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Transportation Owner Operator Jobs in Wisconsin (NOW HIRING)

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Transportation Owner Operator information

See Wisconsin salary details

$650

$4.4K

$7.8K

How much do transportation owner operator jobs pay per week?

As of Sep 9, 2026, the average weekly pay for transportation owner operator in Wisconsin is $4,436.79, according to ZipRecruiter salary data. Most workers in this role earn between $2,426.92 and $6,600.00 per week, depending on experience, location, and employer.

What is a transportation owner operator?

A Transportation Owner Operator is an individual or business that owns and operates their own commercial vehicle, such as a truck or van, to transport goods or freight for clients or companies. Unlike company drivers, owner operators are independent contractors who manage their own business operations, including vehicle maintenance, insurance, and finding contracts. They often work with freight brokers or logistics companies to secure hauling jobs. Transportation Owner Operators have the flexibility to choose their routes and schedules but also bear the costs and responsibilities of running their own business.

What are the key skills and qualifications needed to thrive as a transportation owner operator?

To thrive as a Transportation Owner Operator, you need a valid commercial driver’s license (CDL), a strong knowledge of logistics, and solid experience in freight hauling or trucking. Familiarity with fleet management software, GPS navigation, and compliance with Department of Transportation (DOT) regulations is essential. Outstanding time management, self-motivation, and customer service skills set top performers apart in this role. These skills and tools are critical for ensuring safe, efficient, and profitable operations in a highly competitive transportation industry.

What are some common challenges transportation owner operators face in managing their own business?

Transportation Owner Operators often encounter challenges such as fluctuating fuel prices, securing consistent freight, and managing vehicle maintenance costs. Balancing time on the road with administrative tasks, like invoicing and compliance with transportation regulations, is also essential. Building relationships with brokers and shippers can help ensure a steady workflow, while staying organized and proactive about truck upkeep can reduce unexpected downtime. Adapting to changing industry regulations and maintaining a strong safety record are key to long-term success.

What is the difference between Transportation Owner Operator vs Truck Driver?

AspectTransportation Owner OperatorTruck Driver
CredentialsCommercial Driver's License (CDL), vehicle insuranceCDL often required, no ownership needed
Work EnvironmentOperate own or leased trucks, flexible routesDrive company-owned trucks, fixed routes
Employer & IndustryIndependent or contracted, freight/logistics industryEmployers or carriers, transportation industry

Transportation Owner Operators own or lease their trucks and operate independently, often managing their own schedules. Truck Drivers typically work for a company, driving company-owned trucks on assigned routes. Both roles require a CDL and are integral to freight transportation, but Owner Operators have more control and responsibility over their equipment and business operations.

Transportation Owner Operator jobs near you
Infographic showing various Transportation Owner Operator job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 62% Full Time, 35% Part Time, and 2% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $230,713 per year, or $110.9 per hour.

CDL-A Dry Van Owner Operator - $5,000 to $13,000 per week in Afton, WI

Afton, WI • On-site

AllTruckJobs
Trucking • 11 - 50 employees
Learn more about AllTruckJobsexternal

$450K - $500K/yr

Other

Re-posted 4 days ago

Job description

Owner Operator | Dry Van
Location: Afton, WI
Company: Forward
Pay: $5,000 to $13,000 per week
Route Type: dedicated, ltl, otr, regional
Start Date: ASAP

About the Position

AllTruckJobs is working with Forward to find a qualified Dedicated or LTL or OTR or Regional Owner Operator in Afton, Wisconsin!

Keep Your Truck Moving. Keep More of What You Earn.

You're not just looking for another load, you're looking for consistency, strong earnings and a carrier that respects your business!

We work with professional Owner Operators who want reliable freight, industry leading miles and the freedom to run their business their way at Forward. Spend less time waiting and more time earning with a premium customer base, 99% no-touch drop-and-hook freight, and an extensive terminal network.

Whether you are a Solo Owner Operator or a Team Owner Operator, Forward has the freight and the support to keep your wheels turning.

Why Owner Operators Choose Forward:

Earn More: Competitive Pay on All Miles + Weekly Settlements

  • Team Owner Operators
    • $1.55 per loaded mile + Fuel Surcharge
    • Projected annual earnings: $450,000–$500,000+ 
  • Solo Owner Operators
    • $1.31 per loaded mile + Fuel Surcharge
    • Projected annual earnings: $200,000–$250,000+

Fuel Surcharge

  • Average $0.40–$0.60 per mile
  • Weekly update to help offset the cost of fuel

Drive More. Wait Less.

  • We’ve built our network to keep you moving.

Industry-Leading Weekly Miles

  • Teams: 5,000+ miles per week
  • Solo: 2,000+ miles per week


Freight You'll Appreciate

  • 99% no-touch freight
  • Drop & hook operations from terminal-to-terminal
  • Average load weight of only 26,000 lbs.
  • Year-round consistent freight
  • Flexible home time


We've Got Your Back

Forward invests in Owner Operators so you can focus on running your business.

Additional Benefits

  • Weekly settlements
  • Tolls, bridges, and scales paid or reimbursed
  • Safety-first culture
  • Quarterly safety bonus opportunities
  • Annual safety giveaways—including the chance to win a car!
  • A genuine partnership with a culture of support when you need it
     

About Forward

Company Overview

Since 1990, Forward has been a leading provider of ground transportation and related logistics services to the North American air freight and expedited LTL market. We offer surface shipping on an accelerated “time-definite” basis, delivering cargo at a specific time, but under less time-sensitive situations – supplying you with a cost effective, reliable alternative to air transportation. We work with companies of all sizes to develop tangible advantages and build the best products to meet your specific needs. Forward presents to the wholesale transportation community (logistics companies, freight forwarders, integrated air cargo carriers, passenger/ cargo airlines, and non-traditional shippers), a single-source provider that can deliver more supply chain services and a superior menu of choices. Throughout the years we have added supplementary lines to our linehaul service, such as our full truckload operations (Truckload Services) and our Airline Logistics program, and we will continue to expand our services to meet the changing needs and growth of our customer base.

Forward is structured to optimize both savings and service to our customers. Direct partnerships with owner-operators and other surface transportation providers, enable us to remain cost-competitive. The Forward network is designed with over 100 facilities located at or near major U.S. and Canadian airports, 12 regional sort centers and over 300 beyond points, creating one of the most comprehensive linehaul networks in the industry.

The foundation product for Forward is our expedited linehaul service, offering consistent and reliable transit and on-time, damage-free deliveries. By locating terminals on or near airports and maintaining a scheduled transportation network, we are able to arrange for convenient and consistent service with broad geographic coverage. Shipments of varying sizes (TL/LTL) are received at our terminals and transported by contracted service providers either (1) on a direct truck to the destination terminal, (2) through our Columbus, Ohio central sorting hub, or (3) through one of our 12 regional hubs, where they are unloaded, sorted, and reloaded in rapid fashion. After reloading the shipments, our contracted service providers deliver them to the destination city for early morning recovery. These options allow us to maximize handling efficiency of each shipment while minimizing freight loss and damage, improving transit times over traditional ground transportation.

Apply to one of our open positions TODAY!

Requirements

What You'll Need

  • Valid Class A CDL
  • Minimum 12 months of verifiable Class A CDL tractor-trailer experience
  • Minimum age of 23 years
  • Meet all DOT qualification requirements

6908160EXPPLAT

PandoLogic. Category:Transportation, Keywords:Owner / Operator, Location:Afton, WI-53501

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