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Bobtail Jobs in Wisconsin (NOW HIRING)

Fuel Delivery Associate

Markesan, WI ยท On-site

$17.50 - $20.50/hr

Skills and Qualifications: - Valid commercial driver's license (CDL) with appropriate endorsements. - Proven experience operating Bobtail trucks or similar delivery vehicles preferred. - Strong ...

Fuel Delivery Associate

Markesan, WI

$17.50 - $20.50/hr

Skills and Qualifications: - Valid commercial driver's license (CDL) with appropriate endorsements. - Proven experience operating Bobtail trucks or similar delivery vehicles preferred. - Strong ...

Fuel Delivery Associate

Markesan, WI ยท On-site

$17.50 - $20.50/hr

Skills and Qualifications: - Valid commercial driver's license (CDL) with appropriate endorsements. - Proven experience operating Bobtail trucks or similar delivery vehicles preferred. - Strong ...

Liquid Propane (LP) Delivery Associate

Ellsworth, WI ยท On-site

$17 - $21.50/hr

As a key member of our operations, you will operate a Bobtail truck on local routes, maintain strong customer relationships, and uphold the highest safety standards. This position allows you to be ...

CDL A Truck Driver

Appleton, WI ยท On-site

$750/wk

All miles paid: loaded, empty, and bobtail * Weekly pay via direct deposit or Comdata Top-Notch Equipment & Terminals You'll be driving equipment that's never older than three years, with a fleet of ...

Showing results 21-40

Bobtail information

See Wisconsin salary details

$11

$20

$28

How much do bobtail jobs pay per hour?

As of Aug 16, 2026, the average hourly pay for bobtail in Wisconsin is $20.61, according to ZipRecruiter salary data. Most workers in this role earn between $18.46 and $23.03 per hour, depending on experience, location, and employer.

What is the difference between Bobtail vs Tractor Trailer Driver?

AspectBobtailTractor Trailer Driver
CredentialsCommercial Driver's License (CDL)Commercial Driver's License (CDL)
Work EnvironmentDriving light trucks without trailers, often in urban areasDriving large tractor-trailers over highways and long distances
Industry UsageDelivery services, local logisticsLong-haul freight, transportation companies

Bobtail drivers operate smaller trucks without trailers, mainly for local deliveries, while tractor trailer drivers handle large trucks with trailers for long-distance freight. Both roles require a CDL and are essential in logistics, but they differ in vehicle size, work environment, and scope of delivery.

What is a bobtail?

A bobtail driver is a truck driver who operates a tractor without an attached trailer. The term 'bobtail' refers to the truck cab driving on its own, usually when traveling to pick up a new load or after dropping off a trailer. Bobtailing can be more challenging because the tractor alone is lighter and handles differently than when pulling a trailer. This job requires a commercial driver's license (CDL) and knowledge of safe driving practices, especially since driving without a trailer can affect braking and stability.

What are some common challenges faced by bobtails, and how can they be addressed?

Bobtail drivers often face unique challenges such as reduced traction when operating their tractors without a trailer, which can make handling more difficult, especially in adverse weather. Additionally, bobtailing can increase stopping distances, requiring greater caution and anticipation in traffic. To address these challenges, drivers should receive thorough training on bobtail operation, maintain safe speeds, and practice defensive driving techniques. Most companies also encourage regular communication with dispatch and safety teams to ensure drivers have up-to-date route and weather information.

What are the key skills and qualifications needed to thrive as a bobtail?

To thrive as a Bobtail driver, you need a valid commercial driver's license (CDL), a clean driving record, and knowledge of local routes and safety regulations. Familiarity with electronic logging devices (ELDs), GPS navigation, and basic vehicle maintenance is typically required. Strong time management, attention to detail, and effective communication skills help ensure reliable deliveries and safe interactions with clients and dispatchers. These skills and qualifications are crucial for maintaining safety, meeting delivery schedules, and building a trustworthy reputation in local freight transportation.
Infographic showing various Bobtail job openings in Wisconsin as of August 2026, with employment types broken down into 94% Full Time, 5% Part Time, and 1% Contract. Highlights an 100% Physical job distribution, with an average salary of $42,872 per year, or $20.6 per hour.

Truck Driver Owner Operator - 2yrs EXP Required - OTR - Diamond Transportation

Diamond Transportation

Caryville, WI โ€ข On-site

Contractor

This job post hasย expired 1 day ago.ย Applications are no longer accepted.


Job description

Diamond Transportation Signing OTR Owner Operators .

Signing: OTR Owner Operators (Accepting Independent Contractors W/ Trucks), MUST HAVE RGN, FLATBED OR STEPDECK EXPERIENCE with good knowledge of chaining, strapping and securement!


Company info:

Diamond Transportation System, Inc. has a rich history of pioneering the transportation of farm equipment and tractors starting in the 1940โ€™s and expanded to the 100% Owner Operator Company with a Fortune 500 customer base that it is today. From humble beginnings to now serving the U.S. and Canada โ€“ transportation of Agricultural and Construction Equipment along with various types of Machinery is our specialty and our dedication to our customers and our contractors will carry us well into the next millennium.

Job Details:

  • Diamond has been in business for over 80 years.
  • Competitive pay
  • Weekly or Daily settlements โ€“ your choice
  • Personal โ€˜Guardianโ€™ Fleet Manager to understand your individual needs
  • Non-forced Dispatch
  • Looking for Owner Operators with โ€˜open-deckโ€™ experience to haul Flatbed, StepDeck, RGN (Removable Gooseneck) Trailersโ€ ONLY!!
  • Compensation packages include:
  • Percentage pay
  • Additional percent with your own trailer
  • Quarterly Safety Compensation
  • Referral compensation up to $2,500
  • No Trailer Rent
  • No Permit fees โ€“ we pay for the OD permits and you give us your routes
  • Sign on compensation (bonus)
  • Cargo and liability insurance at no additional cost
  • Available competitive insurance offerings for:
  • Physical Damage
  • Occupational Accident
  • NOTC/Bobtail
  • Passenger Authorization
  • Medical
  • License plate escrow (if plate needed)
  • Customer referral program
  • In-cab communications
  • ELD ready
  • Fuel card
  • Company RGN trailers
  • Fuel tax reporting
  • Fuel Discount Program
  • Tire Discount Program
  • We have Owner Operators just like YOU, leased to us for over 30 years.
  • Our family owned and operated company has only one concern, YOUR success as an Owner Operator.
  • We have the experience, the customer base and the freight to keep you making money.
  • Bottom Lineโ€ฆif YOU are successful, then we are successful.
  • Itโ€™s a partnership! Weโ€™re A 100% Owner Operator Company You wonโ€™t have any company trucks to compete with here!


Job Requirements:

  • MUST HAVE RGN, FLATBED & STEPDECK EXPERIENCE with good knowledge of chaining, strapping and securement!
  • If you can answer yes to these questionsโ€ฆ Are at least 23 years old?
  • Does your background include six months of machinery / heavy haul / over-dimensional experience?
  • Do you have a good driving record?
  • Do you have a solid work history?
  • Can your truck pass a D.O.T. inspection