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Local Dry Van Owner Operator Jobs in Wisconsin (NOW HIRING)

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Local Dry Van Owner Operator information

What is a local dry van owner operator?

Local Dry Van Owner Operators are independent truck drivers who own or lease their own dry van trailers and operate within a specific geographic area, typically making deliveries and pickups within a local or regional range. They contract with shipping companies or freight brokers to transport goods in dry van trailers, which are enclosed and protect cargo from weather. These operators are responsible for their own business expenses, including fuel, maintenance, insurance, and compliance with regulations. The local aspect usually allows them to return home daily or frequently, offering a more predictable schedule compared to long-haul trucking.

What are the key skills and qualifications needed to thrive as a local dry van owner operator?

To thrive as a Local Dry Van Owner Operator, you need a valid commercial driver’s license (CDL), a strong driving record, and knowledge of freight logistics. Familiarity with electronic logging devices (ELDs), GPS navigation systems, and basic truck maintenance is essential. Excellent time management, customer service, and self-motivation are standout soft skills for this role. These competencies ensure reliable deliveries, compliance with regulations, and successful independent business operations.

What are some typical challenges faced by local dry van owner operators, and how can they be overcome?

Local Dry Van Owner Operators often encounter challenges such as managing tight delivery schedules, dealing with unexpected traffic or weather delays, and maintaining their vehicles for daily use. Success in this role requires strong organizational skills to plan efficient routes, regular preventive maintenance to minimize downtime, and effective communication with dispatchers and customers to handle changes or issues quickly. Building relationships with local shippers and staying updated on regulations can also help ensure steady work and smooth operations.

What is the difference between Local Dry Van Owner Operator vs Local Dry Van Company Driver?

AspectLocal Dry Van Owner OperatorLocal Dry Van Company Driver
CredentialsCommercial Driver's License (CDL), business licensesCDL, company-specific training
Work EnvironmentOwn truck, flexible schedule, independentCompany truck, fixed schedule, supervised
Employer & Industry UsageSelf-employed, contracts with carriersEmployed by a trucking company

In summary, Local Dry Van Owner Operators own and operate their trucks, offering flexibility and independence, while Local Dry Van Company Drivers work for a carrier with a set schedule and employer support. Both roles require a CDL and are integral to local freight logistics.

What are popular job titles related to Local Dry Van Owner Operator jobs in Wisconsin?

For Local Dry Van Owner Operator jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Local Dry Van Owner Operator jobs in Wisconsin look for?

The top searched job categories for Local Dry Van Owner Operator jobs in Wisconsin are:

What cities in Wisconsin are hiring for Local Dry Van Owner Operator jobs?

Cities in Wisconsin with the most Local Dry Van Owner Operator job openings:

Local Dry Van Owner Operator jobs near you
Infographic showing various Local Dry Van Owner Operator job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 69% Full Time, 27% Part Time, and 3% Contract. Highlights an 95% Physical, 1% Hybrid, and 4% Remote job distribution.

Truck Driver Owner Operator - 2yrs EXP Required - OTR - Dry Van - $275k - $325k per year

Clark Transfer

Madison, WI • On-site

$275K - $325K/yr

Full-time

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

Job description

For more than 75 years, Clark Transfer has been helping bring live entertainment to audiences across North America. From Broadway productions and concert tours to theatrical performances and special events, our drivers are an essential part of making the show happen.

If you've ever wanted a trucking job that's anything but ordinary, this is it.


👥 Team Owner Operators
  • Average $275,000–$325,000+ annually
  • Less than 110,000 miles per year
  • Guaranteed minimum average of $5,000 per week worked
  • Most earn $5,500–$6,500+ per week


Why Partner with Clark Transfer?

✔ Company-supported Owner Operator health insurance program

✔ All miles paid, including loaded and empty miles

✔ Detention pay

✔ Paid fuel permits and fuel taxes

✔ Paid tolls while under dispatch using company-provided transponder

✔ Paid cargo and liability insurance

✔ Fuel price guarantee averaging $1.60/gallon or less after fuel surcharge

✔ $5,000 Driver Referral Bonus


Position Details

🚚 Owner Operator (Solo & Team Opportunities Available)

📦 Dry Van Trailers

🛣️ Over-the-Road

🌎 Hiring throughout the Lower 48 States and Canada

✈️ Passport REQUIRED


🎭 Join the Greasy Underbelly of Show Business!

At Clark Transfer, you're not just hauling freight—you're moving the sets, costumes, instruments, and equipment that bring unforgettable performances to life. Our drivers help keep the entertainment industry moving, one show at a time.

📞 Ready to take center stage in your trucking career? Apply today and discover why Owner Operators have trusted Clark Transfer since 1949.