straight Truck, Garbage Truck, Dump Truck experience

Long Haul OTR Reefer- $1000-$1625+ Weekly! Owner Operator- Lease Purchase, Company Drivers. Sap Friendly*

*Sap Drivers must be on or past Step 6 (No Exceptions)

Solo OTR Long Haul Reefer Lane

(*Less than 1 year OTR experience will ride first 3 weeks with lead driver at $150 per day)

Solo Company Driver or Independent Contractor/ Owner Operator or Lease Purchase

Refrigerated Trailer Hauling General commodity and protein hauler - boxed beef, chicken, pork, and beer

  • Independent Contractor

70% of Linehaul Revenue: Maximize your business' earning potential with a percentage-based pay structure.

Receive 100% of any fuel surcharges paid for shipments hauled.

  • No Forced Dispatch: You make the decision that's best for your business.
  • Paid Base Plates & Permits

$2500-$6000 Weekly Gross

O/O Truck must be 10 years or newer & have all paperwork or lease purchase

     Lease Purchase Options

2022-2024 Kentworth T680

$750-$800 weekly payments

.07-.08cpm

260 Week buyout at end of lease

  • Company Driver

3-4 weeks out. 5 Days Home each month!

Must be able to drive day or night

Home time starts on when the driver gets home.

All 48 states

70% Drop & Hook!

No Touch Freight

  • .40-.65 cpm Pay Rate based on current experience without at fault incidents/

Experience pay = Recent Safe driving years without at fault accident major incident/citation/violation

3mos = .45cpm

1 year = .50cpm

2 years = .55cpm

3 years = .60cpm

5 years = .65cpm

Paid on all miles

2300-2500+ Miles Per Week

$1000-$1625+ Weekly Average!

Kenworth T680 – 4 years or newer

Automatic Transmissions

Walk-In Condos

APU units

Invertors

Voice navigation

In-cab 5th wheel release

Must Have 3 months 53' Tractor Trailer OTR experience in last 6 months or 6 months exp in the last year

* Not counting school, Straight Truck, Garbage Truck, Dump Truck experience


Apply with resume showing recent amount of 53' Tractor Trailer experience or email what option, zip code, and how much recent OTR experience to 

Benny@amanwithaplanservices.com